Light-emitting device, and electronic apparatus and electronic equipment including same
The light emitting device with a deuterium-containing interlayer addresses the issues of low driving voltage, high efficiency, and long lifespan by optimizing the interlayer composition with specific compounds.
Patent Information
- Application Number
- CN202410751395.2
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Priority Date
- 2023-06-14
- Filing Date
- 2024-06-12
- Publication Date
- 2024-12-17
AI Technical Summary
Existing light emitting devices face challenges in achieving low driving voltage, high light emitting efficiency, and long lifespan.
A light emitting device comprising a first electrode, a second electrode, and an interlayer with specific compounds represented by Formulas 1 and 2, including deuterium, which enhance carrier recombination and light generation efficiency.
The device achieves low driving voltage, high light emitting efficiency, and extended lifespan by optimizing the interlayer composition with deuterium-containing compounds.
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Figure CN119156039A_ABST
Abstract
Description
[0001] CROSS-REFERENCE TO RELATED APPLICATIONS
[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0076426 filed in the Korean Intellectual Property Office on June 14, 2023, the contents of which are incorporated herein by reference in their entirety. Technical Field
[0003] One or more aspects of the embodiments of the present disclosure relate to a light emitting device, and electronic equipment and electronic devices including the same. Background Art
[0004] The 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 a prescribed order. 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) recombine in the emission layer to generate excitons. When the excitons transition (i.e., relax) from an excited state to a ground state, light may be generated (e.g., to display an image). Summary of the invention
[0005] One or more aspects of the embodiments of the present disclosure are directed to a light emitting device having low driving voltage, high light emitting efficiency and / or long life, and electronic devices and electronic equipment including the same.
[0006] Additional aspects will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the presented embodiments of the disclosure.
[0007] According to one or more embodiments, a light emitting device comprises:
[0008] The first electrode,
[0009] a second electrode facing the first electrode, and
[0010] an interlayer disposed between the first electrode and the second electrode and including an emission layer,
[0011] wherein the interlayer comprises a first compound, a second compound and a third compound,
[0012] The first compound is represented by Formula 1 and includes deuterium,
[0013] The second compound is represented by Formula 1 and includes deuterium,
[0014] The first compound and the second compound are different from each other, and
[0015] The third compound is represented by Formula 2.
[0016] Formula 1
[0017]
[0018] Formula 2
[0019]
[0020] In equation 1 and equation 2,
[0021] L 1 To L 5 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,
[0022] a1 to a5 may each independently be an integer selected from 0 to 2,
[0023] Ar 1 ,Ar 3 and Ar 4 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,
[0024] X 1 Can be C(R 15 )(R 16 )、N(R 15 ), O or S,
[0025] R 1 To R 8 , R 10 To R 16 , R 20 and R 30 can be independently 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 60Alkynyl, 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 1 -C 60 Alkylthio, 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, 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, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),
[0026] b1 may be an integer selected from 0 to 3,
[0027] b2 may be an integer selected from 0 to 6,
[0028] b3 may be an integer selected from 0 to 5,
[0029] R 10a Can be:
[0030] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro,
[0031] 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,
[0032] 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 60Heteroaralkyl, -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
[0033] -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 ),and
[0034] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Can be independently:
[0035] 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, or
[0036] 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 group, C 1 -C 60Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl.
[0037] According to one or more embodiments, an electronic device includes a light emitting device and a thin film transistor electrically connected to the light emitting device.
[0038] According to one or more embodiments, the electronic equipment includes a light emitting device and may be at least one selected from the following: 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 phone, 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 tiled together, a theater screen, a stadium screen, a light therapy device and a sign. BRIEF DESCRIPTION OF THE DRAWINGS
[0039] The accompanying drawings are included to provide a further understanding of the above and other aspects, features, and advantages of specific embodiments of the present disclosure, and are incorporated into 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 make the principles of the present disclosure more apparent. In the drawings:
[0040] Figure 1 is a schematic diagram of a light emitting device according to one or more embodiments of the present disclosure;
[0041] Figure 2 is a schematic diagram of an electronic device according to one or more embodiments of the present disclosure;
[0042] Figure 3 is a schematic diagram of an electronic device according to another embodiment of the present disclosure;
[0043] Figure 4 is a schematic perspective view of an electronic device including a light emitting device according to one or more embodiments of the present disclosure;
[0044] Figure 5 is a schematic perspective view of the exterior of a vehicle as an electronic device including a light emitting device according to one or more embodiments of the present disclosure; and
[0045] FIG. 6A to FIG. 6CEach is a schematic diagram of the interior of a vehicle including electronic equipment including a light emitting device according to one or more embodiments of the present disclosure. DETAILED DESCRIPTION
[0046] The embodiments in the accompanying drawings will now be explained in more detail with reference to examples thereof, wherein the same reference numerals refer to the same elements throughout, and a repeated description thereof may not be provided in the specification. In this regard, the embodiments may have different forms and should not be construed as being limited to the description set forth herein. Accordingly, the embodiments are only described by reference to the drawings to explain various aspects of the description.
[0047] As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items. Expressions such as "at least one of," "one of," and "selected from," when preceding / following a list of elements, modify the entire list of elements, rather than the individual elements 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., both a and b), both a and c (e.g., both a and c), both b and c (e.g., both b and c), all of a, b, and c, or variations thereof.
[0048] Unless otherwise limited, all chemical names, technical terms and scientific terms and the terms defined in common 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, 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 an 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.
[0049] As used herein, the singular forms such as “a”, “an” and “the” are intended to include the plural forms as well, unless the context clearly indicates otherwise.
[0050] It will be further understood that the terms “comprise,” “comprises,” “comprising,” “has,” “have,” “having,” “include,” “includes,” and / or “including,” when used in the present specification, indicate the presence of specified features, steps, operations, elements, components, and / or groups thereof, but do not preclude the presence or addition of one or more other features, steps, operations, elements, components, and / or groups thereof.
[0051] As used herein, the terms "use," "using," and "used" may be considered synonymous with the terms "utilize," "utilizing," and "utilized," respectively.
[0052] As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items.
[0053] 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 do not include the elements and / or include optional elements. Similarly, optional language such as "or" refers to "one or more embodiments of the present disclosure," each of which includes the corresponding enumerated items.
[0054] It will be understood that when an element is referred to as being "on," "connected to," or "coupled to" another element, it can be directly on, connected to, or coupled to the other element, or one or more intervening elements may 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.
[0055] For ease of description, spatially relative terms such as "below," "beneath," "below," "above," "above," "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 the 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 "above" or "on" the other elements or features. Thus, the term "below" may encompass both orientations of above and below. The device may be otherwise oriented (rotated 90 degrees or in other orientations), and the spatially relative descriptors used herein should be interpreted accordingly.
[0056] In this context, "consisting essentially of" means that any additional components will not materially affect the chemical, physical, optical, or electrical properties of the semiconductor film.
[0057] Further, in this specification, the phrase "on a plane" or "plan view" means observing a target portion from the top, and the phrase "in cross section" means observing a cross section formed by vertically cutting the target portion from the side.
[0058] In the present disclosure, "does not include one or any 'component'", "excludes one or any 'component'" and / or "does not contain a 'component'" and the like means that the 'component' is not added, selected or used as a component in the composition, but due to other impurities and / or external factors, the 'component' may still be included in an appropriate amount.
[0059] Light-emitting device
[0060] According to one or more embodiments, a light emitting device comprises:
[0061] The first electrode,
[0062] a second electrode facing the first electrode,
[0063] an interlayer disposed between the first electrode and the second electrode and including an emission layer, and
[0064] wherein the interlayer comprises a first compound, a second compound and a third compound,
[0065] The first compound is represented by Formula 1 and includes deuterium,
[0066] The second compound is represented by Formula 1 and includes deuterium,
[0067] The first compound and the second compound are different from each other, and
[0068] The third compound is represented by Formula 2:
[0069] Formula 1
[0070]
[0071] Formula 2
[0072]
[0073] Among them, in formula 1 and formula 2,
[0074] L 1 To L 5 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,
[0075] a1 to a5 may each independently be an integer selected from 0 to 2,
[0076] Ar 1 ,Ar 3 and Ar 4may 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,
[0077] X 1 Can be C(R 15 )(R 16 )、N(R 15 ), O or S,
[0078] R 1 To R 8 , R 10 To R 16 , R 20 and R 30 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 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 1 -C 60 Alkylthio, 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, 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, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2)、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),
[0079] b1 may be an integer selected from 0 to 3,
[0080] b2 may be an integer selected from 0 to 6,
[0081] b3 may be an integer selected from 0 to 5,
[0082] R 10a Can be:
[0083] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;
[0084] 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;
[0085] 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
[0086] -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 ),and
[0087] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Can be independently:
[0088] 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; or
[0089] 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 group, C 1 -C 60 Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl.
[0090] In one or more embodiments, the emission layer may include a first compound and a second compound. The first compound and the second compound may each be a host. The emission layer may be configured to emit (eg, configured to emit) blue light.
[0091] In one or more embodiments, the emission layer may include a first emission layer and a second emission layer disposed between the first emission layer and the second electrode. The first emission layer may be on the second emission layer (e.g., directly in contact with the first emission layer). The first emission layer may include a first compound, and the second emission layer may include a second compound.
[0092] In one or more embodiments, the emission layer may include a first emission layer, a second emission layer, and a third emission layer stacked in a specified order. In one or more embodiments, the emission layer may include a first emission layer, a second emission layer arranged between the first emission layer and the second electrode, and a third emission layer arranged between the second emission layer and the second electrode. The second emission layer may be on each of the first emission layer and the third emission layer (e.g., in direct contact with each of the first emission layer and the third emission layer). The first emission layer and the third emission layer may include a second compound, and the second emission layer may include a first compound.
[0093] In one or more embodiments, the interlayer may further include a hole transport region arranged between the first electrode and the emission layer, and the hole transport region may include a third compound. In one or more embodiments, the hole transport region may include: an electron blocking layer; and a hole injection layer, a hole transport layer, an emission auxiliary layer, or any combination thereof, and the electron blocking layer may include a third compound. The electron blocking layer may be on the emission layer (e.g., in direct contact with the emission layer). When the emission layer includes a first emission layer and a second emission layer arranged in a specified order, the electron blocking layer may be on the first emission layer closest to the hole transport region (e.g., in direct contact with the first emission layer closest to the hole transport region).
[0094] In one or more embodiments, the interlayer may further include a fourth compound containing boron. In one or more embodiments, the emission layer may include a fourth compound. The fourth compound may be a dopant. The amount of the fourth compound in the emission layer may be less than the amount of the first compound and / or the amount of the second compound.
[0095] In one or more embodiments, the first compound and the second compound may each independently include at least two deuteriums, at least three deuteriums, or at least four deuteriums. In one or more embodiments, each of the first compound and the second compound may not include (eg, may exclude) hydrogen.
[0096] In one or more embodiments, in Formula 1, (L 1 ) a1 The group represented by (L 2 ) a2 Each of the groups represented by may include deuterium. 1 ) a1 The group represented by (L 2 ) a2 Each of the groups represented by may include at least two deuteriums, at least three deuteriums, or at least four deuteriums. In one or more embodiments, the group represented by (L 1 ) a1 The group represented by (L 2 ) a2Each of the groups represented may not include (eg, may exclude) hydrogen.
[0097] In formula 1, L 1 and L 2 Each of may be unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 In one or more embodiments, L 1 and L 2 may be each independently unsubstituted or substituted with at least one R 10a substituted phenyl, naphthyl, anthracenyl, phenanthrenyl, perylenyl, phenanthrenyl, pyrenyl or 1,2-triphenylenyl. 1 and L 2 Each may independently be phenyl or naphthyl, each unsubstituted or substituted by at least one deuterium.
[0098] In one or more embodiments, in Formula 1, L 1 and L 2 Each may be independently represented by at least one of Formula LK1 to Formula LK13 (for example, by at least one selected from Formula LK1 to Formula LK13):
[0099]
[0100]
[0101] Among them, in formula LK1 to formula LK13,
[0102] c4 may be an integer selected from 0 to 4, and c6 may be an integer selected from 0 to 6, and
[0103] * and *' each indicate a bonding site to an adjacent atom.
[0104] In one or more embodiments, in Formula LK1 to Formula LK13, the number of R is c4 10a At least one of them may be deuterium, and the number of R is c6 10a At least one of may be deuterium.
[0105] In one or more embodiments, in Formula 1, Ar 1 The group represented by may include deuterium. 1 The group represented by may include at least two deuteriums, at least three deuteriums, or at least four deuteriums. In one or more embodiments, the group represented by Ar 1 The groups represented may not include (eg, may exclude) hydrogen.
[0106] In one or more embodiments, in Formula 1, Ar 1may be unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 In one or more embodiments, Ar 1 may be each unsubstituted or substituted with at least one R 10a substituted phenyl, naphthyl, anthracenyl, phenanthrenyl, perylenyl, phenanthrenyl, pyrenyl or 1,2-triphenylenyl. 1 It may be phenyl or naphthyl, each of which may be unsubstituted or substituted with at least one deuterium.
[0107] In one or more embodiments, in Formula 1, R 1 To R 8 (For example, selected from R 1 To R 8 ) may be deuterium. In one or more embodiments, R 1 To R 8 (For example, selected from R 1 To R 8 ) may be deuterium, R 1 To R 8 (For example, selected from R 1 To R 8 ) may be deuterium, R 1 To R 8 (For example, selected from R 1 To R 8 ) may be deuterium, R 1 To R 8 (For example, selected from R 1 To R 8 ) may be deuterium, R 1 To R 8 (For example, selected from R 1 To R 8 ) may be deuterium, R 1 To R 8 (For example, selected from R 1 To R 8 ) may be deuterium, or all R 1 To R 8 It can be deuterium.
[0108] In formula 1, the number of R is b1 10 At least one of may be deuterium. In Formula 1, R 11 To R 14 At least one of may be deuterium. In one or more embodiments, R 10 To R 14 At least one of them may be deuterium, R 10 To R 14At least two of them may be deuterium, R 10 To R 14 At least three of them may be deuterium, R 10 To R 14 At least four of them may be deuterium, or all of R 10 To R 14 It can be deuterium.
[0109] In formula 1, the number of R is b1 10 At least one of the R may be an unsubstituted phenyl group or a phenyl group substituted with at least one deuterium group. 11 To R 14 At least one of the groups may be a phenyl group which is unsubstituted or substituted with at least one deuterium.
[0110] R 10 , R 11 , R 12 , R 13 and R 14 can be independently hydrogen, deuterium, phenyl or phenyl substituted by deuterium. 10 , R 11 , R 12 , R 13 or R 14 Each is a phenyl group substituted by deuterium, and the phenyl group may be substituted by one deuterium, two deuteriums, three deuteriums, four deuteriums, or five deuteriums.
[0111] In one or more embodiments, in Formula 1, X 1 Can be O or S.
[0112] In one or more embodiments, in Formula 1, X 1 Can be C(R 15 )(R 16 ) or N(R 15 ), and R 15 and R 16 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 In one or more embodiments, R 15 and R 16 may be each independently unsubstituted or substituted with at least one R 10a substituted phenyl, naphthyl, anthracenyl, phenanthrenyl, perylenyl, phenanthrenyl, pyrenyl or 1,2-triphenylenyl. 15 and R 16 Each may independently be phenyl or naphthyl, each unsubstituted or substituted by at least one deuterium.
[0113] In one or more embodiments, in Formula 1, a1 may be 0 or 1, and a2 may be 0 or 1. The sum of a1 and a2 may be 0 or 1. When a1 is 0, (L 1 ) a1 It can refer to a single bond, and when a2 is 0, (L 2 ) a2 Can refer to a single bond.
[0114] In one or more embodiments, the first compound and the second compound may each independently be represented by at least one of Formula 1-1 to Formula 1-4:
[0115] Formula 1-1
[0116]
[0117] Formula 1-2
[0118]
[0119] Formula 1-3
[0120]
[0121] Formula 1-4
[0122]
[0123] In Formula 1-1 to Formula 1-4, L 1 , L 2 、a1、a2、Ar 1 , X 1 , R 1 To R 8 , R 10 To R 14 and b1 are each as described herein.
[0124] In one or more embodiments, at least one of the first compound and the second compound may satisfy at least one of conditions 1 to 6:
[0125] Condition 1
[0126] Ar 1 is C substituted with at least one deuterium 3 -C 60 A carbocyclic group or a C 1 -C 60 Heterocyclic group;
[0127] Condition 2
[0128] L 1 is C substituted with at least one deuterium 3 -C 60A carbocyclic group or a C 1 -C 60 Heterocyclic group;
[0129] Condition 3
[0130] R 1 To R 8 At least one of them is deuterium;
[0131] Condition 4
[0132] L 2 is C substituted with at least one deuterium 3 -C 60 A carbocyclic group or a C 1 -C 60 Heterocyclic group;
[0133] Condition 5
[0134] At least one R 10 (For example, the number of R 10 ) is deuterium; and / or
[0135] Condition 6
[0136] R 11 To R 14 At least one of them is deuterium.
[0137] In one or more embodiments, each of the first compound and the second compound may satisfy at least one of Conditions 1 to 6.
[0138] At least one of the first compound and the second compound may satisfy at least two of conditions 1 to 6, at least three of conditions 1 to 6, at least four of conditions 1 to 6, at least five of conditions 1 to 6, or all of conditions 1 to 6.
[0139] Herein, the expression “the first compound and the second compound are different from each other” may mean that i) the number of deuterium included in the first compound is different from the number of deuterium included in the second compound, ii) the position of deuterium included in the first compound is different from the position of deuterium included in the second compound (for example, in the first compound, R 1 To R 8 is deuterium, and in the second compound, R in Formula 1 10 To R 14 is deuterium), iii) in the first compound, a2 in Formula 1 is 0, and in the second compound, a2 in Formula 1 is 1, or iv) the first compound is represented by Formula 1-2, and the second compound is represented by Formula 1-4.
[0140] In one or more embodiments, the first compound and the second compound may each independently be at least one compound selected from Compounds HH1 to HH11 in which at least one hydrogen is replaced by deuterium:
[0141]
[0142]
[0143] In one or more embodiments, the first compound and the second compound may each independently be at least one selected from compound HD1 to compound HD76, and the first compound and the second compound may be different from each other:
[0144]
[0145]
[0146]
[0147]
[0148] In one or more embodiments, in Formula 2, L 3 To L 5 may be each independently unsubstituted or substituted with at least one R 10a Substituted phenyl, naphthyl, anthracenyl, phenanthrenyl, peryl, phenanthrenyl, pyrenyl, 1,2-triphenylenyl, fluorenyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, benzofluorenyl, benzocarbazolyl, benzonaphthofuranyl or benzonaphthothiophenyl. 3 To L 5 Can be independently C 1 -C 60 Alkyl and / or C 6 -C 60 Aryl substitution.
[0149] When a3 is 0, (L 3 ) a3 may be (for example, refers to) a single bond, when a4 is 0, (L 4 ) a4 may be (for example, refers to) a single bond, and when a5 is 0, (L 5 ) a5 can be (eg, refer to) a single bond.
[0150] In one or more embodiments, in Formula 2, Ar 3 and Ar 4 may be each independently unsubstituted or substituted with at least one R 10aSubstituted phenyl, naphthyl, anthracenyl, phenanthrenyl, perylenyl, phenanthrenyl, pyrenyl, 1,2-triphenylenyl, fluorenyl, carbazolyl, dibenzofuranyl, dibenzothiophenyl, benzofluorenyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothiophenyl, cyclopentanyl, cyclohexanyl, cycloheptanyl, cyclooctyl, adamantyl or norbornanyl.
[0151] In one or more embodiments, in Formula 2, R 20 and R 30 Each of the may exclude (eg, not be) -N(Q 1 )(Q 2 ). In other words, the third compound represented by Formula 2 may include an amine group. In one or more embodiments, the third compound may include an amine group connected to the second carbon atom of the naphthalene nucleus in Formula 2 and may not include (e.g., may exclude) an amine group connected to the first carbon atom of the naphthalene nucleus.
[0152] In one or more embodiments, the third compound may be represented by at least one of Formula 2-1 to Formula 2-7:
[0153] Formula 2-1
[0154]
[0155] Formula 2-2
[0156]
[0157] Formula 2-3
[0158]
[0159] Formula 2-4
[0160]
[0161] Formula 2-5
[0162]
[0163] Formula 2-6
[0164]
[0165] Formula 2-7
[0166]
[0167] Among them, in formula 2-1 to formula 2-7, L 3 To L 5 、a3 to a5、Ar 3 ,Ar 4 , R 20 , R30 , b2 and b3 may each be as described herein.
[0168] In one or more embodiments, the third compound may be at least one selected from Compound EB1 to Compound EB43:
[0169]
[0170]
[0171] The first compound and the second compound may be different from each other, may each be represented by Formula 1, and may each include deuterium. In other words, the light-emitting device may include two or more different compounds selected from the compounds represented by Formula 1 and including deuterium. Compared with a light-emitting device including one type (e.g., a single type) of a host, a light-emitting device including two or more different compounds may have improvements in at least one of a driving voltage, a luminous efficiency, and a lifespan. In some embodiments, even when the light-emitting device has a multilayer emission layer structure by including a first emission layer including a first compound and a second emission layer including a second compound in the emission layer, the light-emitting device may also have an improved lifespan. By adjusting the position of the deuterium included in each of the first compound and the second compound and the number of substituted deuteriums, and adjusting the relative amounts of the first compound and the second compound, the light-emitting device may have an optimal or appropriate driving voltage, an optimal or appropriate luminous efficiency, and / or an optimal or appropriate lifespan.
[0172] In the third compound, the amine group may be connected to the second carbon atom of the naphthalene nucleus, and the phenyl group may be substituted to any carbon selected from the first carbon atom and the third carbon atom to the eighth carbon atom of the naphthalene nucleus (e.g., substituted on the arbitrary carbon). In other words, the third compound included in the light-emitting device may exclude (e.g., not be) a compound in which the amine group is connected to the first carbon atom of the naphthalene nucleus, and exclude (e.g., not be) a compound in which the phenyl group is not substituted to the naphthalene nucleus (e.g., substituted on the naphthalene nucleus). By including the third compound in a layer adjacent to the emission layer, the light-emitting device may have a further improved driving voltage, a further improved luminous efficiency, and / or a further improved lifespan.
[0173] Figure 1 Description
[0174] 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, and a second electrode 150. The interlayer may include a hole transport region 120, an emission layer 130, and an electron transport region 140.
[0175] In the following, reference Figure 1A 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.
[0176] First electrode 110
[0177] exist Figure 1 In the embodiment of the present invention, the substrate may be further arranged under the first electrode 110 or on the second electrode 150 (e.g., above the second electrode 150). As the substrate, a glass substrate or a plastic substrate may be used. The substrate may be a flexible substrate. For example, the substrate 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.
[0178] The first electrode 110 may be formed by providing a material for forming the first electrode 110 on a substrate using a deposition method or a sputtering method. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be a high work function material that facilitates the injection of holes. The term "high work function material" as used herein refers to a substance (e.g., a metal or a metal alloy) that requires a relatively high amount of energy to emit electrons from its surface.
[0179] 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 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 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.
[0180] 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. In one or more embodiments, the first electrode 110 may have a triple-layer structure of ITO / Ag / ITO.
[0181] Mezzanine
[0182] The interlayer may be provided on the first electrode 110. The interlayer may include a hole transport region 120, an emission layer 130, and an electron transport region 140.
[0183] The interlayer may include one or more suitable organic materials, metal-containing compounds (such as organometallic compounds) and / or inorganic materials (such as quantum dots), etc.
[0184] In one or more embodiments, the interlayer 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 between each two emission units. When the interlayer includes the emission units and the charge generation layer, the light emitting device 10 may be a tandem light emitting device.
[0185] Hole transport region 120
[0186] The hole transport zone 120 may have i) a single-layer structure including (e.g., consisting of) a single layer including a single material, ii) a single-layer structure including (e.g., consisting of) a single layer including a plurality of different materials, or iii) a multi-layer structure including (e.g., consisting of) a plurality of layers including (e.g., consisting of a plurality of layers).
[0187] The hole transport region 120 may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof.
[0188] For example, the hole transport region 120 may have a multilayer structure including 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. In one or more embodiments, the constituent layers of each structure are stacked in a prescribed order from the first electrode 110.
[0189] The hole transport region 120 may include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:
[0190] Formula 201
[0191]
[0192] Formula 202
[0193]
[0194] Among them, in equation 201 and equation 202,
[0195] 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,
[0196] L 205Can be *-O-*', *-S-*', *-N(Q 201 )-*', unsubstituted or replaced by at least one R 10a 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,
[0197] xa1 to xa4 may each independently be an integer selected from 0 to 5,
[0198] xa5 may be an integer selected from 1 to 10,
[0199] 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,
[0200] 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 an unsubstituted or substituted R 10a Substituted C 8 -C 60 Polycyclic groups (e.g., carbazole groups, etc.) (e.g., compound HT16),
[0201] 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 C2 -C 5 Alkenylene groups are connected to each other to form an unsubstituted or substituted R 10a Substituted C 8 -C 60 polycyclic groups, and
[0202] na1 may be an integer selected from 1 to 4.
[0203] In one or more embodiments, each of Formula 201 and Formula 202 may include at least one of the groups represented by Formula CY201 to Formula CY217:
[0204]
[0205] In formula CY201 to formula CY217, R 10b and R 10c Each can be as about R 10a Described, Cyclic 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 replaced.
[0206] 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.
[0207] In one or more embodiments, each of Formula 201 and Formula 202 may include at least one of the groups represented by Formula CY201 to Formula CY203.
[0208] In one or more embodiments, Formula 201 may include at least one of the groups represented by Formulas CY201 to CY203 and at least one of the groups represented by Formulas CY204 to CY217.
[0209] In one or more embodiments, in Formula 201, xa1 may be 1, R 201 may be a group represented by one of the formulas CY201 to CY203, xa2 may be 0, and R 202 It may be a group represented by one of Formula CY204 to Formula CY207.
[0210] In one or more embodiments, each of Formula 201 and Formula 202 may not include (eg, may exclude) the groups represented by Formula CY201 to Formula CY203.
[0211] In one or more embodiments, each of Formula 201 and Formula 202 may not include (eg, may exclude) the groups represented by Formula CY201 to Formula CY203 and may include at least one of the groups represented by Formula CY204 to Formula CY217.
[0212] In one or more embodiments, each of Formula 201 and Formula 202 may not include (eg, may exclude) the groups represented by Formula CY201 to Formula CY217.
[0213] In one or more embodiments, the hole transport region 120 may include: at least one of compounds HT1 to HT46; m-MTDATA; TDATA; 2-TNATA; NPB (NPD); β-NPB; TPD; spiro-TPD; spiro-NPB; methylated NPB; TAPC; HMTPD; 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:
[0214]
[0215]
[0216]
[0217]
[0218]
[0219] The thickness of the hole transport region 120 may be about to about For example, about to about When the hole transport region 120 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 about to about For example, about to about When the thicknesses of the hole transport region 120 , the hole injection layer, and the hole transport layer are within the described ranges, satisfactory hole transport characteristics may be obtained without significantly increasing the driving voltage.
[0220] The emission auxiliary layer is a layer that increases light emission efficiency by compensating for an optical resonance distance according to the wavelength of light emitted from the emission layer 130. The electron blocking layer may be a layer that prevents or reduces leakage of electrons from the emission layer 130 to the hole transport region 120. Materials that may be included in the hole transport region 120 may be included in the emission auxiliary layer and the electron blocking layer.
[0221] p-dopant
[0222] In addition to the aforementioned materials, the hole transport region 120 may further include a charge generation material for improvement of conductive properties. The charge generation material may be uniformly or non-uniformly dispersed in the hole transport region 120 (eg, in the form of a single layer consisting of the charge generation material).
[0223] The charge generating material may be, for example, a p-dopant.
[0224] For example, the p-dopant may have a lowest unoccupied molecular orbital (LUMO) energy level of about -3.5 eV or less.
[0225] In one or more embodiments, the p-dopant may include a quinone derivative, a cyano group-containing compound, a compound including the element EL1 and the element EL2, or any combination thereof.
[0226] Examples of the quinone derivative may include TCNQ and F4-TCNQ.
[0227] Examples of the cyano group-containing compound may include HAT-CN and a compound represented by Formula 221.
[0228]
[0229] Formula 221
[0230]
[0231] In formula 221,
[0232] R 221 To R 223 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 a heterocyclic group, and
[0233] 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.
[0234] 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.
[0235] Examples of metals may include 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 (Cs), etc.); o), 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.).
[0236] Examples of metalloids may include silicon (Si), antimony (Sb), and / or tellurium (Te).
[0237] Examples of non-metals may include oxygen (O) and halogens (eg, F, Cl, Br, and / or I, etc.).
[0238] Examples of compounds including element EL1 and element EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides and / or metal iodides, etc.), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides and / or metalloid iodides, etc.), metal tellurides, or any combination thereof.
[0239] Examples of metal oxides may include tungsten oxides (eg, 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 / or rhenium oxide (e.g., ReO 3 etc.
[0240] Examples of the metal halide may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and lanthanide metal halides.
[0241] Examples of the alkali metal halide may include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, and CsI.
[0242] Examples of alkaline earth metal halides may include 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 MgI 2 ,CaI 2 , SrI 2 and BaI 2 .
[0243] Examples of transition metal halides may include titanium halides (eg, 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 2 etc.), rhenium halides (e.g., ReF 2 、ReCl 2 、ReBr 2 and / or ReI 2 etc.), ferrous halides (e.g., FeF 2 、FeCl 2 , FeBr2 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.).
[0244] Examples of late transition metal halides may include zinc halides (eg, ZnF 2 、ZnCl 2 、ZnBr 2 and / or ZnI 2 etc.), indium halides (e.g., InI 3 etc.) and / or tin halides (e.g., SnI 2 etc.
[0245] 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.
[0246] Examples of metalloid halides may include antimony halides (eg, SbCl 5 wait).
[0247] Examples of metal tellurides may include alkali metal tellurides (eg, 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 2 Te, etc.), late transition metal tellurides (e.g., ZnTe, etc.), and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe and / or LuTe, etc.).
[0248] Emission layer 130
[0249] When the light-emitting device 10 is a full-color light-emitting device, the emission layer 130 may be patterned into a red emission layer, a green emission layer, and / or a blue emission layer according to sub-pixels. In one or more embodiments, the emission layer 130 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 130 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.
[0250] The emission layer 130 may include a host and a dopant. The dopant may include a phosphorescent dopant, a fluorescent dopant, or any combination thereof.
[0251] The amount of the dopant in the emission layer 130 may be about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host.
[0252] In one or more embodiments, the emissive layer 130 may include quantum dots.
[0253] In some embodiments, the emission layer 130 may include a delayed fluorescent material. The delayed fluorescent material may act as a host or a dopant in the emission layer 130.
[0254] The thickness of the emission layer 130 may be about to about For example, about to about When the thickness of the emission layer 130 is within the described range, excellent or appropriate light emitting characteristics may be obtained without significantly increasing the driving voltage.
[0255] main body
[0256] The host may include a compound represented by Formula 301:
[0257] Formula 301
[0258] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 .
[0259] In formula 301,
[0260] 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,
[0261] xb11 can be 1, 2 or 3,
[0262] xb1 may be an integer selected from 0 to 5,
[0263] 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(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) or -P(=O)(Q 301 )(Q 302 ),
[0264] xb21 may be an integer selected from 1 to 5, and
[0265] Q 301 To Q 303 As in this article about Q 1 Described.
[0266] In one or more embodiments, when xb11 in Formula 301 is 2 or greater, two or more Ar301 Can be linked together via a single bond.
[0267] In one or more embodiments, the host may include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:
[0268] Formula 301-1
[0269]
[0270] Formula 301-2
[0271]
[0272] Among them, in Formula 301-1 and Formula 301-2,
[0273] Ring A 301 To Ring A 304 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,
[0274] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),
[0275] xb22 and xb23 can each independently be 0, 1 or 2,
[0276] L 301 , xb1 and R 301 each as described herein,
[0277] L 302 To L 304 can be independently determined as 301 Described,
[0278] xb2 to xb4 may each independently be as described with respect to xb1, and
[0279] R 302 To R 305 and R 311 To R 314 Each as about R 301 Described.
[0280] In one or more embodiments, the host may include an alkaline earth metal complex, a late transition metal complex, or any combination thereof. In one or more embodiments, the host may include a Be complex (eg, compound H55), a Mg complex, a Zn complex, or any combination thereof.
[0281] In one or more embodiments, the host may include: at least one of Compounds H1 to 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(carbazol-9-yl)benzene (mCP); 1,3,5-tri(carbazol-9-yl)benzene (TCP); or any combination thereof:
[0282]
[0283]
[0284]
[0285]
[0286]
[0287]
[0288]
[0289] Phosphorescent dopants
[0290] The phosphorescent dopant may include at least one transition metal as a central metal.
[0291] 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.
[0292] The phosphorescent dopant may be electrically neutral.
[0293] In one or more embodiments, the phosphorescent dopant may include an organometallic compound represented by Formula 401:
[0294] Formula 401
[0295] M(L 401 ) xc1 (L 402 ) xc2 ,
[0296] Wherein, in Formula 401,
[0297] 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)),
[0298] L 401 may be a ligand represented by Formula 402, and xc1 is 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,
[0299] L 402 may be an organic ligand, and xc2 may be 0, 1, 2, 3 or 4, wherein when xc2 is 2 or greater, two or more L 402 may be the same or different from each other,
[0300] Formula 402
[0301]
[0302] In formula 402, X 401 and X 402 may each independently be nitrogen or carbon,
[0303] Ring A 401 and Ring A 402 Can be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,
[0304] T 401 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=*',
[0305] 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 )(Q414 ),
[0306] Q 411 To Q 414 As in this article about Q 1 Described,
[0307] 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 )(Q 402 ),
[0308] Q 401 To Q 403 As in this article about Q 1 Described,
[0309] xc11 and xc12 may each independently be an integer selected from 0 to 10, and
[0310] * and *' in Formula 402 each indicate a bonding site to M in Formula 401.
[0311] In one or more embodiments, in Formula 402, i) X 401 may be nitrogen, and X 402 Can be carbon, or ii) X 401 and X 402 Each of may be nitrogen.
[0312] In one or more embodiments, when xc1 in Formula 401 is 2 or greater, two or more L 401 The two rings A 401 Optionally, T as a linking group 402 connected together, and two or more L 401 The two rings A 402 Optionally, T as a linking group 403 Connected together (see Compound PD1 to Compound PD4 and Compound PD7). 402 and T 403 As in this article about T 401 Described.
[0313] L in Formula 401 402 Can be an organic ligand. In one or more embodiments, 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.
[0314] The phosphorescent dopant may include, for example, at least one of Compound PD1 to Compound PD39 or any combination thereof:
[0315]
[0316]
[0317]
[0318] Fluorescent dopants
[0319] The fluorescent dopant may include an amine-containing compound, a styrene-containing compound, or any combination thereof.
[0320] For example, the fluorescent dopant may include a compound represented by Formula 501:
[0321] Formula 501
[0322]
[0323] Wherein, in Formula 501,
[0324] Ar 501 , L 501 To L 503 , R 501 and R 502 may be each 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 Heterocyclic group,
[0325] xd1 to xd3 may each independently be 0, 1, 2 or 3, and
[0326] xd4 can be 1, 2, 3, 4, 5 or 6.
[0327] In one or more embodiments, 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 and / or pyrene, etc.).
[0328] In one or more embodiments, xd4 in equation 501 may be 2.
[0329] In one or more embodiments, the fluorescent dopant may include: at least one of Compound FD1 to Compound FD37; DPVBi; DPAVBi; or any combination thereof:
[0330]
[0331]
[0332]
[0333] Delayed fluorescence material
[0334] The emission layer 130 may include a delayed fluorescent material.
[0335] Herein, the delayed fluorescence material may be selected from compounds capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.
[0336] The delayed fluorescent material included in the emission layer 130 may act as a host or a dopant depending on the types or kinds of other materials included in the emission layer 130 .
[0337] In one or more embodiments, the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material may be at least about 0 eV and not greater than 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 described range, up-conversion of the delayed fluorescent material from the triplet state to the singlet state may effectively occur, and thus, the light emitting device 10 may have improved luminous efficiency.
[0338] In one or more embodiments, the delayed fluorescent material may include: i) at least one electron donor (eg, a π-electron-rich C3 -C 60 a cyclic group, such as a carbazolyl group) and at least one electron acceptor (e.g., a sulfoxide group, a cyano group and / or a π-electron-deficient nitrogen-containing C 1 -C 60 and / or ii) comprising C containing at least two cyclic groups fused to each other and sharing boron (B) 8 -C 60 Polycyclic materials.
[0339] Examples of the delayed fluorescent material may include at least one of Compound DF1 to Compound DF14 and / or D1:
[0340]
[0341]
[0342] quantum dots
[0343] The emission layer 130 may include quantum dots.
[0344] As used herein, a quantum dot refers to a crystal of a semiconductor compound. Depending on the size of the crystal, the quantum dot may emit (e.g., be configured to emit) light of one or more suitable emission wavelengths. The quantum dot may emit (e.g., be configured to emit) light of one or more suitable emission wavelengths by adjusting the ratio of the elements constituting the quantum dot.
[0345] The diameter of a quantum dot may, for example, be in the range of about 1 nanometer (nm) to about 10 nm.
[0346] 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.
[0347] The wet chemical process is a method including 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 less expensive and easier than a vapor deposition method (such as metal organic chemical vapor deposition or molecular beam epitaxy).
[0348] 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.
[0349] Examples of II-VI semiconductor compounds may include 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 ... CdZnSe, 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.
[0350] 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 the Group II element may include InZnP, InGaZnP, and / or InAlZnP.
[0351] Examples of III-VI semiconductor compounds may include binary compounds such as GaS, Ga 2 Se 3 、GaTe、InS、InSe、In 2 S 3 、In 2 Se 3 and / or InTe, etc.; ternary compounds, such as InGaS 3 、InGaSe 3 etc.; or any combination thereof.
[0352] Examples of Group I-III-VI semiconductor compounds may include: ternary compounds such as AgInS, AgInS 2 、AgInSe 2 、AgGaS、AgGaS 2 、AgGaSe 2 、CuInS、CuInS 2 、CuInSe 2 、CuGaS 2 、CuGaSe 2 、CuGaO 2 、AgGaO 2 and / or AgAlO 2 etc.; quaternary compounds, such as AgInGaS 2 and / or AgInGaSe 2 etc.; or any combination thereof.
[0353] Examples of Group IV-VI semiconductor compounds may include: 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.
[0354] Examples of Group IV elements or compounds may include: single elements, such as Si and / or Ge, etc.; binary compounds, such as SiC and / or SiGe, etc.; or any combination thereof.
[0355] Each element included in a multi-element compound such as a binary compound, a ternary compound, and a quaternary compound may be present in the particle in a substantially uniform concentration or in a non-substantially uniform concentration. For example, a chemical formula refers to the type (species) of elements included in the compound, wherein the ratio of elements in the compound may vary. For example, AgInGaS 2 Can refer to AgIn x Ga 1-x S 2 (where x is a real number between 0 and 1).
[0356] 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 may have a core-shell dual structure. In one or more embodiments, the material included in the core and the material included in the shell may be different from each other.
[0357] The shell of the quantum dot can act as a protective layer to prevent chemical denaturation of the core to maintain semiconductor properties and / or act as a charging layer to impart electrophoretic properties to the quantum dot. The shell can be a single layer or multiple layers. The interface between the core and the shell can have a concentration gradient, wherein the concentration of the element present in the shell decreases toward the center of the core.
[0358] Examples of the shell of a quantum dot may be metal or non-metal oxides, semiconductor compounds, or any combination thereof. Examples of metal or non-metal oxides may include: binary compounds, 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. As described herein, examples of semiconductor compounds may include II-VI semiconductor compounds; III-V semiconductor compounds; III-VI semiconductor compounds; I-III-VI semiconductor compounds; 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, GaS, GaSe, AgGaS, AgGaS 2 , GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb or any combination thereof.
[0359] Each element included in multi-element compounds such as binary compounds and ternary compounds may be present in the particles in substantially uniform or non-substantially uniform concentrations. For example, a chemical formula refers to the type (species) of elements included in a compound, wherein the ratio of elements in the compound may vary.
[0360] The quantum dots may have a full width at half maximum (FWHM) of an emission wavelength spectrum of about 45 nm or less, about 40 nm or less, or, for example, about 30 nm or less, and within these ranges, color purity or color reproducibility may be improved. In some embodiments, because light emitted by the quantum dots is emitted in all directions, a wide viewing angle may be improved.
[0361] In some embodiments, quantum dots can be in the form of spherical, pyramidal, multi-armed or cubic nanoparticles, nanotubes, nanowires, nanofibers, or nanoplates.
[0362] Because the energy band gap can be controlled or selected by adjusting the size of the quantum dots or the ratio of elements in the quantum dot compound, one or more appropriate wavelengths of light can be obtained from the emission layer containing the quantum dots. Therefore, by using the aforementioned quantum dots (using quantum dots of different sizes or having different ratios of elements in the quantum dot compound), a light-emitting device 10 that emits one or more appropriate wavelengths of light can be realized. In more detail, the size of the quantum dots or the ratio of elements in the quantum dot compound can be selected to emit red light, green light and / or blue light. In some embodiments, the quantum dots can be configured to emit white light by a combination of one or more appropriate colors of light.
[0363] Electron transport region 140
[0364] The electron transport region 140 may have: i) a single-layer structure including (e.g., consisting of) a single layer including (e.g., consisting of) a single material; ii) a single-layer structure including (e.g., consisting of) a single layer including a plurality of different materials; or iii) a multi-layer structure including a plurality of layers including a plurality of different materials.
[0365] The electron transport region 140 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.
[0366] In one or more embodiments, the electron transport region 140 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, wherein the constituent layers of each structure are stacked in a prescribed order from the emission layer 130.
[0367] In one or more embodiments, the electron transport region 140 (e.g., a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region 140) may include a metal-free compound including at least one π-electron-deficient nitrogen-containing C 1 -C 60 Cyclic group.
[0368] In one or more embodiments, the electron transport region 140 may include a compound represented by Formula 601.
[0369] Formula 601
[0370] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 .
[0371] In formula 601,
[0372] Ar 601 and L 601 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,
[0373] xe11 can be 1, 2 or 3,
[0374] xe1 can be 0, 1, 2, 3, 4 or 5,
[0375] 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 ),
[0376] Q 601 To Q 603 As in this article about Q 1 Described,
[0377] xe21 can be 1, 2, 3, 4, or 5, and
[0378] Ar 601 , L 601 and R 601At 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.
[0379] In one or more embodiments, when xe11 in Formula 601 is 2 or greater, two or more Ar 601 Can be linked together via a single bond.
[0380] In one or more embodiments, Ar in Formula 601 601 may be unsubstituted or substituted with at least one R 10a Substituted anthracenyl.
[0381] In one or more embodiments, the electron transport region 140 may include a compound represented by Formula 601-1:
[0382] Formula 601-1
[0383]
[0384] Among them, in formula 601-1,
[0385] 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 X 614 To X 616 At least one of may be N,
[0386] L 611 To L 613 Each as about L 601 Described,
[0387] xe611 to xe613 are each as described with respect to xe1,
[0388] R 611 To R 613 Each as about R 601 described, and
[0389] 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 C3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group.
[0390] In one or more embodiments, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 may each independently be 0, 1, or 2.
[0391] The electron transport region 140 may include at least one of the 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 or any combination thereof:
[0392]
[0393]
[0394]
[0395]
[0396] The thickness of the electron transport region 140 may be about to about For example, about to about When the electron transport region 140 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 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 thicknesses of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer and / or the electron transport region 140 are within these ranges, satisfactory electron transport characteristics may be obtained without significantly increasing the driving voltage.
[0397] In addition to the described materials, the electron transport region 140 (eg, an electron transport layer in the electron transport region 140 ) may further include a metal-containing material.
[0398] 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 with 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.
[0399] In one or more embodiments, 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:
[0400]
[0401] The electron transport region 140 may include an electron injection layer that facilitates injection of electrons from the second electrode 150. The electron injection layer may be in direct contact with the second electrode 150.
[0402] The electron injection layer may have: i) a single-layer structure including (e.g., consisting of) a single layer including (e.g., consisting of) a single material; ii) a single-layer structure including (e.g., consisting of) a single layer including a plurality of different materials; or iii) a multilayer structure including a plurality of layers including a plurality of different materials.
[0403] 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.
[0404] 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.
[0405] The alkali metal-containing compound, the alkaline earth metal-containing compound and the rare earth metal-containing compound may include oxides, halides (eg, fluorides, chlorides, bromides and / or iodides, etc.), tellurides or any combination thereof of alkali metals, alkaline earth metals and rare earth metals.
[0406] Alkali metal compounds may include: alkali metal oxides, such as Li 2 O、Cs 2 O or K 2O; an alkali metal halide, such as LiF, NaF, CsF, KF, LiI, NaI, CsI, or KI; or any combination thereof. The alkaline earth metal compound may include an alkaline earth metal oxide, such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying 0 < x < 1) or Ba x Ca 1-x O (where x is a real number satisfying 0 < x < 1). 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 a lanthanide metal telluride. Examples of lanthanide metal tellurides may include 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 Te 3 、Ho 2 Te 3 、Er 2 Te 3 、Tm 2 Te 3 、Yb 2 Te 3 and / or Lu 2 Te 3 .
[0407] The alkali metal complex, alkaline earth metal complex and rare earth metal complex may include i) at least one selected from the group consisting of ions of alkali metals, ions of alkaline earth metals and ions of rare earth metals, and ii) a ligand bonded to the metal ion (i.e., 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.
[0408] 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. In one or more embodiments, the electron injection layer may further include an organic material (e.g., a compound represented by Formula 601).
[0409] In one or more embodiments, the electron injection layer may include (e.g., consist of): i) an alkali metal compound (e.g., an alkali metal halide) and / or ii) a) an alkali metal compound (e.g., an alkali metal halide); and b) an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. In one or more embodiments, the electron injection layer may be a KI:Yb co-deposition layer, a RbI:Yb co-deposition layer, and / or a LiF:Yb co-deposition layer, etc.
[0410] 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 or non-uniformly dispersed in a matrix including the organic material.
[0411] The thickness of the electron injection layer may be about to about And for example, it can be about to about When the thickness of the electron injection layer is within the described range, satisfactory electron injection characteristics may be obtained without significantly increasing the driving voltage.
[0412] The second electrode 150
[0413] The second electrode 150 may be provided on the electron transport region 140. The second electrode 150 may be a cathode as an electron injection electrode, and as a material for forming the second electrode 150, metals, alloys, conductive compounds, or any combination thereof each having a low work function may be used. The term "low work function material" as used herein refers to a substance (e.g., a metal or a metal alloy) that requires a relatively small or low amount of energy to emit electrons from its surface.
[0414] 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.
[0415] The second electrode 150 may have a single-layer structure or a multi-layer structure including a plurality of layers.
[0416] Capping layer
[0417] The first capping layer may be arranged outside the first electrode 110 (and, for example, on the first electrode 110) and / or the second capping layer may be arranged outside the second electrode 150 (and, for example, on the second electrode 150). In more detail, the light emitting device 10 may have a structure in which the first capping layer, the first electrode 110, the interlayer, and the second electrode 150 are stacked in a prescribed order, a structure in which the first electrode 110, the interlayer, the second electrode 150 and the second capping layer are stacked in a prescribed order, or a structure in which the first capping layer, the first electrode 110, the interlayer, the second electrode 150 and the second capping layer are stacked in a prescribed order.
[0418] Light generated in the emission layer 130 of the light emitting device 10 may be extracted toward the outside through the first electrode 110 as a semi-transmissive electrode or a transmissive electrode and the first capping layer. Light generated in the emission layer 130 of the light emitting device 10 may be extracted toward the outside through the second electrode 150 as a semi-transmissive electrode or a transmissive electrode and the second capping layer.
[0419] The first capping layer and the second capping layer can increase the external emission efficiency according to the principle of constructive interference, and accordingly, increase the light extraction efficiency of the light emitting device 10, so that the light emitting efficiency of the light emitting device 10 can be increased.
[0420] Each of the first capping layer and the second capping layer may include a material having a refractive index greater than or equal to 1.2 (at 460 nm).
[0421] 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.
[0422] At least one of 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. The carbocyclic compound, the heterocyclic compound, and the amine-containing compound may be optionally 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 the first capping layer and the second capping layer may each independently include an amine-containing compound.
[0423] In one or more embodiments, at least one of 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.
[0424] In one or more embodiments, at least one of the first capping layer and the second capping layer may each independently include at least one of compounds HT28 to HT33, at least one of compounds CP1 to CP6, β-NPB, or any combination thereof:
[0425]
[0426] membrane
[0427] The electronic device may further include a film. The film may be, for example, an optical member (or light control component) (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 and / or a quantum dot content layer, etc.), a light blocking member (e.g., a light reflecting layer and / or a light absorbing layer, etc.) and / or a protective member (e.g., an insulating layer and / or a dielectric layer, etc.).
[0428] Electronic devices
[0429] 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 display device and / or an authentication device, etc.
[0430] In addition to the light emitting device, the electronic device (e.g., a display 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 arranged in at least one direction of travel of the light emitted from the light emitting device. For example, the light emitted from the light emitting device may be blue light or white light. A detailed description of the light emitting device is provided. 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.
[0431] 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.
[0432] A pixel defining film may be disposed between the plurality of sub-pixel regions to define each of the sub-pixel regions.
[0433] The color filter may further include a plurality of color filter regions and a light shielding pattern disposed 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 disposed between the plurality of color conversion regions.
[0434] 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. In one or more embodiments, 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. In one or more embodiments, the plurality of color filter regions (or the plurality of color conversion regions) may include quantum dots. In more detail, 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. A detailed description of quantum dots is provided herein. The first region, the second region, and / or the third region may each further include a scatterer.
[0435] In one or more embodiments, the light emitting device may emit (e.g., configured to emit) a first light, the first region may absorb (e.g., configured to absorb) the first light to emit a first-first color light, the second region may absorb (e.g., configured to absorb) the first light to emit a second-first color light, and the third region may absorb (e.g., configured to absorb) the first light to emit a third-first color light. In this case, the first-first color light, the second-first color light, and the third-first color light may have different maximum emission wavelengths. In more detail, 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.
[0436] In addition to the light emitting device as described, 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 of the source electrode and the drain electrode may be electrically connected to any one of the first electrode and the second electrode of the light emitting device.
[0437] The thin film transistor may further include a gate electrode and / or a gate insulating film, etc.
[0438] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, and / or an oxide semiconductor, etc.
[0439] The electronic device may further include a sealing portion for sealing the light emitting device. The sealing portion may be arranged 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 synchronously (e.g., simultaneously) prevents ambient air and moisture from penetrating 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.
[0440] In addition to the color filter and / or color conversion layer, one or more appropriate functional layers may be additionally provided on the sealing portion according to the purpose of the electronic device. Examples of the functional layer may include a touch screen layer and a polarization layer. 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 using biometric information of a living body (e.g., a fingertip and / or a pupil, etc.).
[0441] In addition to the light emitting device as described, the authentication device may further comprise a biometric information collector.
[0442] 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.
[0443] Electronic equipment
[0444] The light emitting device may be included in one or more suitable electronic devices.
[0445] In one or more embodiments, the electronic equipment including the light emitting device may be at least one selected from the following: 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 phone, 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 tiled together, a theater screen, a stadium screen, a light therapy device, and a sign.
[0446] Since the light emitting device has the effects of improved driving voltage, excellent or appropriate light emitting efficiency, and long life, electronic equipment including the light emitting device may have characteristics of high brightness, high resolution, and low power consumption.
[0447] Figure 2 and Figure 3 Description
[0448] Figure 2 is a cross-sectional view of an electronic device according to one or more embodiments.
[0449] Figure 2 The electronic device includes a substrate 100 , a thin film transistor TFT, a light emitting device and a packaging part 300 .
[0450] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. The buffer layer 210 may be provided on the substrate 100. The buffer layer 210 may prevent or reduce penetration of impurities through the substrate 100, and may provide a flat surface on the substrate 100.
[0451] The TFT may be provided 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.
[0452] 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.
[0453] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be provided on the active layer 220 , and the gate electrode 240 may be provided on the gate insulating film 230 .
[0454] An interlayer insulating film 250 may be provided on the gate electrode 240. The interlayer insulating film 250 may be disposed between the gate electrode 240 and the source electrode 260 and between the gate electrode 240 and the drain electrode 270 to be insulated from each other.
[0455] Source electrode 260 and drain electrode 270 may be provided on interlayer insulating film 250. Interlayer insulating film 250 and gate insulating film 230 may be formed to expose source and drain regions of active layer 220 and may be arranged to contact exposed portions of the source and drain regions of active layer 220.
[0456] The TFT may be electrically connected to the light emitting device to drive the light emitting device, and may be 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 may be provided on the passivation layer 280. The light emitting device includes a first electrode 110, an interlayer, and a second electrode 150.
[0457] The first electrode 110 may be provided on the passivation layer 280. The passivation layer 280 may be arranged to expose a specific region of the drain electrode 270 without completely covering the drain electrode 270, and the first electrode 110 may be arranged to be connected to the exposed region of the drain electrode 270.
[0458] A pixel defining film 290 including an insulating material may be provided on the first electrode 110. The pixel defining film 290 may expose a specific area of the first electrode 110, and an interlayer may be formed in the exposed area. The pixel defining film 290 may be a polyimide-based organic film or a polyacrylic organic film. In one or more embodiments, at least some layers of the interlayer may extend beyond the upper portion of the pixel defining film 290 and may be arranged in the form of a common layer.
[0459] The second electrode 150 may be provided on the interlayer, and the 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.
[0460] The encapsulation part 300 may be located on the capping layer 170. The encapsulation part 300 may be provided 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 ), silicon oxide (SiO x ), indium tin oxide, indium zinc oxide or any combination thereof; an organic film comprising polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyvinyl sulfonate, polyoxymethylene, polyaromatic ester, 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 a combination of an inorganic film and an organic film.
[0461] Figure 3 is a cross-sectional view of an electronic device according to another embodiment.
[0462] 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 provided 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.
[0463] Figure 4 Description
[0464] 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 PC (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 some embodiments, the electronic device 1 may be: a wearable device, such as a smart watch, a watch phone, a glasses-type or glasses-style display, or a head-mounted display (HMD) or a part of a wearable device. However, the present disclosure is not limited thereto. In one or more embodiments, the electronic device 1 may include a dashboard of a vehicle, a center instrument panel of a vehicle, a center information display arranged on the dashboard of a vehicle, an interior rearview mirror display replacing a side mirror of a vehicle, an entertainment display for a rear seat of a vehicle, a display arranged on a backrest of a front seat, a head-up display (HUD) mounted in front of the vehicle or projected on a front windshield, or a computer-generated hologram 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.
[0465] The electronic device 1 may include a display area DA and a non-display area NDA outside the display area DA. The electronic device 1 may realize an image through a plurality of pixel arrays two-dimensionally arranged in the display area DA.
[0466] The non-display area NDA is an area where no image is displayed, and may completely surround the display area DA. In the non-display area NDA, a driver for providing an electrical signal or power to a display device provided in the display area DA may be arranged. In the non-display area NDA, a pad may be arranged, which may be electrically connected to an electronic component or a printed circuit board.
[0467] 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 length in the x-axis direction may be less than the length in the y-axis direction. In one or more embodiments, the length in the x-axis direction may be the same as the length in the y-axis direction. In one or more embodiments, the length in the x-axis direction may be greater than the length in the y-axis direction.
[0468] Figure 5 and FIG. 6A to FIG. 6C Description
[0469] Figure 5 is a schematic diagram of 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.
[0470] 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 point. The vehicle 1000 may include a vehicle (e.g., a car) traveling on a road or track, a ship moving on an ocean or river, and / or an airplane flying in the air using the action of air, etc.
[0471] The vehicle 1000 may travel on a road or a track. The vehicle 1000 may move in a set, specific or predetermined direction according to the rotation of at least one wheel. In one or more embodiments, the vehicle 1000 may include a three-wheeled or four-wheeled vehicle, an engineering machine, a two-wheeled vehicle, a prime mover device, a bicycle, and a train traveling on a track.
[0472] 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 outside 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 wheels and rear wheels and / or left wheels and right wheels, etc.
[0473] The vehicle 1000 may include side window glasses 1100 , a front window glass 1200 , side view mirrors 1300 , an instrument cluster 1400 , a center console 1500 , a passenger seat instrument panel 1600 , and a display device 2 .
[0474] The side window glass 1100 and the front window glass 1200 may be divided by pillars disposed between the side window glass 1100 and the front window glass 1200 .
[0475] 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 cluster 1400. The second side window glass 1120 may be arranged adjacent to the passenger seat instrument panel 1600.
[0476] In one or more embodiments, the side window glass 1100 may be spaced and / or separated from each other in the x-axis direction or in a direction opposite to the x-axis direction. In one or more embodiments, the first side window glass 1110 and the second side window glass 1120 may be spaced and / or separated 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. In one or more embodiments, the imaginary straight line L connecting the first side window glass 1110 and the second side window glass 1120 to each other may extend in the x-axis direction or in a direction opposite to the x-axis direction.
[0477] 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.
[0478] 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 of the plurality of side view mirrors 1300 may be arranged outside the first side window glass 1110. Another one of the plurality of side view mirrors 1300 may be arranged outside the second side window glass 1120.
[0479] Instrument cluster 1400 may be arranged in front of the steering wheel. Instrument cluster 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, an automatic shift lever indicator light, a door open warning light, an engine oil warning light, and / or a low fuel warning light.
[0480] 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 are provided. The center console 1500 may be disposed on one side of the instrument cluster 1400 .
[0481] The passenger seat instrument panel 1600 may be spaced and / or separated from the instrument cluster 1400, and the center console 1500 is disposed between the passenger seat instrument panel 1600 and the instrument cluster 1400. In one or more embodiments, the instrument cluster 1400 may be disposed corresponding to the driver's seat, and the passenger seat instrument panel 1600 may be disposed corresponding to the passenger seat. In one or more embodiments, the instrument cluster 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.
[0482] 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 cluster 1400, the center console 1500, and the passenger seat instrument panel 1600.
[0483] The display device 2 may include an organic light emitting display, an inorganic light emitting display, and / or a quantum dot display, etc. Hereinafter, an organic light emitting display device including a light emitting device according to the present disclosure will be described as an example of a display device 2 according to one or more embodiments, but one or more appropriate types (kinds) of display devices 2 as described may be used in the embodiments.
[0484] See also 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 about vehicle settings.
[0485] See also Figure 6B , the display device 2 may be arranged on the instrument cluster 1400. In this case, the instrument cluster 1400 may display driving information and the like through the display device 2. In other words, the instrument cluster 1400 may be implemented digitally. The instrument cluster 1400 may digitally display vehicle information and driving information as images. In one or more embodiments, the needle and instrument of the tachometer and one or more appropriate warning light icons may be displayed through digital signals.
[0486] See also 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 an image related to the information displayed on the instrument cluster 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 cluster 1400 and / or the information displayed on the center console 1500.
[0487] Manufacturing method
[0488] The layers included in the hole transport region 120, the emission layer 130, and the layers included in the electron transport region 140 may be formed in specific regions by using one or more appropriate methods such as vacuum deposition, spin coating, casting, Langmuir-Brockett (LB) deposition, inkjet printing, laser printing, and laser induced thermal imaging (LITI).
[0489] When the layers included in the hole transport region 120, the emission layer 130, and the layers included in the electron transport region 140 are formed by vacuum deposition, the deposition temperature may be within a range of about 100° C. to about 500° C., about 10 -8 About 10 -3 Torr vacuum and about to about Deposition is performed at a deposition rate within a range of .
[0490] Definition of term
[0491] As used herein, the term "C 3 -C 60 The "carbocyclic group" refers to a cyclic group consisting only of carbon as a ring-forming atom and having 3 to 60 carbon atoms.
[0492] 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-constituting atom in addition to carbon.
[0493] C 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 number of ring-forming atoms of the heterocyclic group may be 3 to 61.
[0494] 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.
[0495] 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-constituting part.
[0496] As used herein, 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.
[0497] In one or more embodiments
[0498] 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 pentacene 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),
[0499] 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 ... dibenzothiophenyl, benzothiophene and dibenzothiophenyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolinyl yl, benzoisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazoline, benzoquinazolinyl, phenanthroline, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazine, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiopheneyl, azadibenzofuranyl and / or xantheneyl, etc.),
[0500] 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 carbocyclyl, 1H-pyrrolyl, thiolyl, borocyclopentyl, 2H-pyrrolyl, 3H-pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolcarbazolyl, benzofuranocarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzoindolcarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiolyl, benzofuranodibenzofuranyl, benzofuranodibenzothiophenyl and / or benzothiophenylodibenzothiophenyl, and the like), and
[0501] π-electron-deficient nitrogen-containing C1 -C 60 The cyclic group may be i) a group T4, ii) a fused ring group in which two or more 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 , benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, benzisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiopheneyl and / or azadibenzofuranyl).
[0502] The group T1 can be cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantyl, norbornane (or bicyclo[2.2.1]heptane) group, norbornyl, bicyclo[1.1.1]pentanyl, bicyclo[2.1.1]hexanyl, bicyclo[2.2.2]octane or phenyl.
[0503] The group 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.
[0504] The group T3 may be furyl, thienyl, 1H-pyrrolyl, thiolyl or borocyclopentadienyl.
[0505] 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.
[0506] As used herein, the terms "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 The term "cyclic group" refers to i) a monovalent or polyvalent group (eg, a divalent group, a trivalent group, a tetravalent group, etc.) fused to (eg, bonded together with) a cyclic group.
[0507] In one or more embodiments, the "phenyl group" may be a benzo group, a phenyl group and / or a phenylene group, etc., and those skilled in the art may easily understand these groups based on the structure of the formula including the "phenyl group".
[0508] Depending on the context, such as the structure of the formula associated with the term used, a divalent group may refer to or be a multivalent group (eg, trivalent, tetravalent, etc., not just divalent).
[0509] Unit Price 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.
[0510] Bivalent C 3 -C 60 Carbocyclic groups and divalent C 1 -C 60 Examples of the heterocyclic group may include C 3 -C 10 Cycloalkylene, C1 -C 10 Heterocycloalkylene, C 3 -C 10 Cycloalkenylene, C 1 -C 10 Heterocycloalkenylene, C 6 -C 60 Arylene, C 1 -C 60 a heteroarylene group, a divalent non-aromatic fused polycyclic group, and a divalent non-aromatic fused heteropolycyclic group.
[0511] As used herein, the term "C 1 -C 60 The “alkyl group” refers to a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and examples thereof include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl and tert-decyl.
[0512] As used herein, the term "C 1 -C 60 "Alkylene" refers to C 1 -C 60 The alkyl group has substantially the same structure as a divalent group.
[0513] As used herein, the term "C 2 -C 60 "Alkenyl" refers to 2 -C 60 The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon double bond in the middle or at the terminal, and examples thereof include ethenyl, propenyl, and butenyl.
[0514] As used herein, the term "C 2 -C 60 "Alkenylene" refers to C 2 -C 60 The alkenyl group has a divalent group having substantially the same structure.
[0515] As used herein, the term "C 2 -C 60 "Alkynyl" refers to a C 2 -C 60 The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon triple bond in the middle or at the terminal, and examples thereof include an ethynyl group and a propynyl group.
[0516] As used herein, the term "C2 -C 60 "Alkynylidene" refers to a C 2 -C 60 Alkynyl groups have substantially the same structure as a divalent group.
[0517] As used herein, the term "C 1 -C 60 "Alkoxy" refers to -OA 101 (A 101 C 1 -C 60 An alkyl group is a monovalent group represented by an alkyl group, and examples thereof include a methoxy group, an ethoxy group, and an isopropoxy group.
[0518] As used herein, the term "C 3 -C 10 The term "cycloalkyl" refers to a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and examples thereof include 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.
[0519] As used herein, the term "C 3 -C 10 "Cycloalkylene" refers to 3 -C 10 The cycloalkyl group has a divalent group having substantially the same structure.
[0520] As used herein, the term "C 1 -C 10 The "heterocycloalkyl group" refers to a monovalent cyclic group having 1 to 10 carbon atoms and further including at least one hetero atom as a ring-constituting atom in addition to the carbon atoms, and examples thereof include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl, tetrahydrothienyl and the like.
[0521] As used herein, the term "C 1 -C 10 "Heterocycloalkylene" refers to a C 1 -C 10 The heterocycloalkyl group has substantially the same structure as a divalent group.
[0522] As used herein, the term "C 3 -C 10 The "cycloalkenyl group" 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 examples thereof include a cyclopentenyl group, a cyclohexenyl group and a cycloheptenyl group.
[0523] As used herein, the term "C3 -C 10 "Cycloalkenylene" refers to 3 -C 10 The cycloalkenyl group has a divalent group having substantially the same structure.
[0524] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" refers to a monovalent cyclic group having 1 to 10 carbon atoms, further including at least one heteroatom as a ring-forming atom in addition to carbon atoms, and having at least one double bond in its ring. 1 -C 10 Examples of the heterocycloalkenyl group include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothienyl.
[0525] As used herein, the term "C 1 -C 10 "Heterocycloalkenylene" refers to a C 1 -C 10 The heterocycloalkenyl group has a divalent group having substantially the same structure.
[0526] As used herein, the term "C 6 -C 60 "Aryl" refers to a monovalent radical of a carbocyclic aromatic system having 6 to 60 carbon atoms.
[0527] As used herein, the term "C 6 -C 60 "Arylene" refers to a divalent radical of a carbocyclic aromatic system having 6 to 60 carbon atoms.
[0528] C 6 -C 60 Examples of aryl groups include phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenaltenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, perylenyl, pentaphenanthrenyl, heptalenyl, tetracenyl, phenanthrenyl, hexacecenyl, pentacecenyl, rubenyl, coronenyl, and ovacenyl.
[0529] When C 6 -C 60 Aryl and C 6 -C 60 When the arylene groups each include two or more rings, the two or more rings may be fused to each other.
[0530] As used herein, the term "C 1 -C 60 The "heteroaryl group" refers to a monovalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms which further includes at least one heteroatom as a ring-constituting atom in addition to carbon atoms.
[0531] As used herein, the term "C 1 -C 60 The "heteroarylene group" refers to a divalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms which further includes at least one heteroatom as a ring-constituting atom in addition to carbon atoms.
[0532] C 1 -C 60 Examples of heteroaryl groups include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthrolinyl, phthalazinyl, and naphthyridinyl.
[0533] When C 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene groups each include two or more rings, the two or more rings may be fused to each other.
[0534] As used herein, the term "monovalent non-aromatic fused polycyclic group" refers to a monovalent group having two or more rings fused to each other, only carbon atoms (e.g., 8 to 60 carbon atoms) as ring-forming atoms, and no aromaticity in its molecular structure when considered as a whole. Examples of monovalent non-aromatic fused polycyclic groups include indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthryl, and indenoanthryl.
[0535] The term "divalent non-aromatic condensed polycyclic group" as used herein refers to a divalent group having substantially the same structure as a monovalent non-aromatic condensed polycyclic group.
[0536] The term “monovalent non-aromatic fused heteropolycyclic group” as used herein refers to a monovalent group 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 (e.g., 1 to 60 carbon atoms), and having no aromaticity in its molecular structure when considered as a whole. Examples of the monovalent non-aromatic condensed heteropolycyclic group may include 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 , benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzothiazolyl, benzoxadiazolyl, benzothiadiazolyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazine, imidazopyrazinyl, imidazopyridazinyl, indenocarbazolyl, indolecarbazolyl, benzofuranocarbazolyl, benzothiophenocarbazolyl, benzothiorrolocarbazolyl, benzoindolecarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothiophene, benzonaphthothiorryl, benzofuranodibenzofuranyl, benzofuranodibenzothiophene and benzothiophenodibenzothiophene.
[0537] The term "divalent non-aromatic fused heteropolycyclic group" as used herein refers to a divalent group having substantially the same structure as the monovalent non-aromatic fused heteropolycyclic group.
[0538] As used herein, the term "C 6 -C 60 Aryloxy" indicates -OA 102 (A 102 C 6 -C 60 aryl).
[0539] As used herein, the term "C 6 -C 60 Arylthio" indicates -SA 103 (A 103 C 6 -C 60 aryl).
[0540] As used herein, the term "C 7 -C 60 "Aralkyl" refers to -A 104 A 105 (A 104 C 1 -C 54 Alkylene, and A105 C 6 -C 59 aryl).
[0541] As used herein, the term "C 2 -C 60 "Heteroaralkyl" refers to -A 106 A 107 (A 106 C 1 -C 59 Alkylene, and A 107 C 1 -C 59 heteroaryl), and as used herein, the term "C 1 -C 60 "Alkylthio" indicates -SA 108 (A 108 C 1 -C 60 alkyl).
[0542] As used herein, the term " 10a " can be:
[0543] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;
[0544] 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)(Q11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof;
[0545] 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
[0546] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ).
[0547] In this article, 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; or each is 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 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 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl.
[0548] As used herein, the term "heteroatom" refers to any atom other than a carbon atom and a hydrogen atom. Examples of heteroatoms include O, S, N, P, Si, B, Ge, Se, or any combination thereof.
[0549] The term "transition metal" as used herein includes hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt), and gold (Au).
[0550] In this document, "D" may refer to deuterium, "Ph" may refer to phenyl, "Me" may refer to methyl, "Et" may refer to ethyl, "tert-Bu", " t "Bu" or "Bu t” may each refer to a tert-butyl group, and “OMe” may refer to a methoxy group.
[0551] As used herein, the term "biphenyl" refers to a "phenyl group substituted by a phenyl group". In other words, a "biphenyl group" may be a group having C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.
[0552] The term "terphenyl" as used herein refers to a "phenyl group substituted by a biphenyl group". "Terphenyl" may belong to i) "substituted phenyl groups", which are "phenyl groups in which the substituents are replaced by C 6 -C 60 Aryl substituted C 6 -C 60 aryl", or ii) a "substituted phenyl" having two substituents, each of which is "C 6 -C 60 Aryl".
[0553] Unless otherwise defined, *, *' and *" as used herein each refer to a binding site to an adjacent atom in the corresponding formula or moiety.
[0554] Terms such as "substantially," "about," and "approximately" are used as relative terms and not as terms of degree, and are intended to take into account the inherent deviations in measurements or calculations that one of ordinary skill in the art will recognize. They may include deviations from the stated value and an acceptable range 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.
[0555] 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 expressly set forth any subranges contained within the ranges expressly set forth herein.
[0556] The light-emitting device 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., a dedicated integrated circuit), software, or a combination of software, firmware, and hardware. For example, the various components of the light-emitting device may be formed on an integrated circuit (IC) chip or on separate IC chips. Further, the various components of the device 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. Further, the various components 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 for performing 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 storage 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. Moreover, those skilled in the art should recognize that, without departing from the scope of the embodiments of the present disclosure, the functions of various computing devices may be combined or integrated into a single computing device, or the functions of a dedicated computing device may be distributed on one or more other computing devices.
[0557] In the present disclosure, when the point or particle is spherical, "diameter" indicates the average particle diameter, and when the point or particle is non-spherical, "diameter" indicates the length of the major axis. The diameter (or size) of the particle can be measured by particle size analysis, dynamic light scattering, scanning electron microscopy and / or transmission electron microscopy photography. When the size of the particle is measured using a particle size analyzer, the average particle diameter (or size) can be referred to as D50. The term "D50" as used herein refers to the average diameter (or size) of the particles whose cumulative volume corresponds to 50 vol% in a particle size distribution (e.g., cumulative distribution), and refers to a distribution curve accumulated in the order of the smallest particle size to the largest particle size, when the total number of particles is 100%, corresponding to the value of the particle size of 50% from the smallest particle. Particle size analysis can be performed with a HORIBA LA-950 laser particle size analyzer.
[0558] In this article, the x-axis, y-axis, and z-axis are not limited to the three axes in the orthogonal coordinate system, and can be broadly interpreted as including these axes. For example, the x-axis, y-axis, and z-axis can refer to those axes that are orthogonal to each other, or can refer to those axes in different directions that are not orthogonal to each other.
[0559] 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 in the same molar equivalent.
[0560] Example
[0561] Synthesis Example 1-1 (Synthesis of Compound HD1)
[0562]
[0563] Intermediate 1-a (3.4 g, 10 mmol), intermediate 1-b (2.9 g, 10 mmol), Pd(PPh 3 ) 4 (0.46 g, 3 mmol) and K 2 CO 3 (4.2 g, 30 mmol) was placed in a 250 mL round-bottom flask reactor, and 30 mL of toluene, 30 mL of 1,4-dioxane and 10 mL of H 2 O. The temperature of the reactor was raised to 90°C, and stirring was performed overnight. After the reaction was completed, the temperature of the reactor was lowered to room temperature, an extraction process was performed by using ethyl acetate, and the organic layer was separated. After concentration under reduced pressure, the organic layer was separated by column chromatography. Recrystallization was performed from toluene and acetone to obtain compound HD1 (3.0 g, 70%).
[0564] Synthesis Example 1-2 (Synthesis of Compound HD2)
[0565]
[0566] Intermediate 1-c (3.4 g, 10 mmol), intermediate 1-b (2.9 g, 10 mmol), Pd(PPh 3 ) 4 (0.46 g, 3 mmol) and K 2 CO 3 (4.2 g, 30 mmol) was placed in a 250 mL round-bottom flask reactor, and 30 mL of toluene, 30 mL of 1,4-dioxane and 10 mL of H 2 O. The temperature of the reactor was raised to 90°C, and stirring was performed overnight. After the reaction was completed, the temperature of the reactor was lowered to room temperature, an extraction process was performed by using ethyl acetate, and the organic layer was separated. After concentration under reduced pressure, the organic layer was separated by column chromatography. Recrystallization was performed from toluene and acetone to obtain compound HD2 (2.5 g, 58%).
[0567] Synthesis Example 1-3 (Synthesis of Compound HD3)
[0568]
[0569] Intermediate 1-d (3.5 g, 10 mmol), intermediate 1-b (2.9 g, 10 mmol), Pd(PPh 3 ) 4 (0.46 g, 3 mmol) and K 2 CO 3 (4.2 g, 30 mmol) was placed in a 250 mL round-bottom flask reactor, and 30 mL of toluene, 30 mL of 1,4-dioxane and 10 mL of H 2 O. The temperature of the reactor was raised to 90°C, and stirring was performed overnight. After the reaction was completed, the temperature of the reactor was lowered to room temperature, an extraction process was performed by using ethyl acetate, and the organic layer was separated. After concentration under reduced pressure, the organic layer was separated by column chromatography. Recrystallization was performed from toluene and acetone to obtain compound HD3 (2.3 g, 52%).
[0570] Synthesis Example 1-4 (Synthesis of Compound HD4)
[0571]
[0572] Intermediate 1-d (3.5 g, 10 mmol), intermediate 1-e (3.0 g, 10 mmol), Pd(PPh 3 ) 4 (0.46 g, 3 mmol) and K 2 CO 3 (4.2 g, 30 mmol) was placed in a 250 mL round-bottom flask reactor, and 30 mL of toluene, 30 mL of 1,4-dioxane and 10 mL of H 2 O. The temperature of the reactor was raised to 90°C, and stirring was performed overnight. After the reaction was completed, the temperature of the reactor was lowered to room temperature, an extraction process was performed by using ethyl acetate, and the organic layer was separated. After concentration under reduced pressure, the organic layer was separated by column chromatography. Recrystallization was performed from toluene and acetone to obtain compound HD4 (2.0 g, 44%).
[0573] Synthesis Example 2-1 (Synthesis of Compound HD30)
[0574]
[0575] Intermediate 1-f (4.2 g, 10 mmol), intermediate 1-g (2.9 g, 10 mmol), Pd(PPh 3 ) 4 (0.46 g, 3 mmol) and K 2 CO 3(4.2 g, 30 mmol) was placed in a 250 mL round-bottom flask reactor, and 30 mL of toluene, 30 mL of 1,4-dioxane and 10 mL of H 2 O. The temperature of the reactor was raised to 90°C, and stirring was performed overnight. After the reaction was completed, the temperature of the reactor was lowered to room temperature, an extraction process was performed by using ethyl acetate, and the organic layer was separated. After concentration under reduced pressure, the organic layer was separated by column chromatography. Recrystallization was performed from toluene and acetone to obtain compound HD30 (3.0 g, 59%).
[0576] Synthesis Example 2-2 (Synthesis of Compound HD31)
[0577]
[0578] Intermediate 1-h (4.2 g, 10 mmol), intermediate 1-g (2.9 g, 10 mmol), Pd(PPh 3 ) 4 (0.46 g, 3 mmol) and K 2 CO 3 (4.2 g, 30 mmol) was placed in a 250 mL round-bottom flask reactor, and 30 mL of toluene, 30 mL of 1,4-dioxane and 10 mL of H 2 O. The temperature of the reactor was raised to 90°C, and stirring was performed overnight. After the reaction was completed, the temperature of the reactor was lowered to room temperature, an extraction process was performed by using ethyl acetate, and the organic layer was separated. After concentration under reduced pressure, the organic layer was separated by column chromatography. Recrystallization was performed from toluene and acetone to obtain compound HD31 (2.9 g, 59%).
[0579] Synthesis Example 2-3 (Synthesis of Compound HD33)
[0580]
[0581] Intermediate 1-i (4.3 g, 10 mmol), intermediate 1-g (2.9 g, 10 mmol), Pd(PPh 3 ) 4 (0.46 g, 3 mmol) and K 2 CO 3 (4.2 g, 30 mmol) was placed in a 250 mL round-bottom flask reactor, and 30 mL of toluene, 30 mL of 1,4-dioxane and 10 mL of H 2O. The temperature of the reactor was raised to 90°C, and stirring was performed overnight. After the reaction was completed, the temperature of the reactor was lowered to room temperature, an extraction process was performed by using ethyl acetate, and the organic layer was separated. After concentration under reduced pressure, the organic layer was separated by column chromatography. Recrystallization was performed from toluene and acetone to obtain compound HD33 (2.2 g, 43%).
[0582] Synthesis Example 2-4 (Synthesis of Compound HD35)
[0583]
[0584] Intermediate 1-i (4.3 g, 10 mmol), intermediate 1-j (3.0 g, 10 mmol), Pd(PPh 3 ) 4 (0.46 g, 3 mmol) and K 2 CO 3 (4.2 g, 30 mmol) was placed in a 250 mL round-bottom flask reactor, and 30 mL of toluene, 30 mL of 1,4-dioxane and 10 mL of H 2 O. The temperature of the reactor was raised to 90°C, and stirring was performed overnight. After the reaction was completed, the temperature of the reactor was lowered to room temperature, an extraction process was performed by using ethyl acetate, and the organic layer was separated. After concentration under reduced pressure, the organic layer was separated by column chromatography. Recrystallization was performed from toluene and acetone to obtain compound HD35 (2.3 g, 44%).
[0585] Synthesis Example 3-1 (Synthesis of Compound EB1)
[0586]
[0587] Under Ar atmosphere, intermediate 2-a (3.1 g, 10 mmol), Pd(dba) 2 (0.22 g, 0.3 mmol), NaO t Bu (1.9 g, 20 mmol), 100 mL of toluene, bis(4-benzyl)amine (3.2 g, 10 mmol) and t Bu 3 P (0.20 g, 1.0 mmol) was added to a 300 mL three-necked flask reactor in the specified order, the temperature of the reactor was raised to 90°C, and stirred overnight. After the reaction was completed, the temperature of the reactor was lowered to room temperature, and water was added to the reaction solvent to separate the organic layer. Toluene was added to the aqueous layer to further extract the organic layer, and the organic layers were combined, washed with distilled water, and then MgSO 4After concentration under reduced pressure, separation was performed by column chromatography using a mixed solvent of hexane and toluene to obtain Compound EB1 (4.8 g, 80%).
[0588] Synthesis Example 3-2 (Synthesis of Compound EB41)
[0589]
[0590] Synthesis of intermediate 2-c
[0591] Under Ar atmosphere, intermediate 2-b (3.1 g, 10 mmol), Pd(dba) 2 (0.22 g, 0.3 mmol), NaO t Bu (1.9 g, 20 mmol), 100 mL of toluene, 4-(naphthalen-1-yl)aniline (2.2 g, 10 mmol) and t Bu 3 P (0.20 g, 1.0 mmol) was added to a 300 mL three-necked flask reactor in the specified order, the temperature of the reactor was raised to 90°C, and stirred overnight. After the reaction was completed, the temperature of the reactor was lowered to room temperature, and water was added to the reaction solvent to separate the organic layer. Toluene was added to the aqueous layer to further extract the organic layer, and the organic layers were combined, washed with distilled water, and then MgSO 4 After concentration under reduced pressure, separation was performed by column chromatography using a mixed solvent of hexane and toluene to obtain Intermediate 2-c (3.8 g, 75%).
[0592] Synthesis of compound EB1
[0593] Under Ar atmosphere, intermediate 2-c (5.0 g, 10 mmol), Pd(dba) 2 (0.22 g, 0.3 mmol), NaO t Bu (1.9 g, 20 mmol), 100 mL of toluene, 3-bromo-dibenzofuran (2.5 g, 10 mmol) and 0.39 g (0.1 equivalent, 1.9 mmol) of t Bu 3 P was added to a 300 mL three-necked flask reactor in the specified order, the temperature of the reactor was raised to 90°C, and stirring was performed overnight. After the reaction was completed, the temperature of the reactor was lowered to room temperature, and water was added to the reaction solvent to separate the organic layer. The organic layer was washed with distilled water and then MgSO 4 After concentration under reduced pressure, separation was performed by column chromatography using a mixed solvent of hexane and toluene to obtain compound EB41 (4.0 g, 60%).
[0594] Synthesis Example 4-3 (Synthesis of Compound EB42)
[0595]
[0596] Under Ar atmosphere, intermediate 2-a (3.1 g, 10 mmol), Pd(dba) 2 (0.22 g, 0.3 mmol), NaO t Bu (1.9 g, 20 mmol), 100 mL of toluene, N-([1,1'-biphenyl]-3-yl)dibenzothiophene-4-amine (3.5 g, 10 mmol) and t Bu 3 P (0.20 g, 1.0 mmol) was added to a 300 mL three-necked flask reactor in the specified order, the temperature of the reactor was raised to 90°C, and stirred overnight. After the reaction was completed, the temperature of the reactor was lowered to room temperature, and water was added to the reaction solvent to separate the organic layer. Toluene was added to the aqueous layer to further extract the organic layer, and the organic layers were combined, washed with distilled water, and then MgSO 4 After concentration under reduced pressure, separation was performed by column chromatography using a mixed solvent of hexane and toluene to obtain compound EB42 (3.9 g, 62%).
[0597] Synthesis Example 4-4 (Synthesis of Compound EB43)
[0598]
[0599] Under Ar atmosphere, intermediate 2-d (3.1 g, 10 mmol), Pd(dba) 2 (0.22 g, 0.3 mmol), NaO t Bu (1.9 g, 20 mmol), 150 mL of toluene, N-([1,1'-biphenyl]-4-yl)benzo[b]naphtho[2,1-d]thiophene-10-amine (4.0 g, 10 mmol) and t Bu 3 P (0.20 g, 1.0 mmol) was added to a 300 mL three-necked flask reactor in the specified order, the temperature of the reactor was raised to 90°C, and stirred overnight. After the reaction was completed, the temperature of the reactor was lowered to room temperature, and water was added to the reaction solvent to separate the organic layer. Toluene was added to the aqueous layer to further extract the organic layer, and the organic layers were combined, washed with distilled water, and then MgSO 4 After concentration under reduced pressure, separation was performed by column chromatography using a mixed solvent of hexane and toluene to obtain compound EB43 (3.1 g, 45%).
[0600] Comparative Example 1
[0601] As an anode, an ITO glass substrate was cut into a size of 50 mm×50 mm×0.5 mm, ultrasonically cleaned with isopropyl alcohol and distilled water for 10 minutes each, and then cleaned by irradiating ultraviolet rays and exposing it to ozone for 10 minutes. Then, the ITO glass substrate was loaded onto a vacuum deposition device.
[0602] 1,4,5,8,9,11-Hexaazatriphenylene-hexacarbonitrile (HAT-CN) was vacuum deposited on the anode to form a layer with a thickness of 4,4'-Bis[N-(1-naphthyl)-N-phenylamino]biphenyl (hereinafter, NPB) was vacuum deposited on the hole injection layer to form a layer with a thickness of Compound CE1 was vacuum deposited on the hole transport layer to form a hole transport layer with a thickness of electron blocking layer.
[0603] Compound HH1 as a host and compound D1 as a dopant are co-vacuum deposited on the electron blocking layer to form a layer with a thickness of The weight ratio of host:dopant is 99:1.
[0604] T2T is vacuum deposited on the emission layer to form a layer with a thickness of TPBi and Liq were co-vacuum deposited on the hole blocking layer at a weight ratio of 1:1 to form a layer with a thickness of LiF is vacuum deposited on the electron transport layer to form a layer with a thickness of The electron injection layer is formed by vacuum depositing Al on the electron injection layer to form a layer with a thickness of of the cathode, thereby completing the manufacture of the light-emitting device.
[0605] Comparative Examples 2 to 5
[0606] A light emitting device was manufactured in substantially the same manner as in Comparative Example 1, except that the materials for the electron blocking layer and / or the host were changed to those shown in Table 1 when the electron blocking layer or the emission layer was formed.
[0607] Comparative Example 6
[0608] As an anode, an ITO glass substrate was cut into a size of 50 mm×50 mm×0.5 mm, ultrasonically cleaned with isopropyl alcohol and distilled water for 10 minutes each, and then cleaned by irradiating ultraviolet rays and exposing it to ozone for 10 minutes. Then, the ITO glass substrate was loaded onto a vacuum deposition device.
[0609] 1,4,5,8,9,11-Hexaazatriphenylene-hexacarbonitrile (HAT-CN) was vacuum deposited on the anode to form a layer with a thickness of 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (hereinafter, NPB) was vacuum deposited on the hole injection layer to form a hole injection layer with a thickness of Compound EB1 was vacuum deposited on the hole transport layer to form a hole transport layer with a thickness of electron blocking layer.
[0610] Compound HH1 and compound HH6 as the host and compound D1 as the dopant are co-vacuum deposited on the electron blocking layer to form a layer with a thickness of The weight ratio of compound HH1:compound HH6 is the same as that shown in Table 2, and the weight ratio of host:dopant is 99:1.
[0611] T2T is vacuum deposited on the emission layer to form a layer with a thickness of TPBi and Liq were co-vacuum deposited on the hole blocking layer at a weight ratio of 1:1 to form a layer with a thickness of LiF is vacuum deposited on the electron transport layer to form a layer with a thickness of The electron injection layer is formed by vacuum depositing Al on the electron injection layer to form a layer with a thickness of of the cathode, thereby completing the manufacture of the light-emitting device.
[0612] Comparative Examples 7 to 9
[0613] A light-emitting device was manufactured in substantially the same manner as in Comparative Example 6, except that compound EB1 was changed to the compounds shown in Tables 3 to 5 when the electron blocking layer was formed.
[0614] Example 1 to Example 6
[0615] A light emitting device was manufactured in substantially the same manner as in Comparative Example 6, except that the type or kind of the mixed host and the weight ratio of the mixed host were changed to those shown in Table 2 when the emission layer was formed.
[0616] Example 7
[0617] As an anode, an ITO glass substrate was cut into a size of 50 mm×50 mm×0.5 mm, ultrasonically cleaned with isopropyl alcohol and distilled water for 10 minutes each, and then cleaned by irradiating ultraviolet rays and exposing it to ozone for 10 minutes. Then, the ITO glass substrate was loaded onto a vacuum deposition device.
[0618] 1,4,5,8,9,11-Hexaazatriphenylene-hexacarbonitrile (HAT-CN) was vacuum deposited on the anode to form a layer with a thickness of 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (hereinafter, NPB) was vacuum deposited on the hole injection layer to form a hole injection layer with a thickness of Compound EB1 was vacuum deposited on the hole transport layer to form a hole transport layer with a thickness of electron blocking layer.
[0619] Compound HD4 as a host and compound D1 as a dopant are co-vacuum deposited on the electron blocking layer to form a layer with a thickness of The weight ratio of the host to the dopant in the first emission layer is 99:1.
[0620] Compound HD35 as a host and compound D1 as a dopant are co-vacuum deposited on the first emission layer to form a The weight ratio of the host to the dopant in the second emission layer is 99:1.
[0621] T2T is vacuum deposited on the second emission layer to form a TPBi and Liq were co-vacuum deposited on the hole blocking layer at a weight ratio of 1:1 to form a layer with a thickness of LiF is vacuum deposited on the electron transport layer to form a layer with a thickness of The electron injection layer is formed by vacuum depositing Al on the electron injection layer to form a layer with a thickness of of the cathode, thereby completing the manufacture of the light-emitting device.
[0622] Example 8 to Example 13
[0623] A light emitting device was manufactured in substantially the same manner as in Comparative Example 7, except that the type or kind of the mixed host and the weight ratio of the mixed host were changed to those shown in Table 3 when forming (each) the emission layer.
[0624] Embodiment 14
[0625] As an anode, an ITO glass substrate was cut into a size of 50 mm×50 mm×0.5 mm, ultrasonically cleaned with isopropyl alcohol and distilled water for 10 minutes each, and then cleaned by irradiating ultraviolet rays and exposing it to ozone for 10 minutes. Then, the ITO glass substrate was loaded onto a vacuum deposition device.
[0626] 1,4,5,8,9,11-Hexaazatriphenylene-hexacarbonitrile (HAT-CN) was vacuum deposited on the anode to form a layer with a thickness of 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (hereinafter, NPB) was vacuum deposited on the hole injection layer to form a hole injection layer with a thickness of Compound EB41 was vacuum deposited on the hole transport layer to form a hole transport layer with a thickness of electron blocking layer.
[0627] Compound HD4 as a host and compound D1 as a dopant are co-vacuum deposited on the electron blocking layer to form a layer with a thickness of The weight ratio of the host to the dopant in the first emission layer is 99:1.
[0628] Compound HD35 as a host and compound D1 as a dopant are co-vacuum deposited on the first emission layer to form a The weight ratio of the host to the dopant in the second emission layer is 99:1.
[0629] T2T is vacuum deposited on the second emission layer to form a TPBi and Liq were co-vacuum deposited on the hole blocking layer at a weight ratio of 1:1 to form a layer with a thickness of LiF is vacuum deposited on the electron transport layer to form a layer with a thickness of The electron injection layer is formed by vacuum depositing Al on the electron injection layer to form a layer with a thickness of of the cathode, thereby completing the manufacture of the light-emitting device.
[0630] Example 15 to Example 20
[0631] A light-emitting device was manufactured in substantially the same manner as in Comparative Example 8, except that the type or kind of the mixed host and the weight ratio of the mixed host were changed to those shown in Table 4 when the emission layer was formed.
[0632] Embodiment 21
[0633] As an anode, an ITO glass substrate was cut into a size of 50 mm×50 mm×0.5 mm, ultrasonically cleaned with isopropyl alcohol and distilled water for 10 minutes each, and then cleaned by irradiating ultraviolet rays and exposing it to ozone for 10 minutes. Then, the ITO glass substrate was loaded onto a vacuum deposition device.
[0634] 1,4,5,8,9,11-Hexaazatriphenylene-hexacarbonitrile (HAT-CN) was vacuum deposited on the anode to form a layer with a thickness of 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (hereinafter, NPB) was vacuum deposited on the hole injection layer to form a hole injection layer with a thickness of Compound EB42 was vacuum deposited on the hole transport layer to form a hole transport layer with a thickness of electron blocking layer.
[0635] Compound HD4 as a host and compound D1 as a dopant are co-vacuum deposited on the electron blocking layer to form a layer with a thickness of The weight ratio of the host to the dopant in the first emission layer is 99:1.
[0636] Compound HD35 as a host and compound D1 as a dopant are co-vacuum deposited on the first emission layer to form a The weight ratio of the host to the dopant in the second emission layer is 99:1.
[0637] T2T is vacuum deposited on the second emission layer to form a TPBi and Liq were co-vacuum deposited on the hole blocking layer at a weight ratio of 1:1 to form a layer with a thickness of LiF is vacuum deposited on the electron transport layer to form a layer with a thickness of The electron injection layer is formed by vacuum depositing Al on the electron injection layer to form a layer with a thickness of of the cathode, thereby completing the manufacture of the light-emitting device.
[0638] Example 22 to Example 27
[0639] A light-emitting device was manufactured in substantially the same manner as in Comparative Example 9, except that the type or kind of the mixed host and the weight ratio of the mixed host were changed to those shown in Table 5 when the emission layer was formed.
[0640] Embodiment 28
[0641] As an anode, an ITO glass substrate was cut into a size of 50 mm×50 mm×0.5 mm, ultrasonically cleaned with isopropyl alcohol and distilled water for 10 minutes each, and then cleaned by irradiating ultraviolet rays and exposing it to ozone for 10 minutes. Then, the ITO glass substrate was loaded onto a vacuum deposition device.
[0642] 1,4,5,8,9,11-Hexaazatriphenylene-hexacarbonitrile (HAT-CN) was vacuum deposited on the anode to form a layer with a thickness of 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (hereinafter, NPB) was vacuum deposited on the hole injection layer to form a hole injection layer with a thickness of Compound EB43 was vacuum deposited on the hole transport layer to form a hole transport layer with a thickness of electron blocking layer.
[0643] Compound HD4 as a host and compound D1 as a dopant are co-vacuum deposited on the electron blocking layer to form a layer with a thickness of The weight ratio of the host to the dopant in the first emission layer is 99:1.
[0644] Compound HD35 as a host and compound D1 as a dopant are co-vacuum deposited on the first emission layer to form a The weight ratio of the host to the dopant in the second emission layer is 99:1.
[0645] T2T is vacuum deposited on the emission layer to form a layer with a thickness of TPBi and Liq were co-vacuum deposited on the hole blocking layer at a weight ratio of 1:1 to form a layer with a thickness of LiF is vacuum deposited on the electron transport layer to form a layer with a thickness of The electron injection layer is formed by vacuum depositing Al on the electron injection layer to form a layer with a thickness of of the cathode, thereby completing the manufacture of the light-emitting device.
[0646] Embodiment 29
[0647] As an anode, an ITO glass substrate was cut into a size of 50 mm×50 mm×0.5 mm, ultrasonically cleaned with isopropyl alcohol and distilled water for 10 minutes each, and then cleaned by irradiating ultraviolet rays and exposing it to ozone for 10 minutes. Then, the ITO glass substrate was loaded onto a vacuum deposition device.
[0648] 1,4,5,8,9,11-Hexaazatriphenylene-hexacarbonitrile (HAT-CN) was vacuum deposited on the anode to form a layer with a thickness of 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (hereinafter, NPB) was vacuum deposited on the hole injection layer to form a hole injection layer with a thickness of Compound EB43 was vacuum deposited on the hole transport layer to form a hole transport layer with a thickness of electron blocking layer.
[0649] Compound HD35 as a host and compound D1 as a dopant are co-vacuum deposited on the electron blocking layer to form a layer with a thickness of The weight ratio of the host to the dopant in the first emission layer is 99:1.
[0650] Compound HD4 as a host and compound D1 as a dopant are co-vacuum deposited on the first emission layer to form a layer with a thickness of The weight ratio of the host to the dopant in the second emission layer is 99:1.
[0651] Compound HD35 as a host and compound D1 as a dopant are co-vacuum deposited on the second emission layer to form a The weight ratio of the host to the dopant in the third emission layer is 99:1.
[0652] T2T is vacuum deposited on the third emission layer to form a layer with a thickness of TPBi and Liq were co-vacuum deposited on the hole blocking layer at a weight ratio of 1:1 to form a layer with a thickness of LiF is vacuum deposited on the electron transport layer to form a layer with a thickness of The electron injection layer is formed by vacuum depositing Al on the electron injection layer to form a layer with a thickness of of the cathode, thereby completing the manufacture of the light-emitting device.
[0653] Evaluation Example 1
[0654] In order to evaluate the characteristics of the light emitting devices manufactured in Comparative Examples 1 to 9 and Examples 1 to 29, the brightness of the light emitting devices was measured at 1,000 candelas per square meter (cd / m 2 ) driving voltage, luminous efficiency (cd / A) and lifetime T 97 (hr), and the results are shown in Tables 1 to 5. Lifespan T 97 (hr) indicates the time (hr) taken for the brightness to reach 97% of the initial brightness.
[0655] Table 1
[0656]
[0657] Table 2
[0658]
[0659] Table 3
[0660]
[0661] Table 4
[0662]
[0663] Table 5
[0664]
[0665]
[0666]
[0667]
[0668] It is confirmed by Tables 1 to 5 that, because each of the light-emitting devices of Examples 1 to 29 includes a first compound and a second compound represented by Formula 1, each including deuterium and different from each other, and a third compound represented by Formula 2, the light-emitting devices of Examples 1 to 29 have a better driving voltage, better luminous efficiency and / or better lifetime than the driving voltage, luminous efficiency and / or lifetime of the light-emitting devices of Comparative Examples 1 to 9.
[0669] The light emitting device may have improved driving voltage, improved luminous efficiency, and / or improved lifespan by including the first and second compounds represented by Formula 1, each including deuterium and different from each other, and the third compound represented by Formula 2.
[0670] 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 be considered to be applicable to other similar features or aspects 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 and details may be made therein without departing from the spirit and scope defined by the attached claims and their equivalents.
Claims
1. A light emitting device, include: a first electrode; a second electrode facing the first electrode; as well as an interlayer between the first electrode and the second electrode and including an emission layer, wherein the interlayer includes a first compound, a second compound, and a third compound, the first compound being represented by Formula 1 and including deuterium, The second compound is represented by Formula 1 and includes deuterium, The first compound and the second compound are different from each other, and the third compound is represented by Formula 2: Formula 1 Formula 2 and Among them, in formula 1 and formula 2, L 1 To L 5 are 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, a1 to a5 are each independently an integer selected from 0 to 2, Ar 1 ,Ar 3 and Ar 4 are 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, X 1 C(R 15 )(R 16 )、N(R 15 ), O or S, R 1 To R 8 , R 10 To R 16 , R 20 and R 30 Each is independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or replaced 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 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 1 -C 60 Alkylthio, 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, 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, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ), b1 is an integer selected from 0 to 3, b2 is an integer selected from 0 to 6, b3 is an integer selected from 0 to 5, R 10a for: Deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano or nitro; 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; 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 -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 ),and Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each independently is: 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; or 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 group, C 1 -C 60 Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl. The light-emitting device according to claim 1 , wherein the emission layer comprises the first compound and the second compound.
3. The light emitting device according to claim 1, wherein the interlayer further comprises a hole transport region between the first electrode and the emission layer, and The hole transport region includes the third compound.
4. The light-emitting device according to claim 3, wherein the hole transport region include: Electron blocking layer; as well as a hole injection layer, a hole transport layer, an emission assist layer or any combination thereof, and The electron blocking layer includes the third compound. The light emitting device according to claim 4 , wherein the electron blocking layer is on the emission layer.
6. The light emitting device according to claim 1, wherein the emission layer comprises a first emission layer and a second emission layer between the first emission layer and the second electrode, The first emission layer includes the first compound, and The second emission layer includes the second compound. The light emitting device according to claim 1 , wherein the interlayer further comprises a fourth compound containing boron. The light emitting device of claim 1 , wherein the emitting layer is configured to emit blue light.
9. The light-emitting device according to claim 1, wherein the first compound and the second compound are each independently represented by at least one of Formula 1-1 to Formula 1-4: Formula 1-1 Formula 1-2 Formula 1-3 Formula 1-4 in, In Formula 1-1 to Formula 1-4, L 1 , L 2 、a1、a2、Ar 1 , X 1 , R 1 To R 8 , R 10 To R 14 and b1 are each as described in Formula 1.
10. The light emitting device according to claim 1, in, Ar 1 is unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryl.
11. The light emitting device according to claim 1, in, L 1 and L 2 Each is unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylene.
12. The light emitting device according to claim 1, in, L 1 and L 2 are each independently unsubstituted or substituted with at least one R 10a Substituted phenyl, naphthyl, anthracenyl, phenanthrenyl, perylenyl, phenalkenyl, pyrenyl or 1,2-triphenylenyl.
13. The light emitting device according to claim 1, in, L 1 and L 2 Each is independently represented by at least one of Formula LK1 to Formula LK13: and Among them, in formula LK1 to formula LK13, c4 is an integer selected from 0 to 4, c6 is an integer selected from 0 to 6, and * and *' each indicate a bonding site to an adjacent atom.
14. The light-emitting device according to claim 1, wherein at least one of the first compound and the second compound satisfies at least one of conditions 1 to 6: Condition 1 Ar 1 is C substituted with at least one deuterium 3 -C 60 A carbocyclic group or a C 1 -C 60 Heterocyclic group; Condition 2 L 1 is C substituted with at least one deuterium 3 -C 60 A carbocyclic group or a C 1 -C 60 Heterocyclic group; Condition 3 R 1 To R 8 At least one of them is deuterium; Condition 4 L 2 is C substituted with at least one deuterium 3 -C 60 A carbocyclic group or a C 1 -C 60 Heterocyclic group; Condition 5 At least one R 10 is deuterium; and / or Condition 6 R 11 To R 14 At least one of them is deuterium.
15. The light-emitting device according to claim 1, wherein the first compound and the second compound are each independently at least one compound selected from the group consisting of Compounds HH1 to HH11 in which at least one hydrogen is replaced by deuterium:
16. The light emitting device according to claim 1, in, R 20 and R 30 Each of the exclusions -N(Q 1 )(Q 2 ).
17. The light-emitting device according to claim 1, wherein the third compound is represented by at least one of Formula 2-1 to Formula 2-7: Formula 2-1 Formula 2-2 Formula 2-3 Formula 2-4 Formula 2-5 Formula 2-6 Formula 2-7 in, In Formula 2-1 to Formula 2-7, L 3 To L 5 、a3 to a5、Ar 3 ,Ar 4 , R 20 , R 30 , b2 and b3 may each be as described in Formula 2.
18. The light-emitting device according to claim 1, wherein the third compound is at least one of compound EB1 to compound EB43:
19. An electronic device, include: The light emitting device according to any one of claims 1 to 18; and A thin film transistor is electrically connected to the light emitting device.
20. An electronic device comprising a light emitting device according to any one of claims 1 to 18, wherein the electronic device is at least one selected from the following: 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 phone, 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 tiled together, a theater screen, a stadium screen, a light therapy device and a sign.
Citation Information
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Vehicle sharing and profit distribution method through vehicle share sharing
KR1020230076426A
