Light-emitting element, fused polycyclic compound for light-emitting element, and electronic device including light-emitting element
By using an emission layer composed of a specific fused polycyclic compound in the organic electroluminescent element, the problems of high driving voltage, low luminescence efficiency and short service life in the prior art are solved, and high-efficiency and long-life luminescence performance are achieved.
Patent Information
- Application Number
- CN202410704214.0
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Priority Date
- 2023-07-21
- Filing Date
- 2024-06-03
- Publication Date
- 2025-01-07
AI Technical Summary
The existing organic electroluminescent elements have challenges in the problems of high driving voltage, low luminous efficiency and short service life, making it difficult to achieve stable and efficient display.
Using an emission layer composed of specific fused polycyclic compounds, the luminescence efficiency and component life can be improved by optimizing the design of the electrode structure and functional layer, including using specific compound structures such as compounds in formula 1 in the emission layer to enhance light emission. performance.
It significantly improves the luminous efficiency and the service life of organic electroluminescent elements, improves the display quality, and meets the needs of low driving voltage, high luminous efficiency and long life.
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Figure CN119264162A_ABST
Abstract
Description
[0001] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0086648 filed on July 4, 2023, in the Korean Intellectual Property Office, and Korean Patent Application No. 10-2023-0095037 filed on July 21, 2023, in the Korean Intellectual Property Office, the entire contents of each of which are incorporated herein by reference. Technical Field
[0002] One or more embodiments of the present disclosure relate to a light emitting element, a fused polycyclic compound used in the light emitting element, and an electronic device including the light emitting element. Background Art
[0003] Organic electroluminescent display devices and the like have been actively developed as image display devices. Unlike liquid crystal display devices and the like, organic electroluminescent display devices are self-luminescent display devices in which holes and electrons injected from a first electrode and a second electrode, respectively (e.g., individually), are recombined in an emission layer of the organic electroluminescent display device, so that a light-emitting material including an organic compound in the emission layer emits light to realize display (e.g., of an image).
[0004] In order to apply organic electroluminescent elements to display devices, it is desired that the organic electroluminescent elements have a relatively low driving voltage, a relatively high luminous efficiency and a relatively long life (e.g., a relatively long service life), and thus there is a continuous need and / or pursuit for the development of materials for organic electroluminescent elements that can stably obtain these characteristics.
[0005] In recent years, in order to obtain an organic electroluminescent element with high luminescence efficiency, technologies related to phosphorescent emission utilizing triplet energy or fluorescent emission utilizing triplet-triplet annihilation (TTA) in which singlet excitons are generated by collision of triplet excitons have been particularly developed, and thermally activated delayed fluorescence (TADF) materials utilizing the delayed fluorescence phenomenon are being developed. Summary of the invention
[0006] One or more aspects of the embodiments of the present disclosure relate to a light emitting element having increased light emitting efficiency and a longer element lifespan.
[0007] One or more aspects of the embodiments of the present disclosure relate to a condensed polycyclic compound capable of improving luminous efficiency and life span of a device.
[0008] One or more aspects of an embodiment of the present disclosure are directed to an electronic device having high display quality including a light emitting element having improved light emitting efficiency and lifetime.
[0009] 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.
[0010] One or more embodiments of the present disclosure provide a light emitting element including: a first electrode; a second electrode located on the first electrode; and an emission layer located between the first electrode and the second electrode and including a first compound represented by Formula 1.
[0011] Formula 1
[0012]
[0013] In formula 1, X 1 Can be O, S, NR 4 , CR 5 R 6 or SiR 7 R 8 , R 1 To R 8 may each independently be hydrogen, deuterium, halogen, substituted or unsubstituted amine, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and may optionally bind to an adjacent group to form a ring, R a It can be represented by Formula S, n1 can be an integer from 0 to 3, and n2 and n3 can each independently be an integer from 0 to 4.
[0014] Formula S
[0015]
[0016] In formula S, Ar 1 and Ar 2 may be independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, R 9 may be hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and may optionally be bonded to an adjacent group to form a ring, n9 may be an integer from 0 to 4, and is the site of attachment to Formula 1.
[0017] In one or more embodiments, the first compound represented by Formula 1 may be represented by Formula 2.
[0018] Formula 2
[0019]
[0020] In formula 2, R b It can be represented by any one selected from Formula A-1 to Formula A-3.
[0021] Formula A-1
[0022]
[0023] Formula A-2
[0024]
[0025] Formula A-3
[0026]
[0027] In Formula A-1 to Formula A-3, R a1 To R a6 Ar may be each independently hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and may be optionally bonded to an adjacent group to form a ring, Ar 3 and Ar 4 may be independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, m1, m3 and m5 may be independently an integer from 0 to 5, m2 and m6 may be independently an integer from 0 to 4, m4 may be an integer from 0 to 3, and is the site of attachment to Formula 2.
[0028] In formula 2, R 1 To R 3 , R a and n1 to n3 may each independently be the same as defined in Formula 1.
[0029] In one or more embodiments, the first compound represented by Formula 1 may be represented by Formula 3.
[0030] Formula 3
[0031]
[0032] In formula 3, R 1a To R 1c , R 2a To R 2d and R 3a To R 3dmay each independently be hydrogen, deuterium, halogen, substituted or unsubstituted amine, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and may optionally be bonded to an adjacent group to form a ring, and is selected from R 1a To R 1c , R 2a To R 2d and R 3a To R 3d At least one of them may be a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or may be represented by any one selected from Formula B-1 to Formula B-4.
[0033] Formula B-1
[0034]
[0035] Formula B-2
[0036]
[0037] Formula B-3
[0038]
[0039] Formula B-4
[0040]
[0041] In Formula B-1 to Formula B-4, Z 1 Can be direct key, O, S or CR b8 R b9 , Z 2 Can be O, S, NR b10 or CR b11 R b12 , R b1 To R b12 Each of m11 to m13 may be independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and may optionally bind to an adjacent group to form a ring, m11 to m13 may be independently an integer from 0 to 5, m14, m15 and m17 may be independently an integer from 0 to 4, and m16 may be an integer from 0 to 3.
[0042] In formula 3, X 1 and R a and R and R are independently the same as defined in Formula 1.
[0043] In one or more embodiments, the first compound represented by Formula 3 may be represented by any one selected from Formula 4-1 to Formula 4-4.
[0044] Formula 4-1
[0045]
[0046] Formula 4-2
[0047]
[0048] Formula 4-3
[0049]
[0050] Formula 4-4
[0051]
[0052] In Formula 4-1 to Formula 4-4, R w1 may be hydrogen or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or may be represented by any one selected from Formula B-1 to Formula B-4, and R x1 , R x2 , R y1 and R y2 Each may be independently represented by any one selected from Formula B-1 to Formula B-4.
[0053] In equations 4-1 to 4-4, X 1 , R a , R 1b , R 1c , R 2a To R 2d and R 3a To R 3d and 3.
[0054] In one or more embodiments, the first compound represented by Formula 1 may be represented by any one selected from Formula 5-1 to Formula 5-3.
[0055] Formula 5-1
[0056]
[0057] Formula 5-2
[0058]
[0059] Formula 5-3
[0060]
[0061] In Formula 5-1 to Formula 5-3, Ar a may be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, and R 9 ' and R 11 To R 14 Each of them may independently be hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and may optionally bind to an adjacent group to form a ring, n9' may be an integer from 0 to 3, and n11 to n14 may each independently be an integer from 0 to 5.
[0062] In equations 5-1 to 5-3, X 1 , R 1 To R 3 , R 9 , n1 to n3 and n9 may all independently be the same as defined in Formula 1 and Formula S.
[0063] In one or more embodiments, the first compound represented by Formula 1 may be represented by any one selected from Formula 6-1 to Formula 6-3.
[0064] Formula 6-1
[0065]
[0066] Formula 6-2
[0067]
[0068] Formula 6-3
[0069]
[0070] In equations 6-1 to 6-3, R 9 '、R 15 ' and R 11 To R 19 Each of n9' and n15' may be independently an integer from 0 to 3, n11 to n14 and n16 to n19 may be independently an integer from 0 to 5, and n15 may be an integer from 0 to 4.
[0071] In equations 6-1 to 6-3, R 1 To R3 , R 9 , n1 to n3 and n9 may all independently be the same as defined in Formula 1 and Formula S.
[0072] In one or more embodiments, the first compound represented by Formula 1 may be represented by any one selected from Formula 7-1 to Formula 7-4.
[0073] Formula 7-1
[0074]
[0075] Formula 7-2
[0076]
[0077] Formula 7-3
[0078]
[0079] Formula 7-4
[0080]
[0081] In equations 7-1 to 7-4, R 2 ' and R 3 ' may be independently hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, R 2r , R 2s , R 3r and R 3s may be independently a substituted or unsubstituted amine group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group or a substituted or unsubstituted dibenzothiophenyl group, and R 1r It may be hydrogen, deuterium, a substituted or unsubstituted amino group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.
[0082] In equations 7-1 to 7-4, X 1 ,Ar 1 ,Ar 2 , R 9 and n9 may be independently the same as defined in Formula 1 and Formula S.
[0083] In one or more embodiments, the first compound represented by Formula 1 may be represented by Formula 8-1 or Formula 8-2.
[0084] Formula 8-1
[0085]
[0086] Formula 8-2
[0087]
[0088] In equations 8-1 and 8-2, R 11 , R 12 , R 15 To R 17 and A 1 To A 9 may be independently hydrogen, deuterium, halogen, substituted or unsubstituted amine, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, selected from A 1 To A 9 At least one of them may be selected from Substituent Group 1, n11, n12, n16 and n17 may each independently be an integer of 0 to 5, and n15 may be an integer of 0 to 4.
[0089] Substituent Group 1
[0090]
[0091]
[0092]
[0093] In equations 8-1 and 8-2, X 1 , R 9 and n9 may be independently the same as defined in Formula 1 and Formula S.
[0094] In one or more embodiments, the emission layer may further include at least one of a second compound represented by Formula HT-1, a third compound represented by Formula ET-1, and a fourth compound represented by Formula D-1.
[0095] Formula HT-1
[0096]
[0097] In formula HT-1, M 1 To M 8 can be independently N or CR 51 , L 1 It may be a direct bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, Ya Can be direct key, CR 52 R 53 or SiR 54 R 55 ,Ar a may be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, and R 51 To R 55 Each may independently be hydrogen, deuterium, halogen, cyano, substituted or unsubstituted silyl, substituted or unsubstituted thiol, substituted or unsubstituted oxy, substituted or unsubstituted amine, substituted or unsubstituted boron, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 60 ring-forming carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 60 ring-forming carbon atoms, and may be optionally bonded to an adjacent group to form a ring.
[0098] Formula ET-1
[0099]
[0100] In formula ET-1, Z a To Z c At least one of them may be N, and the rest may be CR 56 , R 56 may be hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms, b1 to b3 may each independently be an integer of 0 to 10, Ar b To Ar d and L may each independently be hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, and L 2 To L 4 Each may independently be a direct bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.
[0101] Formula D-1
[0102]
[0103] In formula D-1, Q 1 To Q 4may be independently C or N, C1 to C4 may be independently substituted or unsubstituted hydrocarbon rings having 5 to 30 ring carbon atoms or substituted or unsubstituted heterocycles having 2 to 30 ring carbon atoms, L 11 To L 13 Can be directly connected, *—O—*, *—S—*, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, b11 to b13 may all independently be 0 or 1, R 61 To R 66 Each of d1 to d4 may independently be hydrogen, deuterium, halogen, cyano, substituted or unsubstituted silyl, substituted or unsubstituted sulfenyl, substituted or unsubstituted oxy, substituted or unsubstituted amine, substituted or unsubstituted boron, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 60 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 60 ring carbon atoms, and d1 to d4 may independently be an integer from 0 to 4.
[0104] In one or more embodiments of the present disclosure, an electronic device includes at least one light-emitting element, and the electronic device is selected from at least one of large display devices such as televisions, monitors, and outdoor billboards, and small and medium-sized display devices such as personal computers, laptop computers, personal digital terminals, vehicle display devices, game consoles, portable electronic devices, and cameras, wherein the light-emitting element includes a fused polycyclic compound represented by Formula 1.
[0105] In one or more embodiments, the electronic device may include: a base layer; a circuit layer located on the base layer; and a display element layer located on the circuit layer and including a light-emitting element and an encapsulation layer located on the light-emitting element, wherein the light-emitting element may include: a first electrode; a second electrode located on the first electrode; and an emission layer located between the first electrode and the second electrode and including a fused polycyclic compound represented by Formula 1.
[0106] In one or more embodiments, the light emitting element may further include a capping layer on the second electrode, wherein the capping layer may have a refractive index of about 1.6 or more in a wavelength range of about 550 nm to about 660 nm.
[0107] In one or more embodiments, the electronic device may further include a light control layer, which is located on the encapsulation layer and includes quantum dots, wherein the light emitting element may emit a first color light, and the light control layer may include: a first light control unit, including first quantum dots that convert the first color light into a second color light having a wavelength longer than the first color light; a second light control unit, including second quantum dots that convert the first color light into a third color light having a wavelength longer than the wavelength of the first color light and the wavelength of the second color light; and a third light control unit that transmits the first color light.
[0108] In one or more embodiments, the electronic device may further include a color filter layer located on the light control layer, wherein the color filter layer may include: a first filter that transmits the second color light; a second filter that transmits the third color light; and a third filter that transmits the first color light.
[0109] In one or more embodiments of the present disclosure, the fused polycyclic compound is represented by Formula 1. BRIEF DESCRIPTION OF THE DRAWINGS
[0110] The accompanying drawings are included to provide a further understanding of the present disclosure, and the accompanying drawings are incorporated into and constitute a part of the present disclosure. The accompanying drawings illustrate example embodiments of the present disclosure and, together with the description, are used to explain the principles of the present disclosure. The above and / or other aspects of the present disclosure should become apparent and understood through the following description of the embodiments in conjunction with the accompanying drawings. In the accompanying drawings:
[0111] Figure 1 is a plan view of a display device according to one or more embodiments of the present disclosure;
[0112] Figure 2 is a cross-sectional view of a display device according to one or more embodiments of the present disclosure;
[0113] Figure 3 is a cross-sectional view schematically showing a light emitting element according to one or more embodiments of the present disclosure;
[0114] Figure 4 is a cross-sectional view schematically showing a light emitting element according to one or more embodiments of the present disclosure;
[0115] Figure 5 is a cross-sectional view schematically showing a light emitting element according to one or more embodiments of the present disclosure;
[0116] Figure 6 is a cross-sectional view schematically showing a light emitting element according to one or more embodiments of the present disclosure;
[0117] Figure 7 and Figure 8are cross-sectional views of display devices according to one or more embodiments of the present disclosure;
[0118] Fig. 9 is a cross-sectional view showing a display device according to one or more embodiments of the present disclosure;
[0119] Fig.10 is a cross-sectional view showing a display device according to one or more embodiments of the present disclosure;
[0120] Fig.11 is a diagram showing a vehicle in which a display device is provided according to one or more embodiments of the present disclosure;
[0121] Fig. 12A is a diagram showing a three-dimensional molecular model of an example compound; and
[0122] Fig. 12B is a diagram showing a three-dimensional molecular model of a comparative example compound. DETAILED DESCRIPTION
[0123] The present disclosure can be modified in one or more suitable ways and has many forms, and therefore specific embodiments will be illustrated in the drawings and described in more detail in the detailed description of the present disclosure. However, it should be understood that it is not intended to limit the present disclosure to the specific forms disclosed, but is intended to cover all modifications, equivalents and substitutes falling within the spirit and scope of the present disclosure.
[0124] When explaining each in the accompanying drawings, the same reference numerals are used to refer to the same elements. In the accompanying drawings, for the sake of clarity of the present disclosure, the size of each structure can be exaggeratedly shown. It will be understood that, although the terms "first", "second", etc. can be used here to describe one or more suitable components, these components should not be limited by these terms. These terms are only used to distinguish one component from another component. For example, without departing from the scope of the exemplary embodiments of the present disclosure, the first component can be named as the second component, and similarly, the second component can be named as the first component. As used herein, unless the context clearly indicates otherwise, the singular forms "one", "one (kind / person)" and "the (said)" are intended to also include plural forms. In addition, when describing an embodiment of the present disclosure, the use of "can" refers to "one or more embodiments of the present disclosure".
[0125] In the present disclosure, it will be understood that the terms "include", "comprise" and / or "have" etc. indicate the presence of the disclosed features, quantities, steps, operations, components, parts (components) or combinations thereof, but do not exclude the possibility of the presence or addition of one or more other features, quantities, steps, operations, components, parts (components) or combinations thereof. As used herein, the terms "and", "or" and "and / or" may include any and all combinations of one or more of the relevant listed items. Expressions such as "at least one (kind / person) of ...", "one (kind / person) of ..." and "selected from ..." modify the entire list of elements when they are after / before a list of elements, without modifying the individual elements of the list. For example, "at least one (kind / person) of a, b and c", "selected from at least one (kind / person) of a, b and c", "selected from at least one (kind / person) of a to c", etc. may represent only a, only b, only c, (e.g., simultaneously) both a and b, (e.g., simultaneously) both a and c, (e.g., simultaneously) both b and c, all of a, b and c or variations thereof. As used herein, “ / ” may be interpreted as “and” or as “or” depending on the circumstances.
[0126] In the present disclosure, when a layer, film, region or plate is referred to as being "on" another layer, film, region or plate or "in the upper portion of" another layer, film, region or plate, it may not only be "directly on" the layer, film, region or plate, but also one or more intervening layers, films, regions or plates may exist. In contrast, when a layer, film, region or plate is referred to as being "below" another layer, film, region or plate, "in the lower portion of" another layer, film, region or plate, it may not only be directly below the layer, film, region or plate, but also one or more intervening layers, films, regions or plates may exist. In some embodiments, it will be understood that when a component is referred to as being "on" another component, it may be disposed above the other component, or it may also be disposed below the other component. In one or more embodiments, "directly on..." may refer to the absence of additional layers, films, regions, plates, etc. between a layer, film, region, plate, etc. and another component. For example, “directly on” may mean that two layers or two members are disposed without using an additional member (such as an adhesive member) therebetween.
[0127] In the present disclosure, the term "substituted or unsubstituted" may refer to being unsubstituted or substituted with at least one substituent selected from the group consisting of deuterium, halogen, cyano, nitro, amino (amino), silyl, oxy, sulfenyl, sulfinyl, sulfonyl, carbonyl, boryl, phosphine oxide, phosphine sulfide, alkyl, alkenyl, alkynyl, hydrocarbon ring, aryl and heterocyclic groups. In certain embodiments, each of the substituents exemplified above may be substituted or unsubstituted. For example, biphenyl may be interpreted as an aryl or phenyl substituted with a phenyl.
[0128] In the present disclosure, the phrase "bonds to an adjacent group to form a ring" may refer to a group bonding to an adjacent group to form a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocycle. The hydrocarbon ring may include an aliphatic hydrocarbon ring and / or an aromatic hydrocarbon ring. The heterocycle may include an aliphatic heterocycle and / or an aromatic heterocycle. The hydrocarbon ring and the heterocycle may both be monocyclic or polycyclic. In some embodiments, the ring formed by adjacent groups bonding to each other may be connected to another ring to form a spiro structure.
[0129] In the present disclosure, the term "adjacent group" may refer to a substituent that replaces an atom directly connected to an atom substituted with a corresponding substituent, another substituent that replaces an atom substituted with a corresponding substituent, or a substituent that is spatially positioned closest to the corresponding substituent. For example, the two methyl groups in 1,2-dimethylbenzene may be interpreted as "adjacent groups" to each other, and the two ethyl groups in 1,1-diethylcyclopentane may be interpreted as "adjacent groups" to each other. In one or more embodiments, the two methyl groups in 4,5-dimethylphenanthrene may be interpreted as "adjacent groups" to each other.
[0130] In the present disclosure, examples of halogen may include fluorine, chlorine, bromine, or iodine.
[0131] In the present disclosure, the alkyl group may be linear or branched. The carbon number in the alkyl group may be 1 to 50, 1 to 30, 1 to 20, 1 to 10, or 1 to 6. Examples of the alkyl group may include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, 2-ethylbutyl, 3,3-dimethylbutyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, 1-methylpentyl, 3-methylpentyl, 2-ethylpentyl, 4-methyl-2-pentyl, n-hexyl, 1-methylhexyl, 2-ethylhexyl, 2-butylhexyl, n-heptyl, 1-methylheptyl, 2,2-dimethylheptyl, 2-ethylheptyl, 2-butylheptyl, n-octyl, tert-octyl, 2-ethyloctyl, 2-butyloctyl, 2-hexyloctyl, 3,7-dimethyloctyl, n-nonyl, n-decyl, adamantyl, 2-ethyldecyl, 2-butyldecyl, 2-hexyldecyl, 2-octyldecyl, n-undecane The present invention also includes 2-decyl, 2-ethyldodecyl, 2-butyldodecyl, 2-hexyldodecyl, 2-octyldodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, 2-ethylhexadecyl, 2-butylhexadecyl, 2-hexylhexadecyl, 2-octylhexadecyl, n-heptadecyl, n-octadecyl, n-nonadecyl, n-eicosyl, 2-ethyleicosyl, 2-butyleicosyl, 2-hexyleicosyl, 2-octyleicosyl, n-heonicosyl, n-docosyl, n-tricosyl, n-tetracosyl, n-pentacosyl, n-hexacosyl, n-heptacosyl, n-octacosyl, n-nonacosyl, n-triacontyl, and the like, but the embodiments of the present disclosure are not limited thereto.
[0132] In the present disclosure, cycloalkyl may refer to a cyclic alkyl. The number of carbons in the cycloalkyl may be 3 to 50, 3 to 30, 3 to 20, or 3 to 10. Examples of cycloalkyl may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4-tert-butylcyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, norbornyl, 1-adamantyl, 2-adamantyl, isobornyl, bicycloheptyl, etc., but embodiments of the present disclosure are not limited thereto.
[0133] In the present disclosure, alkenyl refers to a hydrocarbon group including at least one carbon-carbon double bond in the middle or at the end of an alkyl group having 2 or more carbon atoms. The alkenyl group may be linear or branched. The number of carbon atoms in the alkenyl group is not particularly limited, for example, it may be 2 to 30, 2 to 20 or 2 to 10. Examples of alkenyl groups may include vinyl, 1-butenyl, 1-pentenyl, 1,3-butadienyl, styryl, styrylvinyl, etc., but embodiments of the present disclosure are not limited thereto.
[0134] In the present disclosure, alkynyl refers to a hydrocarbon group including at least one carbon-carbon triple bond in the middle or at the end of an alkyl group having 2 or more carbon atoms. The alkynyl group may be straight chain or branched. Although the number of carbon atoms is not particularly limited, it may be 2 to 30, 2 to 20, or 2 to 10. Examples of alkynyl groups may include ethynyl, propynyl, etc., but embodiments of the present disclosure are not limited thereto.
[0135] In the present disclosure, the hydrocarbon ring group refers to any functional group or substituent derived from an aliphatic hydrocarbon ring. The hydrocarbon ring group may be a saturated hydrocarbon ring group having 5 to 20 ring-forming carbon atoms.
[0136] In the present disclosure, an aryl group refers to any functional group or substituent derived from an aromatic hydrocarbon ring. The aryl group may be a monocyclic aryl group or a polycyclic aryl group. The number of ring carbon atoms in the aryl group may be 6 to 60, 6 to 50, 6 to 40, 6 to 30, 6 to 20, or 6 to 15. Examples of aryl groups may include phenyl, naphthyl, fluorenyl, anthracenyl, phenanthrenyl, biphenyl, terphenyl, quaterphenyl, pentaphenyl, hexaphenyl, benzo[9,10]phenanthrenyl, pyrenyl, benzofluoranthenyl, Base, etc., but the embodiments of the present disclosure are not limited thereto.
[0137] In the present disclosure, the fluorenyl group may be substituted, and two substituents may be combined with each other to form a spiro structure. Examples of the substituted fluorenyl group are as follows. However, embodiments of the present disclosure are not limited thereto.
[0138]
[0139] As used herein, heterocyclic radicals may refer to any functional group or substituent derived from a ring containing at least one of B, O, N, P, Si, S and Se as a heteroatom. Heterocyclic radicals may include aliphatic heterocyclic radicals and / or aromatic heterocyclic radicals. Aromatic heterocyclic radicals may be heteroaryl radicals. Aliphatic heterocyclic and aromatic heterocyclic rings may be monocyclic or polycyclic.
[0140] In the present disclosure, the heterocyclic group may contain at least one of B, O, N, P, Si, Se and S as a heteroatom. When the heterocyclic group contains two or more heteroatoms, the two or more heteroatoms may be the same or different from each other. The heterocyclic group may be a monocyclic heterocyclic group or a polycyclic heterocyclic group, and may include a heteroaryl group. The number of ring carbon atoms in the heterocyclic group may be 2 to 60, 2 to 50, 2 to 40, 2 to 30, 2 to 20 or 2 to 10.
[0141] In the present disclosure, the aliphatic heterocyclic group may include at least one of B, O, N, P, Si, Se, and S as a heteroatom. The number of ring-forming carbon atoms in the aliphatic heterocyclic group may be 2 to 30, 2 to 20, or 2 to 10. Examples of the aliphatic heterocyclic group may include an oxirane group, an oxirane group, a pyrrolidinyl group, a piperidinyl group, a tetrahydrofuranyl group, a tetrahydrothiophenyl group, a thianyl group, a tetrahydropyranyl group, a 1,4-dioxanyl group, and the like, but embodiments of the present disclosure are not limited thereto.
[0142] In the present disclosure, the heteroaryl group may contain at least one of B, O, N, P, Si, Se and S as a heteroatom. When the heteroaryl group contains two or more heteroatoms, the two or more heteroatoms may be the same or different from each other. The heteroaryl group may be a monocyclic heteroaryl group or a polycyclic heteroaryl group. The number of ring carbon atoms in the heteroaryl group may be 2 to 60, 2 to 50, 2 to 40, 2 to 30, 2 to 20 or 2 to 10. Examples of heteroaryl groups may include thienyl, furanyl, pyrrolyl, imidazolyl, pyridyl, bipyridyl, pyrimidyl, triazine, triazolyl, acridinyl, pyridazinyl, pyrazinyl, quinolyl, quinazolinyl, quinoxalinyl, phenoxazinyl, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolyl, indolyl, carbazolyl, N-arylcarbazolyl, N-heteroarylcarbazolyl, N-alkylcarbazolyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothienyl, dibenzothienyl, thienothiphenyl, benzofuranyl, phenanthrolinyl, thiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, thiadiazolyl, phenothiazinyl, dibenzothirolyl, dibenzofuranyl, and the like, but embodiments of the present disclosure are not limited thereto.
[0143] In the present disclosure, the above description of the aryl group may be applied to the arylene group except that the arylene group is a divalent group. The above description of the heteroaryl group may be applied to the heteroarylene group except that the heteroarylene group is a divalent group.
[0144] In the present disclosure, the silyl group includes an alkylsilyl group and / or an arylsilyl group. Examples of the silyl group may include trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, etc., but the embodiments of the present disclosure are not limited thereto.
[0145] In the present disclosure, the number of ring-forming carbon atoms in the carbonyl group is not particularly limited, and may be, for example, 1 to 40, 1 to 30, or 1 to 20. For example, the carbonyl group may have the following structure, but embodiments of the present disclosure are not limited thereto.
[0146]
[0147] In the present disclosure, the number of carbon atoms in the sulfinyl group or the sulfonyl group is not particularly limited, and for example, may be 1 to 30. The sulfinyl group may include an alkylsulfinyl group and / or an arylsulfinyl group. The sulfonyl group may include an alkylsulfonyl group and / or an arylsulfonyl group.
[0148] In the present disclosure, the thio group may include an alkylthio group and / or an arylthio group. The thio group may refer to a sulfur atom bonded to an alkyl group or an aryl group defined above. Examples of the thio group may include a methylthio group, an ethylthio group, a propylthio group, a pentylthio group, a hexylthio group, an octylthio group, a dodecylthio group, a cyclopentylthio group, a cyclohexylthio group, a phenylthio group, and a naphthylthio group, but the embodiments of the present disclosure are not limited thereto.
[0149] In the present disclosure, an oxy group may refer to an oxygen atom bonded to an alkyl or aryl group defined above. The oxy group may include an alkoxy group and / or an aryloxy group. The alkoxy group may be a straight chain, a branched chain, or a ring. The number of carbon atoms in the alkoxy group is not particularly limited, but may be, for example, 1 to 20 or 1 to 10. Examples of oxy groups may include methoxy, ethoxy, n-propoxy, isopropoxy, butoxy, pentyloxy, hexyloxy, octyloxy, nonyloxy, decyloxy, benzyloxy, etc., but embodiments of the present disclosure are not limited thereto.
[0150] Boryl as used herein may refer to a boron atom bonded to an alkyl or aryl group defined above. Boryl may include an alkyl boryl and / or an aryl boryl. Examples of boryl may include dimethyl boryl, methyl boryl, tert-butyl methyl boryl, diphenyl boryl, phenyl boryl, etc., but embodiments of the present disclosure are not limited thereto.
[0151] In the present disclosure, the number of carbon atoms in the amine group is not particularly limited, for example, it can be 1 to 30. The amine group can include an alkylamine group and / or an arylamine group. Examples of the amine group can include a methylamine group, a dimethylamine group, an aniline group, a diphenylamine group, a naphthylamine group, a 9-methyl-anthrylamine group, etc., but the embodiments of the present disclosure are not limited thereto.
[0152] In the present disclosure, the alkyl group among the alkoxy group, the alkylthio group, the alkylsulfinyl group, the alkylsulfonyl group, the alkylaryl group, the alkylamino group, the alkylboryl group, the alkylsilyl group, and the alkylamine group may be the same as exemplified above.
[0153] In the present disclosure, the aryl group among the aryloxy group, the arylthio group, the arylsulfinyl group, the arylsulfonyl group, the arylamino group, the arylboryl group, the arylsilyl group, and the arylamine group may be the same as exemplified above.
[0154] In the present disclosure, a direct bond may refer to a single bond.
[0155] In this disclosure, and “—*” indicate the location to be connected.
[0156] Hereinafter, embodiments of the present disclosure will be described in more detail with reference to the accompanying drawings. In the present disclosure, the term "light emitting device" may be used interchangeably with the term "light emitting element".
[0157] Figure 1 is a plan view showing a display device DD according to one or more embodiments of the present disclosure. Figure 2 is a cross-sectional view of a display device DD according to one or more embodiments. Figure 2 It is shown along Figure 1 A cross-sectional view of a portion taken along line II'.
[0158] The display device DD may include a display panel DP and an optical layer PP disposed on the display panel DP on a third directional axis DR3. The display panel DP may include light emitting devices (or referred to as light emitting elements) ED-1, ED-2, and ED-3. The display device DD may include a plurality of light emitting devices ED-1, ED-2, and ED-3. The optical layer PP may be disposed on the display panel DP to control light reflected in the display panel DP due to external light. The optical layer PP may include, for example, a polarizing layer and / or a color filter layer. In some embodiments, the optical layer PP may not be disposed in the display device DD.
[0159] The base substrate BL may be disposed or provided on the optical layer PP. The base substrate BL may be a member that provides a base surface on which the optical layer PP is disposed. The base substrate BL may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiments of the present disclosure are not limited thereto, and the base substrate BL may be an inorganic layer, an organic layer, or a composite material layer. In some embodiments, the base substrate BL may not be provided.
[0160] The display device DD according to one or more embodiments may further include a filling layer. The filling layer may be disposed between the display device layer DP-ED and the base substrate BL. The filling layer may be an organic material layer. The filling layer may include at least one of an acrylic resin, a siloxane resin, and an epoxy resin.
[0161] The display panel DP may include a base layer BS, a circuit layer DP-CL disposed on the base layer BS, and a display device layer DP-ED. The display device layer DP-ED may include a pixel defining film PDL, light emitting devices ED-1, ED-2, and ED-3 disposed between corresponding portions of the pixel defining film PDL, and an encapsulation layer TFE disposed on the light emitting devices ED-1, ED-2, and ED-3.
[0162] The base layer BS may be a member that provides a base surface on which the display device layer DP-ED is disposed. The base layer BS may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiments of the present disclosure are not limited thereto, and the base layer BS may be an inorganic layer, an organic layer, or a composite material layer.
[0163] In one or more embodiments, the circuit layer DP-CL may be disposed on the base layer BS, and the circuit layer DP-CL may include a plurality of transistors. Each of the transistors may include a control electrode, an input electrode, and an output electrode. For example, in some embodiments, the circuit layer DP-CL may include a switching transistor and a driving transistor for driving the light emitting devices ED-1, ED-2, and ED-3 of the display device layer DP-ED.
[0164] Each of the light emitting devices ED-1, ED-2, and ED-3 may have a configuration according to the configuration to be described later. Figures 3 to 6 Each of the light emitting devices ED-1, ED-2 and ED-3 may include a first electrode EL1, a hole transport region HTR, a corresponding emission layer EML-R, EML-G or EML-B, an electron transport region ETR and a second electrode EL2.
[0165] Figure 2 An embodiment is shown in which the corresponding emission layers EML-R, EML-G and EML-B of the light-emitting devices ED-1, ED-2 and ED-3 are arranged in the opening OH defined in the pixel defining film PDL, and the hole transport region HTR, the electron transport region ETR and the second electrode EL2 are arranged as a common layer in the entire light-emitting devices ED-1, ED-2 and ED-3. However, the embodiments of the present disclosure are not limited thereto. For example, in one or more embodiments, the hole transport region HTR and the electron transport region ETR can be provided by patterning inside the opening OH defined in the pixel defining film PDL. For example, in some embodiments, the hole transport region HTR, the corresponding emission layers EML-R, EML-G and EML-B and the electron transport region ETR of the light-emitting devices ED-1, ED-2 and ED-3 can be provided by patterning in an inkjet printing method.
[0166] The encapsulation layer TFE may cover the light emitting devices ED-1, ED-2 and ED-3. The encapsulation layer TFE may seal the light emitting devices ED-1, ED-2 and ED-3. The encapsulation layer TFE may be a thin film encapsulation layer. The encapsulation layer TFE may be formed by stacking one or more layers. The encapsulation layer TFE may include at least one insulating layer. In some embodiments, the encapsulation layer TFE may include at least one inorganic film (hereinafter, encapsulation-inorganic film). In some embodiments, the encapsulation layer TFE may include at least one organic film (hereinafter, encapsulation-organic film) and at least one encapsulation-inorganic film.
[0167] The encapsulation-inorganic film protects the light-emitting devices ED-1, ED-2, and ED-3 from moisture / oxygen, and the encapsulation-organic film protects the light-emitting devices ED-1, ED-2, and ED-3 from foreign matter such as dust particles. The encapsulation-inorganic film may include silicon nitride, silicon oxynitride, silicon oxide, titanium oxide, and / or aluminum oxide, etc., but the embodiments of the present disclosure are not particularly limited thereto. In some embodiments, the encapsulation-organic film may include an acrylic compound and / or an epoxy compound, etc. In some embodiments, the encapsulation-organic film may include a photopolymerizable organic material, but the embodiments of the present disclosure are not particularly limited thereto.
[0168] The encapsulation layer TFE may be disposed on the second electrode EL2 , and may be disposed to fill the opening OH.
[0169] Reference Figure 1 and Figure 2 , the display device DD may include a non-light emitting area NPXA and light emitting areas PXA-R, PXA-G, and PXA-B. The light emitting areas PXA-R, PXA-G, and PXA-B may be areas in which light generated by the corresponding light emitting devices ED-1, ED-2, and ED-3 is emitted. The light emitting areas PXA-R, PXA-G, and PXA-B may be spaced apart (e.g., separated) from each other on a plane.
[0170] Each of the light-emitting regions PXA-R, PXA-G, and PXA-B may be a region divided by a pixel-defining film PDL. The non-light-emitting region NPXA may be a region corresponding to the pixel-defining film PDL between adjacent light-emitting regions PXA-R, PXA-G, and PXA-B. In one or more embodiments, the light-emitting regions PXA-R, PXA-G, and PXA-B may correspond to pixels, respectively. The pixel-defining film PDL may divide the light-emitting devices ED-1, ED-2, and ED-3. The corresponding emission layers EML-R, EML-G, and EML-B of the light-emitting devices ED-1, ED-2, and ED-3 may be disposed in the opening OH defined in the pixel-defining film PDL and separated from each other.
[0171] The light emitting regions PXA-R, PXA-G, and PXA-B may be divided into a plurality of groups according to the colors of the lights generated from the light emitting devices ED-1, ED-2, and ED-3. Figure 1 and Figure 2 In the display device DD of one or more embodiments shown in , three light emitting regions PXA-R, PXA-G, and PXA-B that emit red light, green light, and blue light, respectively, are exemplarily shown. For example, in one or more embodiments, the display device DD may include a red light emitting region PXA-R, a green light emitting region PXA-G, and a blue light emitting region PXA-B that are separated from each other.
[0172] In the display device DD according to one or more embodiments, a plurality of light emitting devices ED-1, ED-2, and ED-3 may emit light beams having different wavelengths from each other. For example, in some embodiments, the display device DD may include a first light emitting device ED-1 that emits red light, a second light emitting device ED-2 that emits green light, and a third light emitting device ED-3 that emits blue light. For example, in some embodiments, a red light emitting region PXA-R, a green light emitting region PXA-G, and a blue light emitting region PXA-B of the display device DD may correspond to the first light emitting device ED-1, the second light emitting device ED-2, and the third light emitting device ED-3, respectively.
[0173] However, the embodiments of the present disclosure are not limited thereto, and the first to third light emitting devices ED-1, ED-2, and ED-3 may emit light beams in substantially the same wavelength range, or at least one light emitting device may emit light beams in a wavelength range different from the wavelength range of the other light emitting devices. For example, in some embodiments, the first to third light emitting devices ED-1, ED-2, and ED-3 may all emit blue light.
[0174] The light emitting regions PXA-R, PXA-G, and PXA-B in the display device DD according to one or more embodiments may be arranged in a stripe form. Figure 1 , a plurality of red light emitting regions PXA-R may be arranged along the second direction axis DR2, a plurality of green light emitting regions PXA-G may be arranged along the second direction axis DR2, and a plurality of blue light emitting regions PXA-B may be arranged along the second direction axis DR2. In some embodiments, the red light emitting regions PXA-R, the green light emitting regions PXA-G, and the blue light emitting regions PXA-B may be alternately arranged along the first direction axis DR1 in the stated order.
[0175] Figure 1 and Figure 2It is shown that all the light emitting regions PXA-R, PXA-G, and PXA-B have similar areas, but the embodiments of the present disclosure are not limited thereto. Therefore, the light emitting regions PXA-R, PXA-G, and PXA-B may have different areas from each other according to the wavelength range of the emitted light. The areas of the light emitting regions PXA-R, PXA-G, and PXA-B may refer to an area when viewed on a plane defined by the first direction axis DR1 and the second direction axis DR2 (e.g., an area in a plan view).
[0176] In some embodiments, the arrangement of the light emitting regions PXA-R, PXA-G, and PXA-B is not limited to Figure 1 , and according to the characteristics of the display quality required in the display device DD, the order in which the red light emitting area PXA-R, the green light emitting area PXA-G, and the blue light emitting area PXA-B are arranged can be provided in one or more suitable combinations. For example, in one or more embodiments, the arrangement form of the light emitting areas PXA-R, PXA-G, and PXA-B can be pentile Arrangement form (for example, RGBG matrix, RGBG structure or RGBG matrix structure) or diamond (DiamondPixel TM ) arrangement form (for example, a display (for example, an OLED display) comprising red, blue, and green (RGB) light-emitting areas arranged in a diamond shape). is an officially registered trademark of Samsung Display Co., Ltd. DiamondPixel TM is a trademark of Samsung Display Co., Ltd.
[0177] In some embodiments, the areas of the light emitting regions PXA-R, PXA-G, and PXA-B may be different from each other. For example, in an embodiment, the area of the green light emitting region PXA-G may be smaller than the area of the blue light emitting region PXA-B, but the embodiments of the present disclosure are not limited thereto.
[0178] In the following, Figures 3 to 6 1 is a cross-sectional view schematically showing a light emitting element ED according to one or more embodiments of the present disclosure. The light emitting element ED according to one or more embodiments may include a first electrode EL1, a second electrode EL2 facing the first electrode EL1, and at least one functional layer between the first electrode EL1 and the second electrode EL2. The light emitting element ED of one or more embodiments may include a fused polycyclic compound of one or more embodiments to be explained later in at least one functional layer.
[0179] The light emitting element ED may include a hole transport region HTR, an emission layer EML, and / or an electron transport region ETR, etc., stacked in sequence (eg, in the stated order) as at least one functional layer. Figure 3 In one or more embodiments, the light emitting element ED may include a first electrode EL1, a hole transport region HTR, an emission layer EML, an electron transport region ETR, and a second electrode EL2 stacked in sequence (eg, in the stated order).
[0180] and Figure 3 compared to, Figure 4 A cross-sectional view of a light emitting element ED according to one or more embodiments is shown, wherein the hole transport region HTR includes a hole injection layer HIL and a hole transport layer HTL, and the electron transport region ETR includes an electron injection layer EIL and an electron transport layer ETL. Figure 3 compared to, Figure 5 A cross-sectional view of a light emitting element ED according to one or more embodiments is shown, wherein the hole transport region HTR includes a hole injection layer HIL, a hole transport layer HTL, and an electron blocking layer EBL, and the electron transport region ETR includes an electron injection layer EIL, an electron transport layer ETL, and a hole blocking layer HBL. Figure 4 compared to, Figure 6 A cross-sectional view of a light emitting element ED according to one or more embodiments is shown, the light emitting element ED including a cover layer CPL disposed on the second electrode EL2.
[0181] The light-emitting element ED of one or more embodiments may include a fused polycyclic compound of one or more embodiments to be explained later in at least one functional layer. In the light-emitting element ED of one or more embodiments, at least one selected from the hole transport region HTR, the emission layer EML, and the electron transport region ETR may include a fused polycyclic compound of one or more embodiments. For example, in the light-emitting element ED of one or more embodiments, the emission layer EML may include a fused polycyclic compound of one or more embodiments.
[0182] The first electrode EL1 has conductivity (for example, is a conductor). The first electrode EL1 may be formed of a metal material, a metal alloy and / or a conductive compound. The first electrode EL1 may be an anode or a cathode. However, the embodiments of the present disclosure are not limited thereto. In one or more embodiments, the first electrode EL1 may be a pixel electrode. The first electrode EL1 may be a transmissive electrode, a transflective electrode or a reflective electrode. The first electrode EL1 may include at least one selected from silver (Ag), magnesium (Mg), copper (Cu), aluminum (Al), platinum (Pt), palladium (Pd), gold (Au), nickel (Ni), neodymium (Nd), iridium (Ir), chromium (Cr), lithium (Li), calcium (Ca), lithium fluoride (LiF), molybdenum (Mo), titanium (Ti), tungsten (W), indium (In), tin (Sn) and zinc (Zn), all selected from two or more of them One or more compounds, all selected from two or more of them One or more mixtures and / or one or more of their oxides.
[0183] When the first electrode EL1 is a transmissive electrode, the first electrode EL1 may include a transparent metal oxide such as indium tin oxide (ITO), indium zinc oxide (IZO), zinc oxide (ZnO), and / or indium tin zinc oxide (ITZO). When the first electrode EL1 is a transflective electrode or a reflective electrode, the first electrode EL1 may include Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, W, any compound thereof, any mixture thereof (e.g., a mixture of Ag and Mg), or a material having a multilayer structure such as LiF / Ca (a stacking structure of LiF and Ca), LiF / Al (a stacking structure of LiF and Al). In some embodiments, the first electrode EL1 may have a multilayer structure including a reflective film or a transflective film formed of the above materials and a transparent conductive film formed of ITO, IZO, ZnO, ITZO, etc. For example, in some embodiments, the first electrode EL1 may have a three-layer structure of ITO / Ag / ITO, but the embodiments of the present disclosure are not limited thereto. The first electrode EL1 may include one of the above metal materials, any combination of at least two of the above metal materials, and / or any oxide of the above metal materials. The thickness of the first electrode EL1 may be about to about For example, in one or more embodiments, the thickness of the first electrode EL1 may be about 1000 Å. to about
[0184] The hole transport region HTR may be disposed on the first electrode EL1. The hole transport region HTR may include at least one of a hole injection layer HIL, a hole transport layer HTL, a buffer layer, an emission auxiliary layer, and an electron blocking layer EBL. The thickness of the hole transport region HTR may be, for example, about 100 Å. to about
[0185] The hole transport region HTR may have a single layer formed of a single material, a single layer formed of a plurality of different materials, or a multi-layered structure including a plurality of layers formed of a plurality of different materials.
[0186] For example, in one or more embodiments, the hole transport region HTR may have a single layer structure of a hole injection layer HIL or a hole transport layer HTL, or may have a single layer structure formed of a hole injection material and a hole transport material. In some embodiments, the hole transport region HTR may have a single layer structure formed of a plurality of different materials or a structure in which hole injection layer HIL / hole transport layer HTL, hole injection layer HIL / hole transport layer HTL / buffer layer, hole injection layer HIL / buffer layer, hole transport layer HTL / buffer layer, or hole injection layer HIL / hole transport layer HTL / electron blocking layer EBL are stacked in sequence (e.g., in the stated order) from the first electrode EL1, but the embodiments of the present disclosure are not limited thereto.
[0187] The hole transport region HTR may be formed using one or more suitable methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB), inkjet printing, laser printing, and / or laser induced thermal imaging (LITI).
[0188] In one or more embodiments, the hole transport region HTR may include a compound represented by Formula H-1:
[0189] Formula H-1
[0190]
[0191] In formula H-1, L 1 and L 2 L and L may be independently a direct bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. a and b may be independently an integer from 0 to 10. In some embodiments, when a or b is an integer of 2 or more, multiple L 1 or more L 2 Each may independently be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.
[0192] In formula H-1, Ar 1 and Ar 2 and Ar may be independently substituted or unsubstituted aryl groups having 6 to 30 ring carbon atoms or substituted or unsubstituted heteroaryl groups having 2 to 30 ring carbon atoms. 3 It may be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.
[0193] The compound represented by formula H-1 may be a monoamine compound. In some embodiments, the compound represented by formula H-1 may be a compound selected from Ar 1 To Ar 3 At least one of them may include an amine group as a diamine compound substituent. In some embodiments, the compound represented by formula H-1 may be 1 and Ar 2 A carbazole compound comprising a substituted or unsubstituted carbazole group in at least one of the following: 1 and Ar 2 A fluorene compound in which at least one of the compounds includes a substituted or unsubstituted fluorenyl group.
[0194] The compound represented by Formula H-1 may be any one selected from the compounds in Compound Group H. However, the compounds listed in Compound Group H are merely examples, and the compound represented by Formula H-1 is not limited to the compounds represented in Compound Group H:
[0195] Compound Group H
[0196]
[0197]
[0198] In one or more embodiments, the hole transport region HTR may include a phthalocyanine compound (such as copper phthalocyanine), N 1 ,N 1 '-([1,1'-biphenyl]-4,4'-diyl)bis(N 1 -phenyl-N 4 ,N 4-dimethylphenylbenzene-1,4-diamine) (DNTPD), 4,4',4"-[tri(3-methylphenyl)phenylamino]triphenylamine (m-MTDATA), 4,4',4"-tri(N,N-diphenylamino)triphenylamine (TDATA), 4,4',4"-tri[N-(2-naphthyl)-N-phenylamino]triphenylamine (2-TNATA), poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS), polyaniline / dodecylbenzenesulfonic acid (PANI / At least one of poly(4-styrene sulfonate) (PANI / PSS), poly(DBSA), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrene sulfonate) (PANI / PSS), N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine (NPB), triphenylamine-containing polyether ketone (TPAPEK), 4-isopropyl-4'-methyldiphenyliodonium [tetrakis(pentafluorophenyl)borate], dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexanitrile (HAT-CN), etc.
[0199] In one or more embodiments, the hole transport region HTR may include at least one selected from carbazole derivatives (such as N-phenylcarbazole or polyvinylcarbazole), fluorene derivatives, triphenylamine derivatives (such as N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (TPD) or 4,4',4"-tri(N-carbazyl)triphenylamine (TCTA)), N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine (NPB), 4,4'-cyclohexylene-bis[N,N-bis(4-methylphenyl)aniline] (TAPC), 4,4'-bis[N,N'-(3-tolyl)amino]-3,3'-dimethylbiphenyl (HMTPD), 1,3-bis(carbazole-9-yl)benzene (mCP), etc.
[0200] In some embodiments, the hole transport region HTR may include 9-(4-tert-butylphenyl)-3,6-bis(triphenylsilyl)-9H-carbazole (CzSi), 9-phenyl-9H-3,9'-bicarbazole (CCP), 1,3-bis(1,8-dimethyl-9H-carbazole-9-yl)benzene (mDCP), or the like.
[0201] The hole transport region HTR may include at least one of the above-mentioned compounds of the hole transport region HTR in at least one of the hole injection layer HIL, the hole transport layer HTL, and the electron blocking layer EBL.
[0202] The thickness of the hole transport region HTR may be about to about (For example, about to about ). When the hole transport region HTR includes the hole injection layer HIL, the hole injection layer HIL may have, for example, about to about When the hole transport region HTR includes the hole transport layer HTL, the hole transport layer HTL may have a thickness of about To date For example, when the hole transport region HTR includes the electron blocking layer EBL, the electron blocking layer EBL may have a thickness of about to about When the thicknesses of the hole transport region HTR, the hole injection layer HIL, the hole transport layer HTL, and the electron blocking layer EBL satisfy the above ranges, satisfactory hole transport properties may be achieved without significantly increasing the driving voltage.
[0203] In one or more embodiments, in addition to the above-mentioned materials, the hole transport region HTR may further include a charge generating material to increase conductivity. The charge generating material may be substantially uniformly or non-uniformly dispersed in the hole transport region HTR. The charge generating material may be, for example, a p-dopant. The p-dopant may include at least one of a halogenated metal compound, a quinone derivative, a metal oxide, and a cyano compound, but the embodiments of the present disclosure are not limited thereto. For example, in some embodiments, the p-dopant may include a halogenated metal compound (such as CuI and / or RbI), a quinone derivative (such as tetracyanoquinodimethane (TCNQ) and / or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F 4 -TCNQ)), metal oxides (such as tungsten oxide and / or molybdenum oxide), cyano compounds (such as dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexanitrile (HAT-CN) and / or 4-[[2,3-bis[cyano-(4-cyano-2,3,5,6-tetrafluorophenyl)methylene]cyclopropyl]-cyanomethyl]-2,3,5,6-tetrafluorobenzonitrile (NDP9)), etc., but the embodiments of the present disclosure are not limited thereto.
[0204] As described above, in addition to the hole injection layer HIL and the hole transport layer HTL, the hole transport region HTR may further include at least one of a buffer layer and an electron blocking layer EBL. The buffer layer may compensate for the resonance distance according to the wavelength of light emitted from the emission layer EML, and the light emission efficiency may thus be increased. The material that may be included in the hole transport region HTR may be used as the material included in the buffer layer. The electron blocking layer EBL is a layer for preventing or reducing electron injection from the electron transport region ETR to the hole transport region HTR.
[0205] The emission layer EML may be disposed on the hole transport region HTR. The emission layer EML may have, for example, approximately to about or about to about The emission layer EML may have a single layer formed of a single material, a single layer formed of a plurality of different materials, or a multilayer structure having a plurality of layers formed of a plurality of different materials.
[0206] The light emitting element ED of one or more embodiments may include a fused polycyclic compound represented by Formula 1 in at least one functional layer disposed between the first electrode EL1 and the second electrode EL2. In the light emitting element ED according to one or more embodiments, the emission layer EML may include the fused polycyclic compound of one or more embodiments. In one or more embodiments, the emission layer EML may include the fused polycyclic compound of one or more embodiments as a dopant. The fused polycyclic compound of one or more embodiments may be a dopant material of the emission layer EML. In the present disclosure, the fused polycyclic compound of one or more embodiments may be referred to as a first compound.
[0207] The fused polycyclic compound of one or more embodiments may include a structure in which a plurality of aromatic rings are fused through at least one boron atom and at least one heteroatom. The fused polycyclic compound of one or more embodiments may include a structure in which a plurality of aromatic rings are fused through a first boron atom, a first nitrogen atom, and a first heteroatom or carbon atom. For example, the fused polycyclic compound of one or more embodiments may include a fused ring formed of a plurality of aromatic rings fused through a boron atom, a first nitrogen atom, and a first heteroatom.
[0208] The fused polycyclic compound of one or more embodiments may include a structure in which the first aromatic ring to the third aromatic ring (i.e., the first aromatic ring, the second aromatic ring and the third aromatic ring) are fused by the first boron atom, the first nitrogen atom and the first heteroatom or carbon atom. The first aromatic ring to the third aromatic ring may be all connected to the first boron atom, the first aromatic ring and the second aromatic ring may be connected by the first nitrogen atom, and the first aromatic ring and the third aromatic ring may be connected by the first heteroatom or carbon atom. Here, the first boron atom, the first nitrogen atom and the first heteroatom or carbon atom and the fused structure formed by condensing the first aromatic ring to the third aromatic ring via the first boron atom, the first nitrogen atom and the first heteroatom or carbon atom may be referred to as a "fused ring core".
[0209] In one or more embodiments, the first to third aromatic rings may be independently substituted or unsubstituted monocyclic aromatic hydrocarbon rings having 6 to 30 ring-forming carbon atoms or substituted or unsubstituted monocyclic aromatic heterocycles having 2 to 30 ring-forming carbon atoms. The first to third aromatic rings may be independently 6-membered aromatic hydrocarbon rings. For example, in one or more embodiments, the first to third aromatic rings may be independently be benzene rings. In one or more embodiments, the first heteroatom may be oxygen (O), sulfur (S), silicon (Si) or nitrogen (N).
[0210] The fused polycyclic compound of one or more embodiments may include a first substituent connected to the fused ring core. The first substituent may be connected to the first nitrogen atom of the fused ring core. The first substituent may include a phenyl moiety and / or a heterocyclic moiety. The heterocyclic moiety may be a substituted pyridyl, a substituted pyrimidyl or a substituted 1,3,5-triazine. For example, in one or more embodiments, the heterocyclic moiety may be a substituted 1,3,5-triazine.
[0211] The phenyl moiety can be connected to any one of carbon 2, carbon 4 and carbon 6 of the heterocyclic moiety, and the substituted or unsubstituted aromatic moiety can be connected to the other two carbons. For example, when the phenyl moiety is connected to carbon 2 of the heterocyclic moiety, the substituted or unsubstituted aromatic moiety can be connected to carbon 4 or carbon 6 of the heterocyclic moiety. In some embodiments, when the phenyl moiety is connected to carbon 4 of the heterocyclic moiety, the substituted or unsubstituted aromatic moiety can be connected to carbon 2 or carbon 6 of the heterocyclic moiety. In some embodiments, when the phenyl moiety is connected to carbon 6 of the heterocyclic moiety, the substituted or unsubstituted aromatic moiety can be connected to carbon 2 or carbon 4 of the heterocyclic moiety. In some embodiments, herein, the term "substituted or unsubstituted aromatic moiety" can be a substituted or unsubstituted aryl having 6 to 30 carbon atoms or a substituted or unsubstituted heteroaryl having 2 to 30 carbon atoms.
[0212] Here, the carbon numbers of the heterocyclic moiety are numbered as shown in the following structures H1 to H3.
[0213]
[0214] In one or more embodiments, the first substituent can be connected to the first nitrogen-atoms of the fused ring core. The phenyl moiety of the first substituent can be connected to the first nitrogen-atoms of the fused ring core. Any one of the six carbon atoms constituting the phenyl moiety can be connected to the heterocyclic moiety, and among the other five carbons, the carbon in the ortho position of the carbon atom to which the heterocyclic moiety is connected can be connected to the first nitrogen-atoms. For example, in one or more embodiments, the heterocyclic moiety and the first nitrogen-atoms can be connected to the phenyl moiety to be located in the ortho position.
[0215] In one or more embodiments, the first substituent may include a phenyl portion and a heterocyclic portion connected to the phenyl portion. The first substituent may be represented by formula X1.
[0216] Formula X1
[0217]
[0218] In formula X1, selected from X 1 To X 3 At least one of them may be N, and the rest may (eg, may all) be CR n3 R n4 For example, select X 1 To X 3 One of them can be N, and the other two can be CR n3 R n4 In some embodiments, X 1 To X 3 Two of them can be N, and the other can be CR n3 R n4 In some embodiments, X 1 To X 3 It can be all N.
[0219] In formula X1, R n1 and R n2 and R and R are independently substituted or unsubstituted aryl groups having 6 to 30 ring carbon atoms or substituted or unsubstituted heteroaryl groups having 2 to 30 ring carbon atoms. n1 and R n2 Each of R and R can be independently a substituted or unsubstituted phenyl group. n1 and R n2 All of them may correspond to the above-mentioned "aromatic moiety".
[0220] In formula X1, R n3 and R n4 Each may independently be hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.
[0221] In formula X1, is the site of attachment to the fused ring core.
[0222] However, for ease of description, a substituent linked to the phenyl moiety is not provided in Formula X1. Unlike shown in Formula X1, the phenyl moiety included in the first substituent may have at least one substituent in addition to a hydrogen atom.
[0223] The fused polycyclic compound of one or more embodiments may be represented by Formula 1.
[0224] Formula 1
[0225]
[0226] The fused polycyclic compound of one or more embodiments represented by Formula 1 may include a structure in which three aromatic rings are fused via a first boron atom, a first nitrogen atom, and a first heteroatom or carbon atom. 1 The benzene ring of the substituent represented by may correspond to the first aromatic ring, and may be substituted by R 2 The benzene ring of the substituent represented by may correspond to the second aromatic ring and be substituted by R 3 The benzene ring of the substituent represented by may correspond to the third aromatic ring.
[0227] In formula 1, X 1 Can be O, S, NR 4 , CR 5 R 6 or SiR 7 R 8 .
[0228] In formula 1, R 1 To R 8 and R and R are independently hydrogen, deuterium, halogen, cyano, nitro, substituted or unsubstituted amine, substituted or unsubstituted silyl, substituted or unsubstituted oxy, substituted or unsubstituted thiol, substituted or unsubstituted boron, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. In some embodiments, R 1 To R 8 and R are independently hydrogen, deuterium, halogen, substituted or unsubstituted amine, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. 1 To R 8 One or more of them can be independently bound to an adjacent group to form a ring. For example, in one or more embodiments, R 1 To R 8 Each of them may independently be hydrogen, an unsubstituted tert-butyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, or a substituted or unsubstituted carbazolyl group.
[0229] In one or more embodiments, when X 1 YesNR 4 When R 4 The substituent represented by may be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, or may be represented by the formula S. In one or more embodiments, when X 1 YesNR 4 When R 4 The substituent represented may be a substituted or unsubstituted biphenyl group or a substituted or unsubstituted terphenyl group, or may be represented by the formula S.
[0230] In one or more embodiments, when X 1 YesNR 4 When R 4 The substituent represented may be represented by formula B or formula S.
[0231] Formula B
[0232]
[0233] In formula B, B 1 To B 5 and B may be independently hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. For example, in one or more embodiments, B 1 To B 5 and may each independently be hydrogen, deuterium, substituted or unsubstituted tert-butyl, or substituted or unsubstituted phenyl.
[0234] In formula B, B 1 and B 2 At least one of the above may be independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 and B 2 At least one of the phenyl groups may be a substituted or unsubstituted phenyl group. For example, in formula B, 1 and B 2 Any one of them may be a substituted or unsubstituted phenyl, and the other may be hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. In some embodiments, in Formula B, B 1 and B 2They may all be substituted or unsubstituted phenyl groups.
[0235] In formula 1, R a It may be represented by Formula S. Here, the substituent represented by Formula S may correspond to the above-mentioned first substituent.
[0236] In Formula 1, n1 may be an integer from 0 to 3. In Formula 1, when n1 is 0, the fused polycyclic compound of one or more embodiments may not be R 1 In Formula 1, when n1 is 3 and R 1 When all are hydrogen, this embodiment can be the same as when n1 in Formula 1 is 0. When n1 is an integer of 2 or greater, a plurality of R 1 Can be all the same, or multiple R 1 At least one (e.g., selected from a plurality of R 1 At least one of the two) may be different.
[0237] In Formula 1, n2 and n3 may each independently be an integer of 0 to 4. In Formula 1, when n2 and n3 are both 0, the fused polycyclic compound of one or more embodiments may not be R 2 and R 3 When n2 and n3 are both 4 and R 2 and R 3 When both n2 and n3 are hydrogen, this embodiment can be the same as when both n2 and n3 are 0. When both n2 and n3 are integers of 2 or greater, both provide a plurality of R 2 and R 3 They can be the same or provided as multiple R 2 and R 3 At least one of may be different.
[0238] Formula S
[0239]
[0240] In formula S, Ar 1 and Ar 2 and Ar may be independently substituted or unsubstituted aryl groups having 6 to 30 ring carbon atoms or substituted or unsubstituted heteroaryl groups having 2 to 30 ring carbon atoms. 1 and Ar 2 Each of them independently may be a substituted or unsubstituted phenyl group.
[0241] In formula S, R 9It may be hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. 9 Can be bonded to adjacent groups to form a ring. For example, in one or more embodiments, R 9 It may be hydrogen, unsubstituted tert-butyl or substituted or unsubstituted phenyl.
[0242] In Formula S, n9 is an integer from 0 to 4. In Formula S, when n9 is 0, the fused polycyclic compound of one or more embodiments may not be R 9 In formula S, when n9 is 4 and R 9 When all are hydrogen, this embodiment can be the same as when n9 is 0. When n9 is an integer of 2 or greater, a plurality of R 9 Can be all the same, or multiple R 9 At least one (e.g., selected from a plurality of R 9 At least one of the two) may be different.
[0243] In formula S, is the site of attachment to Formula 1.
[0244] In one or more embodiments, the substituent represented by Formula S may be represented by Formula S1.
[0245] Formula S1
[0246]
[0247] In formula S1, R 11 and R 12 and R are independently hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. For example, in one or more embodiments, R 11 and R 12 may all independently be hydrogen.
[0248] In Formula S1, n11 and n12 may each independently be an integer of 0 to 5. In Formula S1, when n11 and n12 are both 0, the fused polycyclic compound of one or more embodiments may not be R 11 and R 12 When n11 and n12 are both 5 and R 11 and R 12When both n11 and n12 are hydrogen, this embodiment can be the same as when both n11 and n12 are 0. When both n11 and n12 are integers of 2 or greater, multiple R 11 and R 12 They can be the same or provided as multiple R 11 and R 12 At least one of may be different.
[0249] In formula S1, the same description as in formula S can also be applied to R 9 and n9.
[0250] In one or more embodiments, the first compound represented by Formula 1 may be represented by Formula 2.
[0251] Formula 2
[0252]
[0253] In formula 2, R b It can be represented by any one selected from Formula A-1 to Formula A-3.
[0254] Formula A-1
[0255]
[0256] Formula A-2
[0257]
[0258] Formula A-3
[0259]
[0260] In Formula A-1 to Formula A-3, R a1 To R a6 and R are independently hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. a1 To R a6 One or more of them can be independently bound to adjacent groups to form a ring. For example, in some embodiments, R a1 To R a6 Each may independently be hydrogen, unsubstituted tert-butyl, or substituted or unsubstituted phenyl.
[0261] In formula A-3, Ar 3 and Ar 4and Ar may be independently substituted or unsubstituted aryl groups having 6 to 30 ring carbon atoms or substituted or unsubstituted heteroaryl groups having 2 to 30 ring carbon atoms. 3 and Ar 4 Each of them independently may be a substituted or unsubstituted phenyl group.
[0262] In Formula A-1 and Formula A-2, m1, m3, and m5 may each independently be an integer from 0 to 5. In Formula A-1 and Formula A-2, when m1, m3, and m5 are all 0, the fused polycyclic compound of one or more embodiments may not be R a1 , R a3 and R a5 When m1, m3 and m5 are all 5 and R a1 , R a3 and R a5 When all of m1, m3 and m5 are hydrogen, this embodiment can be the same as when all of m1, m3 and m5 are 0. When all of m1, m3 and m5 are integers of 2 or more, all of them are provided as a plurality of R a1 , R a3 and R a5 They can be the same or provided as multiple R a1 , R a3 and R a5 At least one of may be different.
[0263] In Formula A-1 and Formula A-3, m2 and m6 may each independently be an integer of 0 to 4. In Formula A-1 and Formula A-3, when m2 and m6 are both 0, the fused polycyclic compound of one or more embodiments may not be R a2 and R a6 When m2 and m6 are both 4 and R a2 and R a6 When both m2 and m6 are hydrogen, this embodiment can be the same as when both m2 and m6 are 0. When both m2 and m6 are integers of 2 or greater, multiple R a2 and R a6 They can be the same or provided as multiple R a2 and R a6 At least one of may be different.
[0264] In Formula A-2, m4 is an integer from 0 to 3. In Formula A-2, when m4 is 0, the fused polycyclic compound of one or more embodiments may not be R a4 In formula A-2, when m4 is 3 and R a4 When all are hydrogen, this embodiment can be the same as when m4 is 0 in Formula A-2. When m4 is an integer of 2 or greater, to provide a plurality of R a4Can be all the same, or multiple R a4 At least one (e.g., selected from a plurality of R a4 At least one of the two) may be different.
[0265] In Formula A-1 to Formula A-3, —* is a site for bonding to Formula 2.
[0266] In Formula 2, the same description as described in Formula 1 can be applied to R 1 To R 3 , R a and n1 to n3.
[0267] In one or more embodiments, the group represented by Formula A-2 may be represented by Formula A-2-1 or Formula A-2-2.
[0268] Formula A-2-1
[0269]
[0270] Formula A-2-2
[0271]
[0272] In Formula A-2-1 and Formula A-2-2, the same description as described in Formula A-2 can be applied to R a3 To R a5 and m3 to m5.
[0273] The fused polycyclic compound of one or more embodiments may include a second substituent. The second substituent may be connected to at least one of the first aromatic ring to the third aromatic ring selected from the fused ring core. In one or more embodiments, the second substituent may be provided as a plurality. The second substituent may be connected to the fused ring core and may be used to improve material stability. In one or more embodiments, the second substituent may be independently substituted or unsubstituted amine, substituted or unsubstituted aryl with 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl with 2 to 30 ring carbon atoms. For example, in one or more embodiments, the second substituent may be substituted or unsubstituted diphenylamine, substituted or unsubstituted phenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted phenoxazine, substituted or unsubstituted acridinyl or substituted or unsubstituted phenothiazine.
[0274] In one or more embodiments, the first compound represented by Formula 1 may be represented by Formula 3.
[0275] Formula 3
[0276]
[0277] In formula 3, R 1a To R 1c , R 2a To R 2d and R 3a To R 3d and R are independently hydrogen, deuterium, halogen, substituted or unsubstituted amine, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. 1a To R 1c , R 2a To R 2d and R 3a To R 3d One or more of them can be independently bound to adjacent groups to form a ring. For example, in some embodiments, R 1a To R 1c , R 2a To R 2d and R 3a To R 3d Each of them may independently be hydrogen, unsubstituted tert-butyl, substituted or unsubstituted phenyl, or substituted or unsubstituted carbazolyl.
[0278] In one or more embodiments, in Formula 3, R 1a To R 1c , R 2a To R 2d and R 3a To R 3d At least one of them may be a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or may be represented by any one selected from Formula B-1 to Formula B-4. In some embodiments, in Formula 3, R 1a To R 1c , R 2a To R 2d and R 3a To R 3d At least one of them may be selected from Substituent Group 1 which will be described later.
[0279] In one or more embodiments, selected from R 1a To R 1c , R 2a To R 2d and R 3a To R 3dAt least two of them may be represented by any one selected from Formula B-1 to Formula B-4, and the rest may be independently hydrogen, deuterium, halogen, substituted or unsubstituted amine, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. For example, in R 1a To R 1c , R 2a To R 2d and R 3a To R 3d Among them, R 2b and R 3b can be independently represented by any one selected from Formula B-1 to Formula B-4, and the remainder can be hydrogen. 1a To R 1c , R 2a To R 2d and R 3a To R 3d Among them, R 2c and R 3c can be independently represented by any one selected from Formula B-1 to Formula B-4, and the remainder can be hydrogen. 1a To R 1c , R 2a To R 2d and R 3a To R 3d Among them, R 2b and R 3c can be independently represented by any one selected from Formula B-1 to Formula B-4, and the remainder can be hydrogen. 1a To R 1c , R 2a To R 2d and R 3a To R 3d Among them, R 2c and R 3b Each may be independently represented by any one selected from Formula B-1 to Formula B-4, and the remainder may be hydrogen.
[0280] In one or more embodiments, selected from R 1a To R 1c , R 2a To R 2d and R 3a To R 3dAt least three of them may be represented by any one selected from Formula B-1 to Formula B-4, and the rest may be independently hydrogen, deuterium, halogen, substituted or unsubstituted amine, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. For example, in some embodiments, in R 1a To R 1c , R 2a To R 2d and R 3a To R 3d Among them, R 1a , R 2b and R 3b can be independently represented by any one selected from Formula B-1 to Formula B-4, and the remainder can be hydrogen. 1a To R 1c , R 2a To R 2d and R 3a To R 3d Among them, R 1a , R 2c and R 3c can be independently represented by any one selected from Formula B-1 to Formula B-4, and the remainder can be hydrogen. 1a To R 1c , R 2a To R 2d and R 3a To R 3d Among them, R 1a , R 2b and R 3c can be independently represented by any one selected from Formula B-1 to Formula B-4, and the remainder can be hydrogen. 1a To R 1c , R 2a To R 2d and R 3a To R 3d Among them, R 1a , R 2c and R 3b Each may be independently represented by any one selected from Formula B-1 to Formula B-4, and the remainder may be hydrogen.
[0281] Formula B-1
[0282]
[0283] Formula B-2
[0284]
[0285] Formula B-3
[0286]
[0287] Formula B-4
[0288]
[0289] In formula B-3, Z 1 Can be direct key, O, S or CR b8 R b9 .
[0290] In formula B-4, Z 2 Can be O, S, NR b10 or CR b11 R b12 .
[0291] In Formula B-1 to Formula B-4, R b1 To R b12 can be independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. In some embodiments, R b1 To R b12 One or more of them can be independently bound to adjacent groups to form a ring. For example, in some embodiments, R b1 To R b12 and R are independently hydrogen, deuterium, unsubstituted tert-butyl or substituted or unsubstituted phenyl. b11 and R b12 The substituent represented by formula B-4 may have a spiro structure when combined to form a ring.
[0292] In Formula B-1 and Formula B-2, m11 to m13 may each independently be an integer of 0 to 5. In Formula B-1 and Formula B-2, when m11 to m13 are both 0, the fused polycyclic compound of one or more embodiments may not be R b1 To R b3 When m11 to m13 are all 5 and R b1 To R b3 When all of m11 to m13 are hydrogen, this embodiment may be the same as when all of m11 to m13 are 0. When all of m11 to m13 are integers of 2 or greater, multiple R b1 To R b3 can be the same as each other, or can be selected from R provided in a plurality b1 To Rb3 At least one of them may be different.
[0293] In Formula B-3 and Formula B-4, m14, m15 and m17 may each independently be an integer from 0 to 4. In Formula B-3 and Formula B-4, when m14, m15 and m17 are all 0, the fused polycyclic compound of one or more embodiments may not be R b4 , R b5 and R b7 When m14, m15 and m17 are all 4 and R b4 , R b5 and R b7 When all of m14, m15 and m17 are hydrogen, this embodiment can be the same as when all of m14, m15 and m17 are 0. When all of m14, m15 and m17 are integers of 2 or greater, all of them are provided as a plurality of R b4 , R b5 and R b7 They can be the same or provided as multiple R b4 , R b5 and R b7 At least one of may be different.
[0294] In Formula B-4, m16 is an integer from 0 to 3. In Formula B-4, when m16 is 0, the fused polycyclic compound of one or more embodiments may not be R b6 In formula B-4, when m16 is 3 and R b6 When all are hydrogen, this embodiment can be the same as when m16 is 0 in Formula B-4. When m16 is an integer of 2 or more, a plurality of R b6 Can be all the same, or multiple R b6 At least one (e.g., selected from a plurality of R b6 At least one of the two) may be different.
[0295] In Formula 3, the same description as described in Formula 1 can be applied to X 1 and R a .
[0296] In one or more embodiments, the first compound represented by Formula 3 may be represented by any one selected from Formula 4-1 to Formula 4-4.
[0297] Formula 4-1
[0298]
[0299] Formula 4-2
[0300]
[0301] Formula 4-3
[0302]
[0303] Formula 4-4
[0304]
[0305] In Formula 4-1 to Formula 4-4, R w1 It may be hydrogen or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or may be represented by any one selected from Formula B-1 to Formula B-4. For example, in one or more embodiments, R w1 It may be hydrogen, an unsubstituted tert-butyl group, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted carbazolyl group.
[0306] In Formula 4-1 to Formula 4-4, R x1 , R x2 , R y1 and R y2 can be independently represented by any one selected from Formula B-1 to Formula B-4. For example, in one or more embodiments, R x1 , R x2 , R y1 and R y2 can be independently substituted or unsubstituted phenyl or substituted or unsubstituted carbazole. In some embodiments, in Formula 4-1 to Formula 4-4, R x1 , R x2 , R y1 and R y2 Each may be selected from Substituent Group 1 which will be described later.
[0307] In Formula 4-1 to Formula 4-4, the same description as described above in Formula 1 and Formula 3 may be applied to X 1 , R a , R 1b , R 1c , R 2a To R 2d and R 3a To R 3d .
[0308] In one or more embodiments, the first compound represented by Formula 1 may be represented by any one selected from Formula 5-1 to Formula 5-3.
[0309] Formula 5-1
[0310]
[0311] Formula 5-2
[0312]
[0313] Formula 5-3
[0314]
[0315] In Formula 5-1 to Formula 5-3, Ar a It may be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. For example, in one or more embodiments, Ar a The phenyl group may be substituted or unsubstituted.
[0316] In Formula 5-1 to Formula 5-3, R 9 ' and R 11 To R 14 and R are independently hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. 9 ' and R 11 To R 14 One or more of them may each independently bind to an adjacent group to form a ring.
[0317] In Formula 5-2 and Formula 5-3, n9' is an integer from 0 to 3. In Formula 5-2 and Formula 5-3, when n9' is 0, the fused polycyclic compound of one or more embodiments may not be R 9 'Replacement. In Formula 5-2 and Formula 5-3, when n9' is 3 and R 9 When n9' is an integer of 2 or more, a plurality of R 9 'Can be all the same, or multiple R 9 ' at least one (for example, selected from a plurality of R 9 'At least one of) may be different.
[0318] In Formula 5-2 and Formula 5-3, n11 to n14 may each independently be an integer of 0 to 5. In Formula 5-2 and Formula 5-3, when n11 to n14 are both 0, the fused polycyclic compound of one or more embodiments may not be R 11 To R 14 When n11 to n14 are all 5 and R 11 To R 14 When all of n11 to n14 are hydrogen, this embodiment may be the same as when all of n11 to n14 are 0. When all of n11 to n14 are integers of 2 or greater, all of them are provided as a plurality of R 11 To R14 Can be the same, or multiple R 11 To R 14 At least one (e.g., selected from a plurality of R 11 To R 14 At least one of the two) may be different.
[0319] In Formula 5-1 to Formula 5-3, the same description as described above in Formula 1 and Formula S can be applied to X 1 , R 1 To R 3 , R 9 , n1 to n3 and n9.
[0320] In one or more embodiments, the first compound represented by Formula 1 may be represented by any one selected from Formula 6-1 to Formula 6-3.
[0321] Formula 6-1
[0322]
[0323] Formula 6-2
[0324]
[0325] Formula 6-3
[0326]
[0327] In equations 6-1 to 6-3, R 9 '、R 15 ' and R 11 To R 19 and R are independently hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. 9 '、R 15 ' and R 11 To R 19 One or more of them can be independently bound to an adjacent group to form a ring. For example, in one or more embodiments, R 9 '、R 15 ' and R 11 To R 19 Each may independently be hydrogen, unsubstituted tert-butyl, or substituted or unsubstituted phenyl.
[0328] In Formula 6-2 and Formula 6-3, n9' and n15' may be independently integers of 0 to 3. In Formula 6-2 and Formula 6-3, when n9' and n15' are both 0, the fused polycyclic compound of one or more embodiments may not be R 9 ' and R 15 '. When n9' and n15' are both 3 and R 9 ' and R 15 When n9' and n15' are both hydrogen, the embodiment can be the same as when n9' and n15' are both 0. When n9' and n15' are both integers of 2 or greater, multiple R 9 ' and R 15 ' can be the same, or can be provided as multiple R 9 ' and R 15 ' may be different.
[0329] In Formulae 6-1 to 6-3, n11 to n14 and n16 to n19 may each independently be an integer of 0 to 5. In Formulae 6-1 to 6-3, when n11 to n14 and n16 to n19 are all 0, the fused polycyclic compound of one or more embodiments may not be R 11 To R 14 and R 16 To R 19 When n11 to n14 and n16 to n19 are all 5 and R 11 To R 14 and R 16 To R 19 When all of n11 to n14 and n16 to n19 are hydrogen, this embodiment may be the same as when all of n11 to n14 and n16 to n19 are 0. When all of n11 to n14 and n16 to n19 are integers of 2 or more, a plurality of R 11 To R 14 and R 16 To R 19 can be the same as each other, or can be selected from R provided in a plurality 11 To R 14 and R 16 To R 19 At least one of them may be different.
[0330] In Formula 6-1 and Formula 6-2, n15 is an integer from 0 to 4. In Formula 6-1 and Formula 6-2, when n15 is 0, the fused polycyclic compound of one or more embodiments may not be R 15 In Formula 6-1 and Formula 6-2, when n15 is 4 and R 15 When all are hydrogen, this embodiment can be the same as when n15 in Formula 6-1 and Formula 6-2 is 0. When n15 is an integer of 2 or more, a plurality of R 15Can be all the same, or multiple R 15 At least one (e.g., selected from a plurality of R 15 At least one of the two) may be different.
[0331] In Formula 6-1 to Formula 6-3, the same description as described above in Formula 1 and Formula S can be applied to R 1 To R 3 , R 9 , n1 to n3 and n9.
[0332] In one or more embodiments, the first compound represented by Formula 1 may be represented by any one selected from Formula 7-a to Formula 7-d.
[0333] Formula 7-a
[0334]
[0335] Formula 7-b
[0336]
[0337] Formula 7-c
[0338]
[0339] Formula 7-d
[0340]
[0341] In Formula 7-a to Formula 7-d, R 1 '、R 2 ' and R 3 ' may be independently hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. For example, in one or more embodiments, R 1 '、R 2 ' and R 3 ' may each independently be a hydrogen atom.
[0342] In Formula 7-a to Formula 7-d, R 2r , R 2s , R 3r and R 3s can be independently represented by any one selected from Formula B-1 to Formula B-4. For example, in one or more embodiments, R 2r , R 2s , R 3r and R 3smay be independently substituted or unsubstituted amine, substituted or unsubstituted phenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl or substituted or unsubstituted dibenzothiophenyl. In some embodiments, in Formula 7-a to Formula 7-d, R 2r , R 2s , R 3r and R 3s may each be independently selected from Substituent Group 1 which will be described later.
[0343] In Formula 7-a to Formula 7-d, R 1r It may be hydrogen, deuterium, or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or may be represented by any one selected from Formula B-1 to Formula B-4. For example, in one or more embodiments, R 1r It may be hydrogen, an unsubstituted tert-butyl group, a substituted or unsubstituted amino group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.
[0344] In Formula 7-a to Formula 7-d, the same description as described above in Formula 1 may be applied to X 1 and R a .
[0345] In one or more embodiments, the first compound represented by Formula 1 may be represented by any one selected from Formula 7-1 to Formula 7-4.
[0346] Formula 7-1
[0347]
[0348] Formula 7-2
[0349]
[0350] Formula 7-3
[0351]
[0352] Formula 7-4
[0353]
[0354] In equations 7-1 to 7-4, R 2 ' and R 3' may be independently hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. For example, in one or more embodiments, R 2 ' and R 3 ' may each independently be hydrogen.
[0355] In Formula 7-1 to Formula 7-4, the same description as described above in Formula 7-a to Formula 7-d can be applied to R 2r , R 2s , R 3r and R 3s For example, in one or more embodiments, R 2r , R 2s , R 3r and R 3s Each of them may independently be a substituted or unsubstituted amino group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.
[0356] In Formula 7-1 to Formula 7-4, the same description as described above in Formula 7-a to Formula 7-d can be applied to R 1r For example, in one or more embodiments, R 1r It may be hydrogen, deuterium, a substituted or unsubstituted amino group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.
[0357] In Formula 7-1 to Formula 7-4, the same description as described above in Formula 1 and Formula S can be applied to X 1 ,Ar 1 ,Ar 2 , R 9 and n9.
[0358] In one or more embodiments, the first compound represented by Formula 1 may be represented by Formula 8-1 or Formula 8-2.
[0359] Formula 8-1
[0360]
[0361] Formula 8-2
[0362]
[0363] In equations 8-1 and 8-2, R 11 , R12 , R 15 To R 17 and A 1 To A 9 and R are independently hydrogen, deuterium, halogen, substituted or unsubstituted amine, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms. For example, in one or more embodiments, R 11 , R 12 and R 15 To R 17 A and A are independently hydrogen, unsubstituted tert-butyl or substituted or unsubstituted phenyl. 1 To A 9 Each of them independently may be hydrogen, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted carbazolyl group.
[0364] In Formula 8-1 and Formula 8-2, A 1 To A 9 At least one of them may be selected from Substituent Group 1.
[0365] In Formula 8-1 and Formula 8-2, n11, n12, n16, and n17 may each independently be an integer of 0 to 5.
[0366] In Formula 8-1 and Formula 8-2, when n11, n12, n16, and n17 are all 0, the fused polycyclic compound of one or more embodiments may not be R 11 , R 12 , R 16 and R 17 When n11, n12, n16 and n17 are all 5 and R 11 , R 12 , R 16 and R 17 When all of n11, n12, n16 and n17 are hydrogen, this embodiment can be the same as when all of n11, n12, n16 and n17 are 0. When all of n11, n12, n16 and n17 are integers of 2 or more, all of them are provided as a plurality of R 11 , R 12 , R 16 and R 17 can be the same as each other, or can be selected from R provided in a plurality 11 , R 12 , R 16 and R 17 At least one of them may be different.
[0367] In Formula 8-2, n15 is an integer from 0 to 4. In Formula 8-2, when n15 is 0, the fused polycyclic compound of one or more embodiments may not be R 15 In formula 8-2, when n15 is 4 and R 15 When all are hydrogen, this embodiment can be the same as when n15 in Formula 8-2 is 0. When n15 is an integer of 2 or greater, multiple R 15 Can be all the same, or multiple R 15 At least one (e.g., selected from a plurality of R 15 At least one of the two) may be different.
[0368] In Formula 8-1 and Formula 8-2, the same description as described above in Formula 1 and Formula S can be applied to X 1 , R 9 and n9.
[0369] Substituent Group 1
[0370]
[0371]
[0372]
[0373]
[0374] In Substituent Group 1, excluding the moiety represented by the substituent of Substituent Group 1, It is the site of attachment to the corresponding structural part of the fused polycyclic compound.
[0375] In one or more embodiments, the fused polycyclic compound represented by Formula 1 may include at least one deuterium as a substituent. The fused polycyclic compound of one or more embodiments represented by Formula 1 may include a structure in which at least one hydrogen is substituted with deuterium.
[0376] The condensed polycyclic compound of one or more embodiments may be any one selected from the compounds shown in compound group 1. At least one functional layer included in the light-emitting element ED of one or more embodiments may include at least one condensed polycyclic compound selected from the compounds shown in compound group 1. The light-emitting element ED of one or more embodiments may include at least one condensed polycyclic compound selected from the compounds shown in compound group 1 in the emission layer EML.
[0377] Compound Group 1
[0378]
[0379]
[0380]
[0381]
[0382]
[0383]
[0384]
[0385]
[0386]
[0387]
[0388]
[0389]
[0390]
[0391]
[0392]
[0393]
[0394]
[0395]
[0396]
[0397]
[0398]
[0399]
[0400]
[0401]
[0402]
[0403]
[0404]
[0405]
[0406]
[0407] In the exemplary compounds given in Compound Group 1, "D" represents deuterium.
[0408] The fused polycyclic compound of one or more embodiments represented by Formula 1 may include a structure in which a plurality of aromatic rings are fused through a boron atom, a first nitrogen atom, and a first heteroatom or carbon atom, and may have a structure in which a first substituent is connected to the first nitrogen atom.
[0409] The fused polycyclic compound of one or more embodiments can effectively maintain the triangular planar structure of the boron atom through the steric hindrance effect caused by the first substituent. The boron atom has an electron-deficient property due to the empty p orbital, so it will bind to other nucleophiles and be modified into a tetrahedral structure, which will cause degradation of the light-emitting element. According to one or more embodiments of the present disclosure, in the fused polycyclic compound of one or more embodiments, when the first substituent is introduced into the fused ring core, the empty p orbital of the boron atom can be effectively protected, and therefore, the degradation caused by structural deformation can be prevented or reduced.
[0410] In one or more embodiments, in the fused polycyclic compound, the steric hindrance effect caused by the first substituent can suppress or reduce the intermolecular interaction to control the aggregation, the formation of the exciplex or the formation of the exciplex, which can lead to a larger luminous efficiency. The fused polycyclic compound of one or more embodiments represented by Formula 1 has a large structure, so the intermolecular distance is widened to reduce the Dexter energy transfer, and therefore, the increase in the concentration of triplet excitons in the fused polycyclic compound can be prevented or reduced. The high concentration of triplet excitons maintains an excited state for a long period of time, so it will cause the compound to decompose, and will induce high-energy hot excitons generated by triplet-triplet annihilation (TTA), so as to cause the surrounding compound structure to collapse. In addition, triplet-triplet annihilation is a bimolecular reaction that quickly quenches triplet excitons for light emission, and therefore can cause a reduction in the luminous efficiency as a non-radiative transition. In one or more embodiments, in the fused polycyclic compound, the intermolecular distance is increased by the first substituent, and thus, Dexter energy transfer can be suppressed or reduced to prevent or reduce the degradation of the service life caused by the increase in triplet exciton concentration. Therefore, when the fused polycyclic compound of one or more embodiments is applied to the emission layer EML of the light-emitting element ED, the luminous efficiency can be increased and the element service life can also be improved.
[0411] According to one or more embodiments, the first substituent may include a phenyl portion and a triazine portion connected to the phenyl portion. The triazine portion of one or more embodiments may have a TZ structure. The carbon at the position of "a" in the triazine portion may have an electron-withdrawing property. The triazine portion in one or more embodiments may be connected to the first nitrogen atom of the first compound through the carbon at the position of "a". The same description as in Formula S may apply to Ar in the TZ structure. 1 and Ar 2 .
[0412]
[0413] Here, the first substituent is connected to the first nitrogen atom of the first compound, and therefore, the spatial overlap between the HOMO (highest occupied molecular orbital) and the LUMO (lowest unoccupied molecular orbital) of the first compound can be minimized or reduced to improve the multiple resonance effect. Referring to the following structure C1, in a fused ring core structure centered on a boron atom, a first nitrogen atom, and a first heteroatom or carbon atom, the first nitrogen atom can correspond to a position with a high electron density. In a fused ring core centered on a boron atom, a first nitrogen atom with a high electron density is connected to the "a" carbon of a triazine portion having an electron-withdrawing property to effectively separate HOMO and LUMO, resulting in an improvement in the multiple resonance effect. Therefore, the first compound into which the first substituent of one or more embodiments is introduced can exhibit high luminescence efficiency. At the same time, the same description as in Formula 1 can be applied to R in Structure C1. a and X 1 In addition, for ease of description, substituents connected to the fused ring core are not provided in Structure C1.
[0414]
[0415] The fused polycyclic compound of one or more embodiments represented by Formula 1 includes a first substituent, thereby increasing the rigidity within the molecule. Therefore, structural changes within the molecule are suppressed or reduced, and Stokes shift is reduced, which can increase photoluminescence quantum yield (PLQY) and intermolecular fluorescence resonance energy transfer (FRET). Here, Stokes shift can represent the difference between the maximum wavelength at which the compound absorbs energy and the maximum wavelength at which the compound emits energy.
[0416] In one or more embodiments, when the fused polycyclic compound includes a first substituent, the intramolecular rigidity increases to prevent or reduce significant structural changes in the excited state and the ground state, and thus, the Stokes shift can be greatly reduced to allow blue light emission with high color purity. Therefore, when the fused polycyclic compound according to one or more embodiments of the present disclosure is introduced as a dopant for the emission layer, the luminous efficiency and color purity can be improved.
[0417] Table 1 shows the measured dihedral angles of the example compounds and comparative example compounds. In the measurement of the dihedral angles, the following example compound 309 and comparative example compound C1 sharing similar structures were used. Comparative example compound C1 is different from example compound 309 in that comparative example compound C1 does not include a triazine portion and has a structure in which a phenyl portion is bonded to a nitrogen atom of a fused ring core. In the structures of example compound 309 and comparative example compound C1, "a", "b", "c", "d", "1", "2", "3", and "4" are used for ease of description.
[0418] In Table 1, θ 1 to θ 4 Each represents the dihedral angle between the triazine core or phenyl core and the terminal substituent attached thereto in the example compound or the comparative example compound. 1 represents the dihedral angle between the "a" triazine core and the "1" phenyl group, θ 2 represents the dihedral angle between the “a” triazine core and the “2” phenyl group, θ 3 represents the dihedral angle between the “b” triazine core and the “3” phenyl group, and θ 4 represents the dihedral angle between the "b" triazine core and the "4" phenyl group. In addition, in Comparative Example 1, θ 1 represents the dihedral angle between the “c” phenyl core and the “1” phenyl core, θ 2 represents the dihedral angle between the “c” phenyl core and the “2” phenyl core, θ 3 represents the dihedral angle between the "d" phenyl core and the "3" phenyl core, and θ 4 represents the dihedral angle between the "d" phenyl core and the "4" phenyl group.
[0419]
[0420] Table 1
[0421] item Compound <![CDATA[θ 1 ]]> <![CDATA[θ 2 ]]> <![CDATA[θ 3 ]]> <![CDATA[θ 4 ]]> Example 1 Compound 309 3.18 19.29 3.21 20.47 Comparative Example 1 Comparative Example Compound C1 43.56 50.32 50.07 45.50
[0422] Referring to Table 1, it can be seen that compared with Comparative Example 1, θ 1 to θ 4 The dihedral angle of Example Compound 309 is reduced. Example Compound 309 includes a triazine moiety, and thus the dihedral angle between the triazine moiety and the terminal substituent connected thereto can be reduced. Therefore, compared with Comparative Example Compound C1, intramolecular movement in Example Compound 309 can be suppressed or reduced, and Stoke's shift can be reduced to increase photoluminescence quantum yield (PLQY) and intermolecular fluorescence resonance energy transfer (FRET).
[0423] In one or more embodiments of the fused polycyclic compound represented by Formula 1, the triazine moiety can be connected to the nitrogen atom of the fused ring core through the phenyl moiety. Any of the six carbon atoms constituting the phenyl moiety can be connected to the triazine moiety, and among the other five carbons, the carbon located at the ortho position of the carbon atom to which the triazine moiety is connected can be connected to the nitrogen atom. For example, the triazine moiety and the nitrogen atom can be connected to the phenyl moiety to be located at the ortho position. Due to this specific connection relationship, the fused polycyclic compound of one or more embodiments has a structure in which the first substituent covers the boron atom at the top and bottom of the plate-like structure relative to the fused ring core, thereby achieving the effect of effectively protecting the boron atom. In addition, as described above in Table 1, the fused polycyclic compound of one or more embodiments can have a minimum movement in the form of a first substituent covering the boron atom due to the reduction of the dihedral angle between the triazine core and the terminal substituent connected thereto, and compared with the comparative example compound C1 having a phenyl core instead of a triazine core, a large structure can be maintained.
[0424] Fig. 12A and Fig. 12B They are diagrams showing three-dimensional molecular models of example compounds and comparative example compounds, respectively. Fig. 12A is a diagram showing a three-dimensional molecular model of example compound 309, Fig. 12B is a diagram showing a three-dimensional molecular model of Comparative Example Compound C1.
[0425] Reference Fig. 12A and Fig. 12B , Example compound 309 has a structure in which the first substituent including the triazine part covers the boron atom at the top and bottom of the plate-like structure relative to the condensed ring core, making it difficult for external nucleophiles, free radicals and / or decomposition products in the light-emitting element to approach the boron atom, and having a steric hindrance effect that interferes with Dexter energy transfer to increase the service life and efficiency. On the other hand, compared with the structure of Example compound 309, Comparative Example compound C1 has a structure in which the triazine part is not included and the phenyl part is bound to the nitrogen atom of the condensed ring core, so Comparative Example compound C1 can have a dihedral angle between the phenyl part and the terminal substituent larger than that of Example compound 309. Therefore, compared with Example compound 309, Comparative Example compound C1 will have a reduced boron atom protection effect, and will have a reduced effect of reducing intermolecular interactions or a reduced effect of reducing triplet energy concentration by inhibiting Dexter energy transfer. Therefore, Example compound 309 has a structure in which the triazine part is included and the triazine part and the nitrogen atom are connected to the ortho position of the phenyl part, and thus can exhibit excellent or suitable luminous efficiency and improved element characteristics.
[0426] The emission spectrum of the fused polycyclic compound represented by Formula 1 has a half-maximum full width of about 10nm to about 50nm or about 20nm to about 40nm. Since the emission spectrum of the polycyclic compound of one or more embodiments represented by Formula 1 has a half-maximum full width within the above range, when the fused polycyclic compound of one or more embodiments is applied to a light-emitting element, the luminous efficiency can be improved. In one or more embodiments, when the fused polycyclic compound of one or more embodiments is used as a blue light-emitting element material for a light-emitting element, the element service life can be improved.
[0427] In one or more embodiments, the fused polycyclic compound represented by Formula 1 may be a thermally activated delayed fluorescent emission material. In one or more embodiments, the fused polycyclic compound represented by Formula 1 may be a material having a difference ΔE between the lowest triplet excitation energy level (T1 energy level) and the lowest singlet excitation energy level (S1 energy level) of 0.6 eV or less. ST In one or more embodiments, the fused polycyclic compound represented by Formula 1 may have a difference ΔE between the lowest triplet excitation energy level (T1 energy level) and the lowest singlet excitation energy level (S1 energy level) of 0.2 eV or less. ST However, the embodiments of the present disclosure are not limited thereto.
[0428] In one or more embodiments, the fused polycyclic compound represented by Formula 1 may include a first substituent and a second substituent in the compound. By adjusting the number and substitution position of the first substituent and the second substituent, the singlet energy level and triplet energy level of the entire compound may be appropriately adjusted. Therefore, the fused polycyclic compound according to one or more embodiments of the present disclosure may exhibit improved thermally activated delayed fluorescence properties.
[0429] In one or more embodiments, the fused polycyclic compound represented by Formula 1 may have a small difference (ΔE ) between the lowest triplet excitation energy level (T1 energy level) and the second triplet excitation energy level (T2 energy level). T1T2 In one or more embodiments, the difference (ΔE) between the lowest triplet excitation energy level (T1 energy level) and the second triplet excitation energy level (T2 energy level) of the fused polycyclic compound represented by Formula 1 is T1T2 ) may be 0.2 eV or less. When the difference (ΔE T1T2 ) satisfies the above range, the reverse system crossing (RISC) rate can be increased.
[0430] In compounds exhibiting thermally activated delayed fluorescence properties, intersystem crossing (ICS) occurs in which energy transitions from the lowest singlet energy level to the triplet energy level, and then reverse intersystem crossing (RISC) occurs from the triplet energy level to the singlet energy level with higher energy, and finally, delayed fluorescence is shown as transitioning from the singlet energy level to the ground state. In this case, the thermally activated delayed fluorescence mechanism may also include passing through a higher triplet energy level (Tn energy level) in intersystem crossing (ICS) and reverse intersystem crossing (RISC). When the difference (ΔE) between the lowest triplet excited energy level (T1 energy level) and the second triplet excited energy level (T2 energy level) of the fused polycyclic compound is T1T2 ) hours, the excitons that undergo intersystem crossing (ICS) from the lowest singlet excited energy level (S1 level) to the lowest triplet excited energy level (T1 level) can easily move to the second triplet excited energy level (T2 level) through reverse internal conversion (RIC), and ultimately, the ratio of reverse intersystem crossing (RISC) from the second triplet excited energy level (T2 level) to the lowest singlet excited energy level (S1 level) can increase, resulting in improved luminescence efficiency.
[0431] In one or more embodiments, the fused polycyclic compound represented by Formula 1 may include a first substituent and a second substituent in the compound. By adjusting the number and substitution position of the first substituent and the second substituent, the difference (ΔE) between the lowest triplet excitation energy level (T1 energy level) and the second triplet excitation energy level (T2 energy level) in the entire compound can be appropriately adjusted. T1T2 ). The relationship between the lowest triplet excitation energy level (T1 energy level) and the second triplet excitation energy level (T2 energy level) of the fused polycyclic compound according to one or more embodiments may satisfy Equation 1.
[0432] Equation 1
[0433] △E T1T2 =T2-T1≤0.2eV
[0434] The fused polycyclic compound of one or more embodiments represented by Formula 1 may be a luminescent material having a central emission wavelength in a wavelength range of about 430 nm to about 490 nm. For example, in one or more embodiments, the fused polycyclic compound of one or more embodiments represented by Formula 1 may be a blue thermally activated delayed fluorescence (TADF) dopant. However, the embodiments of the present disclosure are not limited thereto, and when the fused polycyclic compound of one or more embodiments is used as a luminescent material, the fused polycyclic compound may be used as a dopant material (such as a red luminescent dopant or a green luminescent dopant) that emits light in one or more suitable wavelength ranges.
[0435] In the light emitting element ED of one or more embodiments, the emission layer EML may emit delayed fluorescence. For example, in one or more embodiments, the emission layer EML may emit thermally activated delayed fluorescence (TADF) light.
[0436] In one or more embodiments, the emission layer EML of the light emitting element ED may emit blue light. For example, in one or more embodiments, the emission layer EML of the light emitting element ED may emit blue light in a wavelength range of about 490 nm or less. However, the embodiments of the present disclosure are not limited thereto, and the emission layer EML may emit green light or red light.
[0437] In one or more embodiments, the fused polycyclic compound of one or more embodiments may be included in the emission layer EML. The fused polycyclic compound of one or more embodiments may be included in the emission layer EML as a dopant material. The fused polycyclic compound of one or more embodiments may be a thermally activated delayed fluorescent material. The fused polycyclic compound of one or more embodiments may be used as a thermally activated delayed fluorescent dopant. For example, in the light-emitting element ED of one or more embodiments, the emission layer EML may include at least one selected from the fused polycyclic compounds shown in the compound group 1 described herein as a thermally activated delayed fluorescent dopant. However, the use of the fused polycyclic compound of one or more embodiments is not limited thereto.
[0438] In one or more embodiments, the emission layer EML may include a plurality of compounds. In some embodiments, the emission layer EML may include a fused polycyclic compound (i.e., a first compound) represented by Formula 1 and at least one selected from a second compound represented by Formula HT-1, a third compound represented by Formula ET-1, and a fourth compound represented by Formula D-1.
[0439] In one or more embodiments, the emission layer EML may include the first compound represented by Formula 1, and further include at least one selected from among the second compound represented by Formula HT-1 and the third compound represented by Formula ET-1.
[0440] In one or more embodiments, the emission layer EML may include a second compound represented by Formula HT-1. In some embodiments, the second compound may be used as a hole transport host material in the emission layer EML.
[0441] Formula HT-1
[0442]
[0443] In formula HT-1, M 1 To M 8 can be independently N or CR 51For example, in some embodiments, M 1 To M 8 All of them can be CR 51 In some embodiments, M 1 To M 8 Any one of them can be N, and the rest can be CR 51 .
[0444] In formula HT-1, L 1 It can be a direct bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. 1 It may be a direct bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted divalent biphenyl group, and / or a substituted or unsubstituted divalent carbazole group, etc., but the embodiments of the present disclosure are not limited thereto.
[0445] In formula HT-1, Y a Can be direct key, CR 52 R 53 or SiR 54 R 55 For example, it may mean that the two benzene rings connected to the nitrogen atom of formula HT-1 may be connected via a direct bond, or In formula HT-1, when Y a When it is a direct bond, the compound represented by Formula HT-1 may include a carbazole moiety.
[0446] In formula HT-1, Ar a It can be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. For example, in one or more embodiments, Ar a It may be a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, and / or a substituted or unsubstituted biphenyl group, etc., but the embodiments of the present disclosure are not limited thereto.
[0447] In formula HT-1, R 51 To R 55 and R are independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted silyl, substituted or unsubstituted sulfenyl, substituted or unsubstituted oxy, substituted or unsubstituted amine, substituted or unsubstituted boron, substituted or unsubstituted alkyl of 1 to 20 carbon atoms, substituted or unsubstituted alkenyl of 2 to 20 carbon atoms, substituted or unsubstituted aryl of 6 to 60 ring carbon atoms, or substituted or unsubstituted heteroaryl of 2 to 60 ring carbon atoms. In some embodiments, R 51 To R55 One or more of them can be combined with adjacent groups to form a ring. For example, in some embodiments, R 51 To R 55 can each independently be hydrogen or deuterium. In some embodiments, R 51 To R 55 Each may independently be an unsubstituted methyl group or an unsubstituted phenyl group.
[0448] In one or more embodiments, the second compound represented by Formula HT-1 may be represented by any one selected from the compounds represented in Compound Group 2. The emission layer EML may include at least one selected from the compounds represented in Compound Group 2 as a hole transport host material.
[0449] Compound Group 2
[0450]
[0451]
[0452]
[0453] In the exemplary compounds in compound group 2, "D" refers to deuterium, and "Ph" may refer to a substituted or unsubstituted phenyl group. For example, in the exemplary compounds in compound group 2, "Ph" may be an unsubstituted phenyl group.
[0454] In one or more embodiments, the emission layer EML may include a third compound represented by Formula ET-1. For example, in one or more embodiments, the third compound may be used as an electron transport host material in the emission layer EML.
[0455] Formula ET-1
[0456]
[0457] In formula ET-1, Z a To Z c At least one of them may be N, and the rest may be CR 56 For example, in some embodiments, the group consisting of Z a To Z c One of them can be N, and the other two can each independently be CR 56 In these embodiments, the third compound represented by Formula ET-1 may include a pyridine moiety. In some embodiments, the compound selected from Z a To Z c Two of them can be N, and the rest can be CR 56In these embodiments, the third compound represented by Formula ET-1 may include a pyrimidine moiety. In some embodiments, Z a To Z c All may be N. In these embodiments, the third compound represented by Formula ET-1 may include a triazine moiety.
[0458] In formula ET-1, R 56 It may be hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms.
[0459] In Formula ET-1, b1 to b3 may each independently be an integer of 0 to 10.
[0460] In formula ET-1, Ar b To Ar d and R and R are independently hydrogen, deuterium, substituted or unsubstituted alkyl groups of 1 to 20 carbon atoms, substituted or unsubstituted aryl groups of 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl groups of 2 to 30 ring carbon atoms. b To Ar d It may be a substituted or unsubstituted phenyl group or a substituted or unsubstituted carbazolyl group.
[0461] In formula ET-1, L 2 To L 4 and L are independently a direct bond, a substituted or unsubstituted arylene group of 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group of 2 to 30 ring carbon atoms. In some embodiments, when each of b1 to b3 is an integer of 2 or greater, L 2 To L 4 Each may independently be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.
[0462] In one or more embodiments, the third compound may be represented by any one of the compounds selected from the compound group 3. The light emitting element ED of one or more embodiments may include any one of the compounds selected from the compound group 3.
[0463] Compound Group 3
[0464]
[0465]
[0466]
[0467] In the exemplary compounds in Compound Group 3, "D" refers to deuterium, and "Ph" refers to an unsubstituted phenyl group.
[0468] In one or more embodiments, the emission layer EML may include a second compound and a third compound, and the second compound and the third compound may form an exciplex. In the emission layer EML, the exciplex may be formed by a hole transport host and an electron transport host. In this case, the triplet energy of the exciplex formed by the hole transport host and the electron transport host may correspond to the difference between the lowest unoccupied molecular orbital (LUMO) energy level of the electron transport host and the highest occupied molecular orbital (HOMO) energy level of the hole transport host.
[0469] For example, in one or more embodiments, the absolute value of the triplet energy level (T1) of the exciplex formed by the hole transport host and the electron transport host can be about 2.4 eV to about 3.0 eV. In some embodiments, the triplet energy level of the exciplex can be a value smaller than the energy gap of each host material. The exciplex can have a triplet energy of about 3.0 eV or less (which is the energy gap between the hole transport host and the electron transport host).
[0470] In one or more embodiments, the emission layer EML may further include a fourth compound in addition to the first to third compounds. The fourth compound may be used as a phosphorescence sensitizer of the emission layer EML. Since energy may be transferred from the fourth compound to the first compound, light emission may be generated.
[0471] For example, in one or more embodiments, the emission layer EML may include an organic metal complex as a fourth compound, wherein the organic metal complex includes platinum (Pt) as a central metal atom and a ligand bound to the central metal atom. In the light-emitting element ED of one or more embodiments, the emission layer EML may include a compound represented by formula D-1 as the fourth compound.
[0472] Formula D-1
[0473]
[0474] In formula D-1, Q 1 To Q 4 can all independently be C or N.
[0475] In Formula D-1, C1 to C4 may each independently be a substituted or unsubstituted hydrocarbon ring of 5 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic ring of 2 to 30 ring carbon atoms.
[0476] In formula D-1, L 11 To L 13Can be directly connected, *—O—*, *—S—*, a substituted or unsubstituted alkylene group of 1 to 20 carbon atoms, a substituted or unsubstituted arylene group of 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group of 2 to 30 ring carbon atoms. 11 To L 13 In the above, “—*” refers to the part connecting C1 to C4.
[0477] In formula D-1, b11 to b13 may be independently 0 or 1. When b11 is 0, C1 and C2 may be unconnected. When b12 is 0, C2 and C3 may be unconnected. When b13 is 0, C3 and C4 may be unconnected.
[0478] In formula D-1, R 61 To R 66 and R are independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted silyl, substituted or unsubstituted sulfenyl, substituted or unsubstituted oxy, substituted or unsubstituted amine, substituted or unsubstituted boron, substituted or unsubstituted alkyl of 1 to 20 carbon atoms, substituted or unsubstituted alkenyl of 2 to 20 carbon atoms, substituted or unsubstituted aryl of 6 to 60 ring carbon atoms, or substituted or unsubstituted heteroaryl of 2 to 60 ring carbon atoms. In some embodiments, R 61 To R 66 One or more of them can independently combine with adjacent groups to form a ring. In some embodiments, R 61 To R 66 Each may independently be a substituted or unsubstituted methyl group or a substituted or unsubstituted tert-butyl group.
[0479] In Formula D-1, d1 to d4 may each independently be an integer from 0 to 4. In Formula D-1, when d1 to d4 are all 0, the fourth compound may not be 61 To R 64 Where d1 to d4 are all 4 and R 61 To R 64 The embodiment in which all R are hydrogen can be the same as the embodiment in which all d1 to d4 are 0. When all d1 to d4 are integers of 2 or greater, the plurality of R 61 To R 64 Each of R may be all the same, or selected from multiple R 61 To R 64 At least one of them may be different.
[0480] In Formula D-1, C1 to C4 may each independently be a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocyclic ring represented by any one selected from C-1 to C-4.
[0481]
[0482]
[0483] In C-1 to C-4, P 1 Can be C—* or CR 74 , P 2 Can be N—* or NR 81 , P 3 Can be N—* or NR 82 , P 4 Can be C—* or CR 88 . R 71 To R 88 Each may independently be a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, and may optionally combine with adjacent groups to form a ring.
[0484] In C-1 to C-4, is the part connected to the central metal atom Pt, and "—*" corresponds to the adjacent ring groups C1 to C4 or the connecting group L 11 To L 13 Connected part.
[0485] The emission layer EML of one or more embodiments may include a first compound as a fused polycyclic compound of the present disclosure and at least one selected from the second compound to the fourth compound. For example, in one or more embodiments, the emission layer EML may include a first compound, a second compound, and a third compound. In the emission layer EML, the second compound and the third compound may form an exciplex, and through the exciplex, energy transfer to the first compound may occur and light emission may occur.
[0486] In one or more embodiments, the emission layer EML may include a first compound, a second compound, a third compound, and a fourth compound. In the emission layer EML, the second compound and the third compound may form an exciplex, and via the exciplex, energy transfer to the fourth compound and the first compound may be generated and light emission may be generated. In some embodiments, the fourth compound may be a sensitizer. In the light-emitting element ED of one or more embodiments, the fourth compound included in the emission layer EML may act as a sensitizer and may play a role in transferring energy from the host to the first compound as a light-emitting dopant. For example, in some embodiments, the fourth compound acting as an auxiliary dopant may accelerate energy transfer to the first compound as a light-emitting dopant and increase the luminescence ratio of the first compound. Therefore, the emission efficiency of the emission layer EML of one or more embodiments may be improved. In some embodiments, when the energy transfer to the first compound increases, the excitons formed in the emission layer EML may not accumulate, but emit light quickly, and the degradation of the light-emitting device ED may be reduced. Therefore, the life of the light-emitting element ED of one or more embodiments may be increased.
[0487] The light-emitting element ED of one or more embodiments may include all of the first compound, the second compound, the third compound, and the fourth compound, and the emission layer EML may include a combination of two host materials and two dopant materials. In the light-emitting element ED of one or more embodiments, the emission layer EML may simultaneously (e.g., concurrently) include the second compound and the third compound as two different hosts, the first compound emitting delayed fluorescence, and the fourth compound including an organic metal complex, and may exhibit excellent or suitable emission efficiency properties.
[0488] In one or more embodiments, the fourth compound represented by Formula D-1 may be represented by at least one selected from the compounds represented in Compound Group 4. In some embodiments, the emission layer EML may include at least one selected from the compounds represented in Compound Group 4 as a sensitizer material.
[0489] Compound Group 4
[0490]
[0491]
[0492] In the exemplary compounds in Compound Group 4, "D" refers to deuterium.
[0493] In one or more embodiments, the light-emitting element ED of one or more embodiments may include a plurality of emission layers EML. A plurality of emission layers EML may be stacked and provided in sequence, for example, a light-emitting element ED including a plurality of emission layers EML may emit white light (e.g., combined white light). The light-emitting element ED including a plurality of emission layers EML may be a light-emitting element of a series structure. When the light-emitting element ED includes a plurality of emission layers EML, at least one emission layer EML may include the first compound represented by Formula 1 of one or more embodiments. In some embodiments, when the light-emitting element ED includes a plurality of emission layers EML, at least one emission layer EML may include all of the first compound, the second compound, the third compound, and the fourth compound.
[0494] In the light-emitting element ED of one or more embodiments, when the emission layer EML includes all of the first compound, the second compound, the third compound, and the fourth compound, the amount of the first compound may be about 0.1 wt % to about 5 wt % based on the total weight of the first compound, the second compound, the third compound, and the fourth compound. However, the embodiments of the present disclosure are not limited thereto. When the amount of the first compound satisfies the above ratio, the energy transfer from the second compound and the third compound to the first compound can be increased, and therefore, the emission efficiency and the device life can be increased.
[0495] In the emission layer EML, the total amount of the second compound and the third compound may be the remaining amount except the amount of the first compound and the fourth compound. For example, based on the total weight of the first compound, the second compound, the third compound and the fourth compound, the total amount of the second compound and the third compound may be about 65 wt % to about 95 wt %.
[0496] In the total amount of the second compound and the third compound, a weight ratio of the second compound to the third compound may be about 3:7 to about 7:3.
[0497] When the total amount of the second compound and the third compound satisfies the above ratio, the charge balance property in the emission layer EML can be improved, and the emission efficiency and device life can be improved and / or increased. When the total amount of the second compound and the third compound deviates from the above ratio range, the charge balance in the emission layer EML will be destroyed, the emission efficiency will be degraded and / or reduced, and the light-emitting device ED will be easily degraded.
[0498] In one or more embodiments, when the emission layer EML includes a fourth compound, the amount of the fourth compound may be about 4 wt% to 30 wt% based on the total weight of the first compound, the second compound, the third compound, and the fourth compound in the emission layer EML. However, the embodiments of the present disclosure are not limited thereto. When the amount of the fourth compound satisfies the above amount, the energy transfer from the host to the first compound as a light-emitting dopant can be increased, and the emission ratio can be improved. Therefore, the emission efficiency of the emission layer EML can be improved. When the amount ratio of the first compound, the second compound, the third compound, and the fourth compound included in the emission layer EML satisfies the above amount ratio, excellent or suitable emission efficiency and long life of the light-emitting element ED can be achieved.
[0499] In the light emitting element ED of one or more embodiments, the emission layer EML may further include anthracene derivatives, pyrene derivatives, fluoranthene derivatives, At least one of anthracene derivatives, dihydrobenzanthracene derivatives and benzo[9,10]phenanthrene derivatives. For example, in some embodiments, the emission layer EML may include one or more anthracene derivatives and / or one or more pyrene derivatives.
[0500] exist Figures 3 to 6 In the light-emitting element ED of one or more embodiments shown in , in addition to the above-mentioned host and dopant, the emission layer EML may also include a suitable host and dopant. For example, in some embodiments, the emission layer EML may include a compound represented by formula E-1. The compound represented by formula E-1 may be used as a fluorescent host material.
[0501] Formula E-1
[0502]
[0503] In formula E-1, R 31 To R 40 can be independently hydrogen, deuterium, halogen, substituted or unsubstituted silyl, substituted or unsubstituted thiol, substituted or unsubstituted oxy, substituted or unsubstituted alkyl of 1 to 10 carbon atoms, substituted or unsubstituted alkenyl of 2 to 10 carbon atoms, substituted or unsubstituted aryl of 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl of 2 to 30 ring carbon atoms, and can be optionally combined with adjacent groups to form a ring. In some embodiments, R 31 To R 40 One or more of them may combine with an adjacent group to form a saturated hydrocarbon ring, an unsaturated hydrocarbon ring, a saturated heterocyclic ring, or an unsaturated heterocyclic ring.
[0504] In Formula E-1, "c" and "d" may each independently be an integer of 0 to 5.
[0505] The compound represented by Formula E-1 may be any one selected from Compound E1 to Compound E19.
[0506]
[0507]
[0508] In one or more embodiments, the emission layer EML may include a compound represented by Formula E-2a or Formula E-2b. The compound represented by Formula E-2a or Formula E-2b may be used as a phosphorescent host material.
[0509] Formula E-2a
[0510]
[0511] In formula E-2a, "a" can be an integer from 0 to 10, and La can be a direct bond, a substituted or unsubstituted arylene group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group of 2 to 30 ring-forming carbon atoms. In some embodiments, when "a" is an integer of 2 or more, multiple La can be independently substituted or unsubstituted arylene groups of 6 to 30 ring-forming carbon atoms or substituted or unsubstituted heteroarylene groups of 2 to 30 ring-forming carbon atoms.
[0512] In some embodiments, in Formula E-2a, A 1 To A 5 can be independently N or CR i . R a To R i can be independently hydrogen, deuterium, substituted or unsubstituted amine, substituted or unsubstituted thiol, substituted or unsubstituted oxy, substituted or unsubstituted alkyl of 1 to 20 carbon atoms, substituted or unsubstituted alkenyl of 2 to 20 carbon atoms, substituted or unsubstituted aryl of 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl of 2 to 30 ring carbon atoms, and can optionally be combined with adjacent groups to form a ring. In some embodiments, R a To R i One or more of them may be combined with an adjacent group to form a hydrocarbon ring or a heterocyclic ring including N, O, S, etc. as a ring-constituting atom.
[0513] In some embodiments, in Formula E-2a, selected from A 1 To A 5 Two or three of them can be N, and the rest can be CR i .
[0514] Formula E-2b
[0515]
[0516] In Formula E-2b, Cbz1 and Cbz2 may each independently be an unsubstituted carbazolyl group or a carbazolyl group substituted with an aromatic group having 6 to 30 ring carbon atoms. b It can be a direct bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms. "b" can be an integer from 0 to 10, and when "b" is an integer of 2 or more, multiple L b Each may independently be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.
[0517] The compound represented by Formula E-2a or Formula E-2b may be any one selected from the compounds in Compound Group E-2. However, the compounds shown in Compound Group E-2 are merely examples, and the compounds represented by Formula E-2a or Formula E-2b are not limited to the compounds represented in Compound Group E-2.
[0518] Compound Group E-2
[0519]
[0520]
[0521] In one or more embodiments, the emission layer EML may further include a material well suited as a host material in the art. For example, the emission layer EML may include at least one of bis(4-(9H-carbazole-9-yl)phenyl)diphenylsilane (BCPDS), (4-(1-(4-(diphenylamino)phenyl)cyclohexyl)phenyl)diphenyl-phosphine oxide (POPCPA), bis[2-(diphenylphosphino)phenyl]ether oxide (DPEPO), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), 1,3-bis(carbazole-9-yl)benzene (mCP), 2,8-bis(diphenylphosphoryl)dibenzo[b,d]furan (PPF), 4,4',4"-tri(carbazole-9-yl)triphenylamine (TCTA), and 1,3,5-tri(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi) as a host material. However, the embodiments of the present disclosure are not limited thereto. For example, in some embodiments, tris(8-hydroxyquinoline)aluminum (Alq 3)、9,10-di(naphthalene-2-yl)anthracene (ADN), 2-tert-butyl-9,10-di(naphthalene-2-yl)anthracene (TBADN), distyryl arylide (DSA), 4,4'-bis(9-carbazolyl)-2,2'-dimethyl-biphenyl (CDBP), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), hexaphenylcyclotriphosphazene (CP1), 1,4-bis(triphenylsilyl)benzene (UGH 2 ), hexaphenylcyclotrisiloxane (DPSiO 3 ), octaphenylcyclotetrasiloxane (DPSiO 4 ) etc. can be used as the main material.
[0522] In one or more embodiments, the emission layer EML may include a compound represented by Formula Ma. The compound represented by Formula Ma may be used as a phosphorescent dopant material.
[0523] Formula Ma
[0524]
[0525] In formula Ma, Y 1 To Y 4 and Z 1 To Z 4 Can be CR independently 1 or N, and R 1 To R 4 Can be hydrogen, deuterium, substituted or unsubstituted amine, substituted or unsubstituted sulfenyl, substituted or unsubstituted oxy, substituted or unsubstituted alkyl of 1 to 20 carbon atoms, substituted or unsubstituted alkenyl of 2 to 20 carbon atoms, substituted or unsubstituted aryl of 6 to 30 ring-forming carbon atoms, or substituted or unsubstituted heteroaryl of 2 to 30 ring-forming carbon atoms, and can be optionally combined with adjacent groups to form a ring. In formula Ma, "m" is 0 or 1, and "n" is 2 or 3. In formula Ma, when "m" is 0, "n" is 3, and when "m" is 1, "n" is 2.
[0526] The compound represented by the formula Ma may be used as a phosphorescent dopant.
[0527] The compound represented by formula Ma may be any one selected from compound M-a1 to compound M-a25. However, compound M-a1 to compound M-a25 are only examples, and the compound represented by formula Ma is not limited to the compounds represented by compound M-a1 to compound M-a25.
[0528]
[0529]
[0530]
[0531] In one or more embodiments, the emission layer EML may further include a compound represented by any one selected from Formula Fa to Formula Fc. The compound represented by Formula Fa to Formula Fc may be used as a fluorescent dopant material.
[0532] Formula
[0533]
[0534] In the formula Fa, R a To R j Two of them can be independently substituted with *—NAr 1 Ar 2 . R a To R j The Unknown—NAr 1 Ar 2 The remaining substituted moieties may all independently be hydrogen, deuterium, halogen, cyano, substituted or unsubstituted amine, substituted or unsubstituted alkyl of 1 to 20 carbon atoms, substituted or unsubstituted aryl of 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl of 2 to 30 ring carbon atoms. 1 Ar 2 in Ar 1 and Ar 2 can be independently substituted or unsubstituted aryl groups of 6 to 30 ring carbon atoms or substituted or unsubstituted heteroaryl groups of 2 to 30 ring carbon atoms. For example, in some embodiments, the group selected from Ar 1 and Ar 2 At least one of them may be a heteroaryl group including O or S as a ring-constituting atom.
[0535] Formula Fb
[0536]
[0537] In formula Fb, R a and R b Each of them may be independently hydrogen, deuterium, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 30 ring carbon atoms, and may optionally be combined with adjacent groups to form a ring. Ar 1 To Ar 4Each may independently be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.
[0538] In Formula Fb, U and V may each independently be a substituted or unsubstituted hydrocarbon ring of 5 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic ring of 2 to 30 ring carbon atoms. 1 To Ar 4 At least one of them may be a heteroaryl group including O or S as a ring-constituting atom.
[0539] In formula Fb, the number of rings represented by U and V can be 0 or 1 independently. For example, in formula Fb, when the number of U or V is 1, one ring forms a fused ring at the portion specified by U or V, and when the number of U or V is 0, there is no ring at the portion specified by U or V. For example, when the number of U is 0 and the number of V is 1, or when the number of U is 1 and the number of V is 0, the fused ring of the fluorene core with formula Fb can be a ring compound with four rings. In some embodiments, when (for example, at the same time) the number of both U and V is 0, the fused ring of formula Fb can be a ring compound with three rings. In some embodiments, when (for example, at the same time) the number of both U and V is 1, the fused ring of the fluorene core with formula Fb can be a ring compound with five rings.
[0540] Formula Fc
[0541]
[0542] In Formula Fc, A 1 and A 2 can be independently O, S, Se or NR m , and R m It may be hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 To R 11 Each may independently be hydrogen, deuterium, halogen, cyano, substituted or unsubstituted amine, substituted or unsubstituted boron, substituted or unsubstituted oxy, substituted or unsubstituted thiol, substituted or unsubstituted alkyl of 1 to 20 carbon atoms, substituted or unsubstituted aryl of 6 to 30 ring-forming carbon atoms, or substituted or unsubstituted heteroaryl of 2 to 30 ring-forming carbon atoms, and may be optionally combined with adjacent groups to form a ring.
[0543] In Formula Fc, A 1 and A 2Can each independently combine with the substituent of the adjacent ring to form a fused ring. For example, when A 1 and A 2 can be independently NR m When A 1 Can be used with R 4 or R 5 In some embodiments, A 2 Can be used with R 7 or R 8 Combine to form a ring.
[0544] In one or more embodiments, the emission layer EML may include a styryl derivative (e.g., 1,4-bis[2-(3-N-ethylcarbazolyl)vinyl]benzene (BCzVB), 4-(di-p-tolylamino)-4'-[(di-p-tolylamino)styryl]stilbene (DPAVB), N-(4-((E)-2-(6-((E)-4-(diphenylamino)styryl)naphthalene-2-yl)vinyl)phenyl) -N-phenylaniline (N-BDAVBi) and 4,4'-bis[2-(4-(N,N-diphenylamino)phenyl)vinyl]biphenyl (DPAVBi)), perylene and its derivatives (for example, 2,5,8,11-tetra-tert-butylperylene (TBP)), pyrene and its derivatives (for example, 1,1'-dipyrene, 1,4-dipyrenylbenzene and 1,4-bis(N,N-diphenylamino)pyrene), etc. are used as suitable dopant materials.
[0545] In one or more embodiments, the emission layer EML may include a suitable phosphorescent dopant material. For example, the phosphorescent dopant may use a metal complex including iridium (Ir), platinum (Pt), osmium (Os), gold (Au), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) or thulium (Tm). For example, bis (4,6-difluorophenylpyridine-N, C2') pyridine carboxylate iridium (III) (FIrpic), bis (2,4-difluorophenylpyridine)-tetra (1-pyrazolyl) borate iridium (III) (FIr6) or octaethylporphyrin platinum (PtOEP) may be used as a phosphorescent dopant. However, the embodiments of the present disclosure are not limited thereto.
[0546] In one or more embodiments, the emission layer EML may include quantum dots.
[0547] In the present disclosure, quantum dots refer to crystals of semiconductor compounds. Quantum dots can emit light within one or more suitable emission wavelengths depending on the size of the crystal. Quantum dots can emit light within one or more suitable emission wavelengths by controlling the element ratio in the quantum dot compound.
[0548] The diameter of the quantum dot can be, for example, about 1 nm to about 10 nm.
[0549] Quantum dots can be synthesized by chemical bath deposition, metal organic chemical vapor deposition, molecular beam epitaxy or similar processes.
[0550] Chemical bath deposition is a method of mixing an organic solvent and a precursor material of quantum dots and then growing quantum dot particle crystals. During the growth of quantum dot particle crystals, the organic solvent can naturally act as a dispersant that coordinates on the surface of the quantum dot particle crystals and can control the growth of the quantum dot particle crystals. Therefore, when compared with vapor deposition methods including metal organic chemical vapor deposition (MOCVD) and / or molecular beam epitaxy (MBE), chemical bath deposition is more advantageous and can control or select the growth of quantum dot particle crystals through a low-cost process.
[0551] In one or more embodiments, the emission layer EML may include a quantum dot material. In one or more embodiments, the quantum dot material may have a core / shell structure. The core of the quantum dot may be selected from II-VI group compounds, I-II-VI group compounds, II-IV-VI group compounds, I-II-IV-VI group compounds, III-VI group compounds, I-III-VI group compounds, III-V group compounds, III-II-V group compounds, IV-VI group compounds, II-IV-V group compounds, IV group elements, IV group compounds, and combinations thereof.
[0552] The II-VI compound can be selected from the group consisting of: a binary compound selected from the group consisting of CdSe, CdTe, CdS, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS and mixtures thereof; a ternary compound selected from the group consisting of CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZ nSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS and mixtures thereof; and quaternary compounds selected from the group consisting of HgZnTeS, CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe and mixtures thereof. In some embodiments, the II-VI group compound may also include a Group I metal and / or a Group IV element. The I-II-VI group compound may be selected from CuSnS and / or CuZnS, and the II-IV-VI group compound may be selected from ZnSnS, etc. The I-II-IV-VI group compound may be selected from the group consisting of Cu 2 ZnSnS 2 , Cu 2 ZnSnS 4 , Cu 2 ZnSnSe 4 、Ag 2 ZnSnS 2 and mixtures thereof.
[0553] III-VI compounds can include binary compounds (such as In 2 S 3 and / or In 2 Se 3 ), ternary compounds (such as InGaS 3 and / or InGaSe 3 ) or one or more combinations thereof.
[0554] The I-III-VI group compound can be selected from: a ternary compound selected from AgInS, AgInS 2 、CuInS、CuInS 2 、AgGaS 2 、CuGaS 2 、CuGaO 2 、AgGaO 2 、AgAlO 2and mixtures thereof; and / or quaternary compounds such as AgInGaS 2 and / or CuInGaS 2 .
[0555] The III-V compound may be selected from the group consisting of: a binary compound selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, and mixtures thereof; a ternary compound selected from the group consisting of GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InAlP, InNP, InNAs, InNSb, InPAs, InPSb, and mixtures thereof; and a quaternary compound selected from the group consisting of GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, and mixtures thereof. In some embodiments, the III-V compound may also include a Group II metal. For example, InZnP or the like may be selected as the III-II-V group compound.
[0556] The IV-VI Group compounds can be selected from the following groups: binary compounds selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe and their mixtures; ternary compounds selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe and their mixtures; and quaternary compounds selected from the group consisting of SnPbSSe, SnPbSeTe, SnPbSTe and their mixtures.
[0557] The II-IV-V group compound may be selected from a ternary compound selected from ZnSnP, ZnSnP 2 、ZnSnAs 2 、ZnGeP 2 、ZnGeAs 2 、CdSnP 2 、CdGeP 2 and mixtures thereof.
[0558] The Group IV element may be selected from the group consisting of Si, Ge, and mixtures thereof. The Group IV compound may be a binary compound selected from the group consisting of SiC, SiGe, and mixtures thereof.
[0559] Each element included in the multi-element compound (such as a binary compound, a ternary compound, and a quaternary compound) may be present in the particle at a substantially uniform concentration or a substantially non-uniform concentration. For example, the above formula represents the type (species) of the element included in the compound, and the element ratio in the compound may be different. For example, AgInGaS 2 Can represent AgIn x Ga 1-x S 2 (x is a real number between 0 and 1).
[0560] In one or more embodiments, the constituent elements of the binary compound, ternary compound, or quaternary compound may be present in the particle at a substantially uniform concentration, or may be present in the same particle at a partially different concentration distribution. In some embodiments, a core / shell structure in which one quantum dot encapsulates another quantum dot may be desirable. The interface of the core and the shell may have a concentration gradient in which the concentration of the element present in the shell decreases toward the center.
[0561] In some embodiments, the quantum dot may have the above-mentioned core / shell structure including a core containing nanocrystals and a shell encapsulating the core. The shell of the quantum dot may act as a protective layer for preventing or reducing chemical deformation of the core to maintain semiconductor properties and / or a charged layer for imparting electrophoretic properties to the quantum dot. The shell may have a single layer or multiple layers. Examples of the shell of the quantum dot may include metal or non-metal oxides, semiconductor compounds, or combinations thereof.
[0562] For example, the metal oxide or non-metal oxide used for the shell may include a binary compound (such as SiO 2 、Al 2 O 3 、TiO 2 、ZnO、MnO、Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe 2 O 3 , Fe 3 O 4 , CoO, Co 3 O 4 and / or NiO) and / or ternary compounds (such as MgAl 2 O 4 、CoFe 2 O 4 、NiFe2 O 4 and / or CoMn 2 O 4 ), but the embodiments of the present disclosure are not limited thereto.
[0563] In addition, semiconductor compounds suitable as shells may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, etc., but the embodiments of the present disclosure are not limited thereto.
[0564] The quantum dots may have a full width at half maximum (FWHM) of the emission spectrum of about 45 nm or less, about 40 nm or less, or about 30 nm or less. Within this range, the color purity or color reproducibility of the light-emitting element may be improved. In some embodiments, the light emitted via such quantum dots is emitted in all directions and the light viewing angle properties may be improved.
[0565] In addition, the shape of the quantum dots can be a shape commonly used in the art without particular limitation. More specifically, spherical nanoparticles, pyramidal nanoparticles, multi-arm nanoparticles or cubic nanoparticles, nanotubes, nanowires, nanofibers, nanoplates, etc. can be used.
[0566] When the size of the quantum dot or the ratio of the elements in the quantum dot compound is adjusted, the energy band gap of the quantum dot can be controlled or selected accordingly to obtain one or more suitable wavelengths of light from the quantum dot emission layer. Therefore, by using quantum dots as described above (using quantum dots of different sizes or quantum dots with different element ratios in the quantum dot compound), a light-emitting device that emits one or more suitable wavelengths of light can be obtained. For example, the size of the quantum dot and / or the ratio of the elements in the quantum dot compound can be adjusted to emit red light, green light and / or blue light. In some embodiments, the quantum dot can be configured to emit white light by combining one or more suitable colors of light.
[0567] In the light emitting element ED of one or more embodiments, as Figures 3 to 6 As shown in , the electron transport region ETR may be disposed on the emission layer EML. The electron transport region ETR may include at least one of a hole blocking layer HBL, an electron transport layer ETL, and an electron injection layer EIL. However, embodiments of the present disclosure are not limited thereto.
[0568] The electron transport region ETR may have a single layer formed using a single material, a single layer formed using a plurality of different materials, or a multilayer structure having a plurality of layers formed using a plurality of different materials.
[0569] For example, in one or more embodiments, the electron transport region ETR may have a single layer structure of an electron injection layer EIL or an electron transport layer ETL, or a single layer structure formed using an electron injection material and an electron transport material. In addition, in some embodiments, the electron transport region ETR may have a single layer structure formed using a plurality of different materials, or an electron transport layer ETL / electron injection layer EIL or a hole blocking layer HBL / electron transport layer ETL / electron injection layer EIL structure stacked from an emission layer EML, without limitation. The thickness of the electron transport region ETR may be, for example, about 100 Å. to about
[0570] The electron transport region ETR may be formed using one or more suitable methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB), inkjet printing, laser printing, and / or laser induced thermal imaging (LITI).
[0571] In one or more embodiments, the electron transport region ETR may include a compound represented by Formula ET-2.
[0572] Formula ET-2
[0573]
[0574] In formula ET-2, selected from X 1 To X 3 At least one of them can be N, and the rest are CR a . R a It may be hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms. 1 To Ar 3 Each of them may independently be hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms.
[0575] In Formula ET-2, "a" to "c" may each independently be an integer from 0 to 10. In Formula ET-2, L 1 To L 3 and L are independently a direct bond, a substituted or unsubstituted arylene group of 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group of 2 to 30 ring carbon atoms. In some embodiments, when "a" to "c" are all integers of 2 or greater, L 1 To L 3Each of them may independently be a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms.
[0576] In one or more embodiments, the electron transport region ETR may include an anthracene compound. However, the embodiments of the present disclosure are not limited thereto. For example, in some embodiments, the electron transport region ETR may include, for example, a compound selected from tris(8-hydroxyquinoline)aluminum (Alq 3 ), 1,3,5-tris[(3-pyridyl)-phenyl-3-yl]benzene, 2,4,6-tris(3'-(pyridin-3-yl)biphenyl-3-yl)-1,3,5-triazine, 2-(4-(N-phenylbenzimidazol-1-yl)phenyl)-9,10-dinaphthylanthracene, 1,3,5-tris(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi), 2,9-dimethyl-4,7-diphenyl -1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), 3-(biphenyl-4-yl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ), 4-(naphthalene-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ), 2-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole ( t Bu-PBD), bis(2-methyl-8-hydroxyquinoline-N1,O8)-(1,1'-biphenyl-4-hydroxy)aluminum (BAlq), bis(benzoquinoline-10-hydroxy)beryllium (Bebq 2 ), 9,10-di(naphthalene-2-yl)anthracene (ADN), 1,3-bis[3,5-di(pyridin-3-yl)phenyl]benzene (BmPyPhB), 4'-(4-(4-(4,6-diphenyl-1,3,5-triazine-2-yl)phenyl)naphthalen-1-yl)-[1,1'-biphenyl]-4-carbonitrile (CNNPTRZ) and mixtures thereof, without limitation.
[0577] In one or more embodiments, the electron transport region ETR may include any one selected from among the compounds in compound group 3.
[0578] In one or more embodiments, the electron transport region ETR may include at least one selected from compounds ET1 to ET36.
[0579]
[0580]
[0581]
[0582] In some embodiments, the electron transport region ETR may include: a metal halide such as LiF, NaCl, CsF, RbCl, RbI, CuI and / or KI; a lanthanide metal such as Yb; or a co-deposited material of a metal halide and a lanthanide metal. For example, in some embodiments, the electron transport region ETR may include KI:Yb, RbI:Yb, LiF:Yb, etc. as a co-deposited material. In some embodiments, the electron transport region ETR may use a metal oxide such as Li 2 O and / or BaO) or 8-hydroxy-quinoline lithium (Liq). However, the embodiments of the present disclosure are not limited thereto. In some embodiments, the electron transport region ETR can also be formed using a mixture material of an electron transport material and an insulating organic metal salt. The organic metal salt can be a material having an energy band gap of about 4 eV or greater. For example, the organic metal salt can include, for example, metal acetates, metal benzoates, metal acetoacetates, metal acetylacetonates and / or metal stearates.
[0583] In one or more embodiments, in addition to the aforementioned materials, the electron transport region ETR may further include at least one of 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), diphenyl (4-(triphenylsilyl)phenyl) phosphine oxide (TSPO1) and 4,7-diphenyl-1,10-phenanthroline (Bphen). However, the embodiments of the present disclosure are not limited thereto.
[0584] The electron transport region ETR may include a compound of the electron transport region ETR in at least one selected from among the electron injection layer EIL, the electron transport layer ETL, and the hole blocking layer HBL.
[0585] When the electron transport region ETR includes the electron transport layer ETL, the thickness of the electron transport layer ETL may be about 100 Å. to about (For example, about to about ). When the thickness of the electron transport layer ETL satisfies the above range, satisfactory electron transport properties can be obtained without significantly increasing the driving voltage. When the electron transport region ETR includes the electron injection layer EIL, the thickness of the electron injection layer EIL can be about to about or about to about When the thickness of the electron injection layer EIL satisfies the above range, satisfactory electron injection properties can be obtained without causing a significant increase in driving voltage.
[0586] The second electrode EL2 may be disposed on the electron transport region ETR. The second electrode EL2 may be a common electrode. The second electrode EL2 may be a cathode or an anode, but the embodiments of the present disclosure are not limited thereto. For example, when the first electrode EL1 is an anode, the second electrode EL2 may be a cathode, and when the first electrode EL1 is a cathode, the second electrode EL2 may be an anode.
[0587] The second electrode EL2 may be a transmissive electrode, a transflective electrode or a reflective electrode. When the second electrode EL2 is a transmissive electrode, the second electrode EL2 may include a transparent metal oxide (eg, ITO, IZO, ZnO, ITZO, etc.).
[0588] When the second electrode EL2 is a transflective electrode or a reflective electrode, the second electrode EL2 may include Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, Yb, W, one or more compounds thereof, one or more mixtures thereof (e.g., AgMg, AgYb or MgYb), or a material having a multilayer structure such as LiF / Ca or LiF / Al. In some embodiments, the second electrode EL2 may have a multilayer structure including a reflective layer or a transflective layer formed using one or more selected from the above materials and a transparent conductive layer formed using ITO, IZO, ZnO, ITZO, etc. For example, the second electrode EL2 may include one or more selected from the aforementioned metal materials, a combination of two or more selected from the aforementioned metal materials, or an oxide of the aforementioned metal material.
[0589] In some embodiments, the second electrode EL2 may be connected to the auxiliary electrode. When the second electrode EL2 is connected to the auxiliary electrode, the resistance of the second electrode EL2 may be reduced.
[0590] In some embodiments, a cover layer CPL may be further disposed on the second electrode EL2 in the light emitting element ED. The cover layer CPL may include a plurality of layers or a single layer.
[0591] In one or more embodiments, the cover layer CPL may be an organic layer or an inorganic layer. For example, in some embodiments, when the cover layer CPL includes an inorganic material, the inorganic material may include an alkali metal compound (such as LiF), an alkaline earth metal compound (such as MgF 2 )、SiON、SiN x 、SiO y wait.
[0592] For example, in some embodiments, when the cover layer CPL includes an organic material, the organic material may include 2,2'-dimethyl-N,N'-di-[(1-naphthyl)-N,N'-diphenyl]-1,1'-biphenyl-4,4'-diamine (α-NPD), NPB, TPD, m-MTDATA, Alq 3 , CuPc, N4,N4,N4',N4'-tetrakis(biphenyl-4-yl)biphenyl-4,4'-diamine (TPD15), 4,4',4"-tris(carbazole-9-yl)triphenylamine (TCTA), etc., or may include epoxy resin and / or acrylate such as methacrylate. In some embodiments, the cover layer CPL may include at least one selected from compounds P1 to P5, but embodiments of the present disclosure are not limited thereto.
[0593]
[0594]
[0595] In some embodiments, the refractive index of the cover layer CPL may be about 1.6 or greater. For example, in some embodiments, the refractive index of the cover layer CPL with respect to light in a wavelength range of about 550 nm to about 660 nm may be about 1.6 or greater.
[0596] Figures 7 to 10 are cross-sectional views of display devices DD-a, DD-TD, DD-b, and DD-c according to one or more embodiments of the present disclosure. Figures 7 to 10 In the explanation of the display device of the embodiment, for the sake of brevity, the following will not be explained / described. Figures 1 to 6 The explanation of the same is repeated, and only the different features will be explained concisely and mainly.
[0597] Reference Figure 7 According to one or more embodiments, the display device DD-a may include a display panel DP including a display device layer DP-ED, a light control layer CCL disposed on the display panel DP, and a color filter layer CFL. Figure 7 In one or more embodiments shown in , the display panel DP may include a base layer BS, a circuit layer DP-CL disposed on the base layer BS, and a display device layer DP-ED, and the display device layer DP-ED may include a light emitting device ED.
[0598] The light emitting device ED may include a first electrode EL1, a hole transport region HTR on the first electrode EL1, an emission layer EML on the hole transport region HTR, an electron transport region ETR on the emission layer EML, and a second electrode EL2 on the electron transport region ETR. Figures 3 to 6The same structure of any one of the light emitting elements can be applied to Figure 7 The structure of the light emitting device ED shown in FIG.
[0599] The emission layer EML of the light emitting device ED included in the display device DD-a according to one or more embodiments may include the condensed polycyclic compound of the above-described one or more embodiments.
[0600] Reference Figure 7 , the emission layer EML may be disposed in the opening OH defined in the pixel defining film PDL. For example, the emission layer EML divided by the pixel defining film PDL and correspondingly provided to each of the light emitting regions PXA-R, PXA-G, and PXA-B may emit light in substantially the same wavelength region. In the display device DD-a of one or more embodiments, the emission layer EML may emit blue light. In some embodiments, the emission layer EML may be provided as a common layer for all light emitting regions PXA-R, PXA-G, and PXA-B.
[0601] The light control layer CCL may be disposed on the display panel DP. The light control layer CCL may include a light converter. The light converter may be a quantum dot and / or a phosphor. The light converter may convert the wavelength of the provided light and then emit the light. For example, the light control layer CCL may be a layer including quantum dots or a layer including phosphors.
[0602] The light-controlling layer CCL may include a plurality of light-controlling parts CCP1, CCP2, and CCP3. The light-controlling parts CCP1, CCP2, and CCP3 may be separated and divided from each other.
[0603] Reference Figure 7 , the separation pattern BMP may be disposed between the separated light-control parts CCP1, CCP2, and CCP3, but the embodiments of the present disclosure are not limited thereto. Figure 7 , the separation pattern BMP is illustrated as not overlapping the light-control parts CCP1 , CCP2 , and CCP3 , but in some embodiments, at least a portion of the edges of the light-control parts CCP1 , CCP2 , and CCP3 may overlap the separation pattern BMP.
[0604] The light control layer CCL may include a first light control part CCP1, a second light control part CCP2, and a third light control part CCP3, the first light control part CCP1 including a first quantum dot QD1 that converts the first color light provided from the light emitting device ED into the second color light, the second light control part CCP2 including a second quantum dot QD2 that converts the first color light into the third color light, and the third light control part CCP3 transmits the first color light. In one or more embodiments, the first light control part CCP1 may provide red light as the second color light, and the second light control part CCP2 may provide green light as the third color light. The third light control part CCP3 may transmit and provide blue light as the first color light provided from the light emitting device ED. For example, in some embodiments, the first quantum dot QD1 may be a red quantum dot to emit red light, and the second quantum dot QD2 may be a green quantum dot to emit green light. With respect to quantum dots QD1 and QD2, the same contents as above may be applied.
[0605] In some embodiments, the light control layer CCL may further include a scatterer SP. The first light control part CCP1 may include a first quantum dot QD1 and a scatterer SP, the second light control part CCP2 may include a second quantum dot QD2 and a scatterer SP, and the third light control part CCP3 may not include (e.g., may exclude) any quantum dot but include a scatterer SP.
[0606] The scatterer SP may be an inorganic particle. For example, the scatterer SP may include a particle selected from TiO 2 、ZnO、Al 2 O 3 、SiO 2 In one or more embodiments, the scatterer SP may include at least one selected from TiO 2 、ZnO、Al 2 O 3 、SiO 2 and hollow silica, or may be selected from TiO 2 、ZnO、Al 2 O 3 、SiO 2 and a mixture of two or more materials among hollow silica.
[0607] The first light control part CCP1, the second light control part CCP2, and the third light control part CCP3 may respectively include matrix resins BR1, BR2, and BR3 that disperse the quantum dots QD1 and QD2 and the scatterer SP. In one or more embodiments, the first light control part CCP1 may include the first quantum dots QD1 and the scatterer SP dispersed in the first matrix resin BR1, the second light control part CCP2 may include the second quantum dots QD2 and the scatterer SP dispersed in the second matrix resin BR2, and the third light control part CCP3 may include the scatterer SP dispersed in the third matrix resin BR3.
[0608] The matrix resins BR1, BR2 and BR3 are media in which quantum dots QD1 and QD2 and scatterers SP are dispersed, and may be composed of one or more suitable resin compositions, which may generally be referred to as binders. For example, the matrix resins BR1, BR2 and BR3 may each independently be an acrylic resin, a urethane resin, a siloxane resin, an epoxy resin, etc. The matrix resins BR1, BR2 and BR3 may be transparent resins. In one or more embodiments, the first matrix resin BR1, the second matrix resin BR2 and the third matrix resin BR3 may be the same or different from each other.
[0609] In one or more embodiments, the light control layer CCL may include a barrier layer BFL1. The barrier layer BFL1 may play a role in blocking the penetration of moisture and / or oxygen (hereinafter, referred to as "moisture / oxygen"). The barrier layer BFL1 may block or reduce the exposure of the light control parts CCP1, CCP2, and CCP3 to moisture / oxygen. In some embodiments, the barrier layer BFL1 may cover the light control parts CCP1, CCP2, and CCP3. In some embodiments, the color filter layer CFL, which will be explained later, may include a barrier layer BFL2 disposed on the light control parts CCP1, CCP2, and CCP3.
[0610] The barrier layers BFL1 and BFL2 may include at least one inorganic layer. For example, in some embodiments, the barrier layers BFL1 and BFL2 may be formed by including an inorganic material. For example, the barrier layers BFL1 and BFL2 may be formed by including one or more selected from silicon nitride, aluminum nitride, zirconium nitride, titanium nitride, hafnium nitride, tantalum nitride, silicon oxide, aluminum oxide, titanium oxide, tin oxide, cerium oxide, silicon oxynitride, and a metal film that ensures light transmittance. In some embodiments, the barrier layers BFL1 and BFL2 may also include an organic layer. The barrier layers BFL1 and BFL2 may be composed of a single layer or a plurality of layers.
[0611] In the display device DD-a of one or more embodiments, the color filter layer CFL may be disposed on the light control layer CCL. For example, the color filter layer CFL may be directly disposed on the light control layer CCL. In these embodiments, the blocking layer BFL2 may not be provided.
[0612] The color filter layer CFL may include filters CF1, CF2, and CF3. Each of the first to third filters CF1, CF2, and CF3 may be disposed to correspond to the red, green, and blue light emitting regions PXA-R, PXA-G, and PXA-B, respectively.
[0613] The color filter layer CFL may include a first filter CF1 that transmits a second color light, a second filter CF2 that transmits a third color light, and a third filter CF3 that transmits the first color light. For example, in some embodiments, the first filter CF1 may be a red filter, the second filter CF2 may be a green filter, and the third filter CF3 may be a blue filter. Each of the filters CF1, CF2, and CF3 may include a polymer photosensitive resin and a pigment and / or dye. The first filter CF1 may include a red pigment and / or dye, the second filter CF2 may include a green pigment and / or dye, and the third filter CF3 may include a blue pigment and / or dye.
[0614] In some embodiments, the third filter CF3 may not include (e.g., may exclude) any pigment and / or dye. The third filter CF3 may include a polymer photosensitive resin and may not include any pigment and / or dye. The third filter CF3 may be transparent. The third filter CF3 may be formed using a transparent photosensitive resin.
[0615] In some embodiments, the first filter CF1 and the second filter CF2 may both be yellow filters. The first filter CF1 and the second filter CF2 may be provided in one body without distinction.
[0616] In one or more embodiments, the color filter layer CFL may further include a light blocking portion. The light blocking portion may be a black matrix. The light blocking portion may be formed by including an organic light blocking material and / or an inorganic light blocking material containing a black pigment and / or a black dye. The light blocking portion may prevent or reduce a light leakage phenomenon and divide the boundaries between adjacent filters CF1, CF2, and CF3.
[0617] The base substrate BL may be disposed / provided on the color filter layer CFL. The base substrate BL may be a member that provides a base surface on which the color filter layer CFL, the light control layer CCL, etc. are disposed. The base substrate BL may be a glass substrate, a metal substrate, a plastic substrate, etc. However, the embodiments of the present disclosure are not limited thereto, and the base substrate BL may be an inorganic layer, an organic layer, or a composite material layer. In some embodiments, the base substrate BL may not be provided.
[0618] Figure 8 is a cross-sectional view showing a portion of a display device DD-TD according to one or more embodiments. In the display device DD-TD, the light emitting device ED-BT may include a plurality of light emitting structures OL-B1, OL-B2, and OL-B3. The light emitting device ED-BT may include a first electrode EL1 and a second electrode EL2 disposed opposite to each other, and a plurality of light emitting structures OL-B1, OL-B2, and OL-B3 stacked in sequence in a thickness direction and disposed between the first electrode EL1 and the second electrode EL2. Each of the light emitting structures OL-B1, OL-B2, and OL-B3 may include an emission layer EML ( Figure 7 ) and an emission layer EML ( Figure 7 ) of the hole transport region HTR( Figure 7 ) and the electron transport region ETR ( Figure 7 ).
[0619] For example, in some embodiments, the light emitting devices ED-BT included in the display devices DD-TD may be light emitting devices of a series structure including a plurality of emission layers EML.
[0620] exist Figure 8 In one or more embodiments shown in , the light emitted from the light emitting structures OL-B1, OL-B2, and OL-B3 may all be blue light. However, the embodiments of the present disclosure are not limited thereto, and the wavelength regions of the light emitted from the light emitting structures OL-B1, OL-B2, and OL-B3 may be different from each other. For example, in one or more embodiments, a light emitting device ED-BT including a plurality of light emitting structures OL-B1, OL-B2, and OL-B3, each emitting light in a different wavelength region, may emit white light (e.g., combined white light).
[0621] Charge generation layers CGL1 and CGL2 may be disposed between adjacent light emitting structures OL-B1, OL-B2, and OL-B3. Charge generation layers CGL1 and CGL2 may include p-type or p-like charge (eg, p-charge) generation layers and / or n-type or n-like charge (eg, n-charge) generation layers.
[0622] At least one selected from the light emitting structures OL-B1, OL-B2, and OL-B3 included in the display device DD-TD of one or more embodiments may include the fused polycyclic compound of the above-mentioned one or more embodiments. For example, in one or more embodiments, at least one of the multiple emission layers EML included in the light emitting device ED-BT (for example, at least one selected from the multiple emission layers EML included in the light emitting device ED-BT) may include the fused polycyclic compound of one or more embodiments.
[0623] Fig. 9 is a cross-sectional view showing a display device DD-b according to one or more embodiments of the present disclosure. Fig.10 is a cross-sectional view showing a display device DD-c according to one or more embodiments of the present disclosure.
[0624] Reference Fig. 9 , the display device DD-b according to one or more embodiments may include light emitting devices ED-1, ED-2, and ED-3 formed by stacking two emission layers. Figure 2 Compared with the display device DD shown in Fig. 9 The display device DD-b shown in FIG. 1 is different in that the first to third light-emitting devices ED-1, ED-2, and ED-3 each include two emission layers stacked in the thickness direction. In the first to third light-emitting devices ED-1, ED-2, and ED-3, the two emission layers can emit light in substantially the same wavelength region.
[0625] In one or more embodiments, the first light-emitting device ED-1 may include a first red emission layer EML-R1 and a second red emission layer EML-R2. The second light-emitting device ED-2 may include a first green emission layer EML-G1 and a second green emission layer EML-G2. In addition, the third light-emitting device ED-3 may include a first blue emission layer EML-B1 and a second blue emission layer EML-B2. The emission auxiliary part OG may be arranged between the first red emission layer EML-R1 and the second red emission layer EML-R2, between the first green emission layer EML-G1 and the second green emission layer EML-G2, and between the first blue emission layer EML-B1 and the second blue emission layer EML-B2.
[0626] The emission auxiliary part OG may include a single layer or multiple layers. The emission auxiliary part OG may include a charge generation layer. In one or more embodiments, the emission auxiliary part OG may include an electron transport region, a charge generation layer, and a hole transport region stacked in sequence (e.g., in the order stated). The emission auxiliary part OG may be provided as a common layer in all of the first to third light-emitting devices ED-1, ED-2, and ED-3. However, the embodiments of the present disclosure are not limited thereto, and the emission auxiliary part OG may be patterned and provided in an opening OH defined in the pixel defining film PDL.
[0627] The first red emission layer EML-R1, the first green emission layer EML-G1, and the first blue emission layer EML-B1 may be disposed between the electron transport region ETR and the emission auxiliary portion OG. The second red emission layer EML-R2, the second green emission layer EML-G2, and the second blue emission layer EML-B2 may be disposed between the emission auxiliary portion OG and the hole transport region HTR.
[0628] For example, in one or more embodiments, the first light-emitting device ED-1 may include a first electrode EL1, a hole transport region HTR, a second red emission layer EML-R2, an emission auxiliary portion OG, a first red emission layer EML-R1, an electron transport region ETR, and a second electrode EL2 stacked in sequence (e.g., in the stated order). The second light-emitting device ED-2 may include a first electrode EL1, a hole transport region HTR, a second green emission layer EML-G2, an emission auxiliary portion OG, a first green emission layer EML-G1, an electron transport region ETR, and a second electrode EL2 stacked in sequence (e.g., in the stated order). The third light-emitting device ED-3 may include a first electrode EL1, a hole transport region HTR, a second blue emission layer EML-B2, an emission auxiliary portion OG, a first blue emission layer EML-B1, an electron transport region ETR, and a second electrode EL2 stacked in sequence (e.g., in the stated order).
[0629] In some embodiments, the optical auxiliary layer PL may be disposed on the display device layer DP-ED. The optical auxiliary layer PL may include a polarizing layer. The optical auxiliary layer PL may be disposed on the display panel DP and may control light reflected at the display panel DP by external light. In some embodiments, the optical auxiliary layer PL may not be disposed in the display device.
[0630] In one or more embodiments, including Fig. 9At least one emission layer in the display device DD-b shown in FIG. 1 may include the fused polycyclic compound of one or more of the above-mentioned embodiments. For example, in some embodiments, at least one of the first blue emission layer EML-B1 and the second blue emission layer EML-B2 may include the fused polycyclic compound of one or more embodiments.
[0631] and Figure 8 and Fig. 9 different, Fig.10 The display device DD-c in FIG. 1 is shown to include four light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1. The light emitting device ED-CT may include a first electrode EL1 and a second electrode EL2 disposed oppositely and first to fourth light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 stacked between the first electrode EL1 and the second electrode EL2 in the thickness direction. The third light emitting structure OL-B3, the second light emitting structure OL-B2, the first light emitting structure OL-B1, and the fourth light emitting structure OL-C1 are stacked in sequence (e.g., in the stated order) in the thickness direction. The charge generation layers CGL1, CGL2, and CGL3 may be disposed between the first to fourth light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1. For example, the first charge generation layer CGL1 is disposed between the first light emitting structure OL-B1 and the fourth light emitting structure OL-C1. The second charge generation layer CGL2 is disposed between the first light emitting structure OL-B1 and the second light emitting structure OL-B2. The third charge generation layer CGL3 is disposed between the second light emitting structure OL-B2 and the third light emitting structure OL-B3.
[0632] Among the four light emitting structures, the first to third light emitting structures OL-B1, OL-B2, and OL-B3 may emit blue light, and the fourth light emitting structure OL-C1 may emit green light. However, the embodiments of the present disclosure are not limited thereto, and the first to fourth light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 may emit light of different wavelengths.
[0633] The charge generation layers CGL1, CGL2 and CGL3 disposed between adjacent light emitting structures OL-B1, OL-B2, OL-B3 and OL-C1 may include p-type or p-like charge (e.g., p-charge) generation layers and / or n-type or n-like charge (e.g., n-charge) generation layers.
[0634] At least one selected from the light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 included in the display device DD-c according to one or more embodiments may include the fused polycyclic compound of the above-mentioned one or more embodiments. For example, in one or more embodiments, at least one selected from the first to third light emitting structures OL-B1, OL-B2, and OL-B3 may include the fused polycyclic compound of the above-mentioned one or more embodiments.
[0635] The above-mentioned light-emitting device / element ED according to one or more embodiments of the present disclosure may include the fused polycyclic compound of one or more embodiments in at least one functional layer disposed between the first electrode EL1 and the second electrode EL2, and thus may exhibit excellent or suitable luminous efficiency and improved lifespan. For example, the fused polycyclic compound according to one or more embodiments may be included in the emission layer EML of the light-emitting element ED of one or more embodiments, and the light-emitting element ED of one or more embodiments may exhibit a long lifespan.
[0636] In one or more embodiments, the electronic device may include a display device including a plurality of light emitting devices and a control unit for controlling the display device. The electronic device of one or more embodiments may be a device activated according to an electrical signal. The electronic device may include a display device of one or more suitable embodiments. For example, the electronic device may include at least one selected from a television, a monitor, a large display device (such as an external billboard), a personal computer, a laptop computer, a personal digital terminal, a display device for a car, a game console, a portable electronic device, and a small or medium-sized display device (such as a camera).
[0637] Fig.11 is a diagram showing an automobile AM in which first to fourth display devices DD-1, DD-2, DD-3, and DD-4 are provided. At least one selected from the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may include a Figure 1 , Figure 2 and Figures 7 to 10 The explained display devices DD, DD-a, DD-TD, DD-b and / or DD-c are of substantially the same construction.
[0638] exist Fig.11In the embodiment, the vehicle is shown as a car AM, but this is only an example. The first display device to the fourth display device DD-1, DD-2, DD-3 and DD-4 can be arranged on other transportation equipment such as bicycles, motorcycles, trains, ships and / or airplanes. In some embodiments, at least one selected from the first display device to the fourth display device DD-1, DD-2, DD-3 and DD-4 can be introduced into a personal computer, a laptop computer, a personal digital terminal, a game console, a portable electronic device, a television, a monitor and / or an external billboard, etc., and the first display device to the fourth display device DD-1, DD-2, DD-3 and DD-4 include a structure substantially the same as the structure of the display device DD, DD-a, DD-TD, DD-b and / or DD-c. These are only examples, and as long as it does not deviate from the present disclosure, the display device can be introduced into other electronic devices.
[0639] In one or more embodiments, at least one selected from the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may include a reference Figures 3 to 6 The light emitting element ED of one or more embodiments described. The light emitting element ED according to one or more embodiments may include the fused polycyclic compound of one or more embodiments. In one or more embodiments, at least one selected from the first to fourth display devices DD-1, DD-2, DD-3 and DD-4 may include a light emitting element ED including the fused polycyclic compound of one or more embodiments, thereby increasing the lifespan.
[0640] Reference Fig.11 , the automobile AM may include a steering wheel HA and a transmission device GR for operation of the automobile AM. In addition, the automobile AM may include a front window GL disposed to face the driver.
[0641] The first display device DD-1 may be disposed in a first area overlapping the steering wheel HA. For example, the first display device DD-1 may be a digital cluster that displays first information of the automobile AM. The first information may include a first scale showing the driving speed of the automobile AM, a second scale showing the number of revolutions of the engine (i.e., revolutions per minute (RPM)), and an image showing the fuel state. The first scale and the second scale may be represented by digital images.
[0642] The second display device DD-2 can be arranged in a second area facing the driver's seat and overlapping with the front window GL. The driver's seat can be a seat facing the steering wheel HA. For example, the second display device DD-2 can be a head-up display (HUD) showing the second information of the automobile AM. The second display device DD-2 can be optically transparent. The second information can include a digital number showing the driving speed of the automobile AM, and can also include information containing the current time. In some embodiments, the second information of the second display device DD-2 can be projected and displayed on the front window GL.
[0643] The third display device DD-3 may be disposed in a third area adjacent to the transmission device GR. For example, the third display device DD-3 may be a central information display (CID) for the automobile AM disposed between the driver's seat and the passenger seat and showing the third information. The passenger seat may be a seat separated from the driver's seat, and the transmission device GR is disposed between the passenger seat and the driver's seat. The third information may include information about road conditions (e.g., navigation information), information about playing music or radio, information about playing dynamic images (or images), and / or information about the temperature in the automobile AM, etc.
[0644] The fourth display device DD-4 may be disposed in a fourth area separated from the steering wheel HA and the transmission device GR and adjacent to one side of the automobile AM. For example, the fourth display device DD-4 may be a digital rearview mirror that displays the fourth information. The fourth display device DD-4 may display an external image of the automobile AM captured by a camera module CM disposed outside the automobile AM. The fourth information may include an external image of the automobile AM.
[0645] The above-mentioned first to fourth information are merely examples, and the first to fourth display devices DD-1, DD-2, DD-3, and DD-4 may also display information about the interior and exterior of the automobile AM. The first to fourth information may include information different from each other. However, the embodiments of the present disclosure are not limited thereto, and for example, in some embodiments, part of the first to fourth information may include the same information.
[0646] Hereinafter, with reference to examples and comparative examples, the fused polycyclic compound and the light emitting element of one or more embodiments of the present disclosure will be described in detail. In addition, the examples described herein are only shown for understanding the present disclosure, and the scope of the present disclosure is not limited thereto.
[0647] Example
[0648] 1. Synthesis of fused polycyclic compounds
[0649] First, the process of synthesizing the fused polycyclic compound according to one or more embodiments of the present disclosure will be described in more detail by presenting the process of synthesizing Compound 54, Compound 118, Compound 187, and Compound 267 as examples. In addition, the process of synthesizing the fused polycyclic compound described below is provided only as an example, and thus the process of synthesizing the fused polycyclic compound according to one or more embodiments of the present disclosure is not limited to the example.
[0650] 1. Synthesis of compound 54
[0651] Synthesis of Intermediate 54-1
[0652]
[0653] 1,3-Dibromo-5-chlorobenzene (1 equivalent), N-([1,1'-biphenyl]-3-yl-2',3',4',5',6'-d5)-[1,1':3',1"-terphenyl]-4'-amine (1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (Pd 2 (dba) 3 , 0.05 equivalent), tri-tert-butylphosphine (P(tBu) 3 , 0.10 equivalents) and sodium tert-butoxide (NaOtBu, 3 equivalents) were dissolved in o-xylene and stirred at 150°C for 20 hours under a nitrogen atmosphere. After cooling, the resulting product was dried under reduced pressure to remove o-xylene. Thereafter, the resultant was washed three times with ethyl acetate and water to obtain an organic layer, and the organic layer was then washed with anhydrous MgSO 4 Drying and then drying under reduced pressure The resulting product was purified by column chromatography and recrystallization (dichloromethane:n-hexane) to obtain Intermediate 54-1 (yield: 59%).
[0654] Synthesis of Intermediate 54-2
[0655]
[0656] Intermediate 54-1 (1 equivalent), 5-(tert-butyl)-N-(3-fluorophenyl)-3-(4-(phenyl-d5)-6-(phenyl-d5)-1,3,5-triazine-2-yl)-[1,1'-biphenyl]-2-amine (1.2 equivalents), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalents), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (S-Phos, 0.10 equivalents) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at 150° C. for 20 hours in a high pressure reactor. After cooling, the obtained product was dried under reduced pressure to remove o-xylene. Thereafter, the obtained product was washed three times with ethyl acetate and water to obtain an organic layer, and the organic layer was then washed with anhydrous MgSO 4Drying and then drying under reduced pressure The resulting product was purified by column chromatography and recrystallization (dichloromethane:n-hexane) to obtain Intermediate 54-2 (yield: 63%).
[0657] Synthesis of Intermediate 54-3
[0658]
[0659] Intermediate 54-2 (1 equivalent) was dissolved in o-dichlorobenzene (oDCB) in a flask, and the flask was cooled to 0°C under a nitrogen atmosphere, and then BBr dissolved in o-dichlorobenzene was slowly injected thereto. 3 (5 equivalents). After the injection is completed, the temperature is raised to 190 ° C to stir the obtained product for 24 hours. After the obtained product is cooled to 0 ° C, triethylamine is slowly added dropwise to the flask until the exotherm stops to complete the reaction, and then n-hexane and methanol are added for precipitation to obtain a solid by filtration. The obtained solid is purified by silica filtration and then purified by recrystallization from dichloromethane and hexane to obtain intermediate 54-3. Thereafter, the obtained product is purified by column chromatography and recrystallization (dichloromethane: n-hexane) for final purification (yield: 9%).
[0660] Synthesis of Intermediate 54-4
[0661]
[0662] Intermediate 54-3 (1 equivalent), 9H-carbazole-1,2,3,4,5,6,7,8-d8 (1 equivalent) and tripotassium phosphate (K 3 PO 4 , 3 equivalents) was dissolved in anhydrous N,N-dimethylformamide (DMF), and then stirred at 150°C for 24 hours under high pressure. After cooling, the resulting product was dried under reduced pressure to remove N,N-dimethylformamide. Thereafter, the resulting product was washed three times with ethyl acetate and water to obtain an organic layer, and then the organic layer was washed with anhydrous MgSO 4 Drying and then drying under reduced pressure The resulting product was purified by column chromatography and recrystallization (dichloromethane:n-hexane) to obtain Intermediate 54-4 (yield: 55%).
[0663] Synthesis of compound 54
[0664]
[0665] Intermediate 54-4 (1 equivalent), 3,6-di-tert-butyl-9H-carbazole (1.1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), tri-tert-butylphosphine (P(tBu) 3, 0.10 equivalents) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at 150° C. for 24 hours under a nitrogen atmosphere. After cooling, the resulting product was dried under reduced pressure to remove o-xylene. Thereafter, the resulting product was washed three times with ethyl acetate and water to obtain an organic layer, and the organic layer was then washed with anhydrous MgSO 4 The obtained product was purified by column chromatography and recrystallization (dichloromethane:n-hexane) to obtain compound 54 (yield: 53%). Thereafter, the obtained product was further purified by sublimation purification, and the obtained compound was confirmed to be compound 54 by electrospray ionization-liquid chromatography mass spectrometry (ESI-LCMS). ESI-LCMS: [M] +: 1477.3
[0666] 2. Synthesis of Compound 118
[0667] Synthesis of Intermediate 118-1
[0668]
[0669] 1,3-Dibromo-5-(tert-butyl)benzene (1 equivalent), N-(4-(tert-butyl)-2-(4-(phenyl-d5)-6-(phenyl-d5)-1,3,5-triazin-2-yl)phenyl)-[1,1'-biphenyl]-2',3',4',5',6'-d5-3-amine (1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (S-Phos, 0.10 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at 150° C. for 20 hours in a high pressure reactor. After cooling, the obtained product was dried under reduced pressure to remove o-xylene. Thereafter, the obtained product was washed three times with ethyl acetate and water to obtain an organic layer, and the organic layer was then washed with anhydrous MgSO 4 Drying and then drying under reduced pressure The resulting product was purified by column chromatography and recrystallization (dichloromethane:n-hexane) to obtain Intermediate 118-1 (yield: 67%).
[0670] Synthesis of Intermediate 118-2
[0671]
[0672] Intermediate 118-1 (1 equivalent), N-([1,1'-biphenyl]-3-yl-2',3',4',5',6'-d5)-5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine (1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (S-Phos, 0.10 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred in a high pressure reactor at 150° C. for 20 hours. After cooling, the obtained product was dried under reduced pressure to remove o-xylene. Thereafter, the obtained product was washed three times with ethyl acetate and water to obtain an organic layer, and the organic layer was then washed with anhydrous MgSO 4 Drying and then drying under reduced pressure The resulting product was purified by column chromatography and recrystallization (dichloromethane:n-hexane) to obtain Intermediate 118-2 (yield: 58%).
[0673] Synthesis of compound 118
[0674]
[0675] Intermediate 118-2 (1 equivalent) was dissolved in o-dichlorobenzene in a flask, and the flask was cooled to 0° C. under a nitrogen atmosphere, and then BBr dissolved in o-dichlorobenzene was slowly injected thereto. 3 (5 equivalents). After the injection is completed, the temperature is raised to 190°C to stir the obtained product for 24 hours. After the obtained product is cooled to 0°C, triethylamine is slowly added dropwise to the flask until the exotherm stops to complete the reaction, and then n-hexane and methanol are added for precipitation to obtain a solid by filtration. The obtained solid is purified by silica filtration and then purified by recrystallization from dichloromethane and hexane to obtain compound 118. Thereafter, the obtained product is purified by column chromatography and recrystallization (dichloromethane: n-hexane) for final purification (yield: 12%). Thereafter, the obtained product is further purified by sublimation purification, and the obtained compound is confirmed to be compound 118 by ESI-LCMS. ESI-LCMS: [M]+: 1143.7
[0676] 3. Synthesis of compound 187
[0677] Synthesis of Intermediate 187-1
[0678]
[0679] 3,5-dibromo-3',5'-di-tert-butyl-1,1'-biphenyl (1 equivalent), 5-(tert-butyl)-N-(3-chlorophenyl)-3-(4,6-diphenyl-1,3,5-triazine-2-yl)-[1,1'-biphenyl]-2-amine (1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (S-Phos, 0.10 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at 150° C. for 20 hours in a high pressure reactor. After cooling, the obtained product was dried under reduced pressure to remove o-xylene. Thereafter, the obtained product was washed three times with ethyl acetate and water to obtain an organic layer, and the organic layer was then washed with anhydrous MgSO 4 Drying and then drying under reduced pressure The resulting product was purified by column chromatography and recrystallization (dichloromethane:n-hexane) to obtain Intermediate 187-1 (yield: 71%).
[0680] Synthesis of Intermediate 187-2
[0681]
[0682] Intermediate 187-1 (1 equivalent), 5'-(tert-butyl)-N-(3-chlorophenyl)-[1,1':3',1"-terphenyl]-2'-amine (1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (S-Phos, 0.10 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred in a high pressure reactor at 150° C. for 20 hours. After cooling, the obtained product was dried under reduced pressure to remove o-xylene. Thereafter, the obtained product was washed three times with ethyl acetate and water to obtain an organic layer, and the organic layer was then washed with anhydrous MgSO 4 Drying and then drying under reduced pressure The resulting product was purified by column chromatography and recrystallization (dichloromethane:n-hexane) to obtain Intermediate 187-2 (yield: 75%).
[0683] Synthesis of Intermediate 187-3
[0684]
[0685] Intermediate 187-2 (1 equivalent) was dissolved in o-dichlorobenzene in a flask, and the flask was cooled to 0°C under a nitrogen atmosphere, and then BBr dissolved in o-dichlorobenzene was slowly injected thereto. 3(5 equivalents). After the injection is completed, the temperature is raised to 190°C to stir the obtained product for 24 hours. After the obtained product is cooled to 0°C, triethylamine is slowly added dropwise to the flask until the exotherm stops to complete the reaction, and then n-hexane and methanol are added for precipitation to obtain a solid by filtration. The obtained solid is purified by silica filtration and then purified by recrystallization from dichloromethane and hexane to obtain intermediate 187-3 (yield: 12%).
[0686] Synthesis of compound 187
[0687]
[0688] Intermediate 187-3 (1 equivalent), 9H-carbazole-1,2,3,4,5,6,7,8-d8 (1.1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), tri-tert-butylphosphine (P(tBu) 3 , 0.10 equivalents) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at 150° C. for 24 hours under a nitrogen atmosphere. After cooling, the resulting product was dried under reduced pressure to remove o-xylene. Thereafter, the resulting product was washed three times with ethyl acetate and water to obtain an organic layer, and the organic layer was then washed with anhydrous MgSO 4 The product was purified by column chromatography and recrystallization (dichloromethane:n-hexane) to obtain compound 187 (yield: 57%). Thereafter, the product was further purified by sublimation purification, and the obtained compound was confirmed to be compound 187 by ESI-LCMS. ESI-LCMS: [M] +: 1527.3
[0689] 4. Synthesis of Compound 267
[0690] Synthesis of Intermediate 267-1
[0691]
[0692] 3,5-dibromo-3'-(tert-butyl)-1,1'-biphenyl (1 equivalent), N-(4-(tert-butyl)-2-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl)-[1,1'-biphenyl]-2',3',4',5',6'-d5-3-amine (1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), tri-tert-butylphosphine (P(tBu) 3, 0.10 equivalents) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at 150° C. for 24 hours in a high pressure reactor. After cooling, the resulting product was dried under reduced pressure to remove o-xylene. Thereafter, the resulting product was washed three times with ethyl acetate and water to obtain an organic layer, and the organic layer was then washed with anhydrous MgSO 4 Drying and then drying under reduced pressure The resulting product was purified by column chromatography and recrystallization (dichloromethane:n-hexane) to obtain Intermediate 267-1 (yield: 64%).
[0693] Synthesis of Intermediate 267-2
[0694]
[0695] Intermediate 267-1 (1 equivalent), 5-(tert-butyl)-N-(3-chlorophenyl)-3-(4,6-diphenyl-1,3,5-triazine-2-yl)-[1,1'-biphenyl]-2-amine (1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (S-Phos, 0.10 equivalent) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at 150° C. for 20 hours in a high pressure reactor. After cooling, the obtained product was dried under reduced pressure to remove o-xylene. Thereafter, the obtained product was washed three times with ethyl acetate and water to obtain an organic layer, and the organic layer was then washed with anhydrous MgSO 4 Drying and then drying under reduced pressure The resulting product was purified by column chromatography and recrystallization (dichloromethane:n-hexane) to obtain Intermediate 267-2 (yield: 72%).
[0696] Synthesis of Intermediate 267-3
[0697]
[0698] Intermediate 267-2 (1 equivalent) was dissolved in o-dichlorobenzene in a flask, and the flask was cooled to 0°C under a nitrogen atmosphere, and then BBr dissolved in o-dichlorobenzene was slowly injected thereto. 3 (5 equivalents). After the injection is completed, the temperature is raised to 190°C to stir the obtained product for 24 hours. After the obtained product is cooled to 0°C, triethylamine is slowly added dropwise to the flask until the exotherm stops to complete the reaction, and then n-hexane and methanol are added for precipitation to obtain a solid by filtration. The obtained solid is purified by silica filtration and then purified by recrystallization from dichloromethane and hexane to obtain intermediate 267-3 (yield: 10%).
[0699] Synthesis of compound 267
[0700]
[0701] Intermediate 267-3 (1 equivalent), 3,6-di-tert-butyl-9H-carbazole (1.1 equivalent), tris(dibenzylideneacetone)dipalladium(0) (0.05 equivalent), tri-tert-butylphosphine (P(tBu) 3 , 0.10 equivalents) and sodium tert-butoxide (3 equivalents) were dissolved in o-xylene and stirred at 120° C. for 24 hours under a nitrogen atmosphere. After cooling, the resulting product was dried under reduced pressure to remove o-xylene. Thereafter, the resulting product was washed three times with ethyl acetate and water to obtain an organic layer, and the organic layer was then washed with anhydrous MgSO 4 The product was purified by column chromatography and recrystallization (dichloromethane:n-hexane) to obtain compound 267 (yield: 62%). Thereafter, the product was further purified by sublimation purification, and the obtained compound was confirmed to be compound 267 by ESI-LCMS. ESI-LCMS: [M] +: 1562.3
[0702] 2. Preparation and evaluation of light-emitting elements
[0703] The light-emitting elements of one or more embodiments of the fused polycyclic compound of one or more embodiments are prepared using the method described herein in the emission layer. The light-emitting elements of Examples 1 to 4 are prepared using the fused polycyclic compounds of 54, 118, 187 and 267 (which are the above-mentioned example compounds) as the dopant material of the emission layer, respectively. Comparative Examples 1 to Comparative Examples 5 correspond to light-emitting elements prepared using Comparative Example Compounds C1 to C5 as the dopant material of the emission layer, respectively.
[0704] Example compounds
[0705]
[0706] Comparative Example Compounds
[0707]
[0708]
[0709] Preparation of light-emitting elements
[0710] For each of the light emitting elements of the examples and comparative examples, an ITO electrode (Corning, 15Ω / cm 2 , ) was cut into a size of about 50 mm×50 mm×0.7 mm, subjected to ultrasonic cleaning in isopropyl alcohol and pure water for 5 minutes respectively, and subjected to ultraviolet irradiation for 30 minutes, then exposed to ozone for cleaning, and then mounted on a vacuum deposition device as an anode.
[0711] On the anode, NPD is deposited to form A hole injection layer having a thickness of Then, on the hole transport layer, a hole transport layer having a thickness of A light-emitting auxiliary layer of thickness.
[0712] Thereafter, a matrix having a molecular weight of 85:14:1 was formed by co-depositing a host mixture (in which the second compound and the third compound according to one or more embodiments were mixed in a weight ratio of 1:1), a fourth compound, and an exemplary compound or a comparative exemplary compound. The emission layer is formed by depositing TSPO1 on the emission layer. Then, on the hole blocking layer, a layer having a thickness of Then, on the electron transport layer, LiF is deposited to form an electron transport layer having a thickness of Then, on the electron injection layer, Al is deposited to form a A cathode with a thickness of is formed to prepare a light-emitting element.
[0713] Each layer is formed by vacuum evaporation.In one or more embodiments, HT2 selected from the compound of compound group 2 is used as the second compound, ETH66 selected from the compound of compound group 3 is used as the third compound, and AD-37 selected from the compound of compound group 4 is used as the fourth compound.
[0714] The compounds used to prepare the light emitting elements of Examples and Comparative Examples are disclosed below. The following materials were all used to prepare the elements after sublimation purification of commercially available products.
[0715]
[0716] Performance evaluation of light-emitting components
[0717] The element efficiency and element life of each of the light-emitting elements prepared using the above-mentioned Example Compound 54, Example Compound 118, Example Compound 187 and Example Compound 267 and Comparative Example Compounds C1 to C5 were evaluated. Table 2 shows the evaluation results for each of the light-emitting elements of Examples 1 to 4 and Comparative Examples 1 to 5. In the characteristic evaluation of each of the light-emitting elements prepared in Examples 1 to 4 and Comparative Examples 1 to 5, the brightness at 1000 cd / m was measured using Keithley MU 236 and luminance meter PR650. 2 The driving voltage (V) and luminous efficiency (cd / A) at a current density of , and the time taken to reach a brightness of 95% relative to the initial brightness was measured as the lifetime (T95), and the relative lifetime of the light-emitting element relative to Comparative Example 4 was calculated, and the results are shown in Table 2.
[0718] Table 2
[0719]
[0720] Referring to the results of Table 2, it can be seen that the light-emitting elements using the fused polycyclic compound according to one or more embodiments of the present disclosure as examples of light-emitting materials all have lower driving voltages and greater luminous efficiency and lifespan than the light-emitting elements of the comparative examples. It can be seen that, when applied to light-emitting elements, each of the example compounds has a structure in which the first substituent is introduced into the fused ring core, and therefore exhibits greater luminous efficiency and longer lifespan than the comparative examples. The example compound includes a first substituent, and therefore can effectively protect the boron atom to improve chemical stability, and inhibit or reduce intermolecular interactions to control aggregation, excimer formation or excimer formation, and therefore, can increase luminous efficiency. In addition, in the example compound, due to the structure with large steric hindrance, the distance between adjacent molecules increases, and therefore, Dexter energy transfer can be inhibited or reduced to prevent or reduce lifetime degradation caused by increased triplet exciton concentration.
[0721] The first substituent may include a structure in which a phenyl moiety and a triazine moiety are connected, and may be connected to a nitrogen atom of a fused ring core by a phenyl moiety. In the first substituent, any one of carbon 2, carbon 4, and carbon 6 of a triazine moiety may be connected to a nitrogen atom of a fused ring core by a phenyl moiety, and a substituted or unsubstituted phenyl may be connected to two other carbons. In a fused ring core, a nitrogen atom with a high electron density is connected to a carbon of a triazine moiety with an electron-withdrawing property to effectively separate HOMO and LUMO, resulting in an improvement in the multiple resonance effect. In addition, since the triazine moiety and a nitrogen atom of a fused ring core are connected to a phenyl moiety to be located in an ortho position, a boron atom may be effectively protected by a structure in which a first substituent covers a boron atom relative to a plate-like structure of a fused ring core. In one or more embodiments, since the first substituent includes a triazine moiety, the dihedral angle between the triazine moiety and the terminal substituent connected thereto is reduced, so that the movement of the first substituent covering the boron atom form may be suppressed or reduced, and Stoke's shift may be reduced to increase photoluminescence quantum yield (PLQY) and intermolecular fluorescence resonance energy transfer (FRET).
[0722] Compared with the examples, both Comparative Examples 1 and 2 show high driving voltage and reduced luminous efficiency and element life. Comparative Example Compounds C1 and C2 used in Comparative Examples 1 and 2, respectively, are compounds having a structure in which the triazine moiety is connected to the para-position or meta-position relative to the nitrogen atom, and therefore, it is believed that the compounds have reduced effects in boron atom protection, intermolecular interaction inhibition, and Dexter energy transfer inhibition compared to the example compounds in which the triazine moiety and the nitrogen atom are connected to the ortho-position.
[0723] Compared with the examples, both Comparative Examples 3 and Comparative Examples 4 show high driving voltage and reduced element life and luminous efficiency. Comparative Example Compounds C3 and Comparative Example Compounds C4 used in Comparative Examples 3 and Comparative Examples 4, respectively, have a structure in which the triazine moiety is connected to the benzene ring of the fused ring core instead of the nitrogen atom. Therefore, compared with the example compound in which the triazine moiety is connected to the nitrogen atom of the fused ring core, the multiple resonance effect is reduced. In addition, in Comparative Example Compounds C3 and Comparative Example Compounds C4, the triazine moiety is directly bonded to the fused ring core, and therefore, it is difficult to obtain a structure that spatially covers the boron atom in the plate-like structure of the fused ring core, making it difficult to expect the effect of protecting the boron atom of the molecule and inhibiting the interaction between molecules.
[0724] Referring to Comparative Example 5, Comparative Example Compound C5 includes a fused ring core centered on a boron atom and a nitrogen atom, but does not include a first substituent, so it can be seen that when applied to a light-emitting element, the light-emitting element has a high driving voltage and reduced luminous efficiency and element life compared to the examples. Comparative Example Compound C5 shows higher material stability than other Comparative Example Compounds C1 to C4, but due to increased planarity, it has reduced thermal stability as the deposition temperature increases.
[0725] The light emitting element of one or more embodiments of the present disclosure may exhibit improved element characteristics of high light emitting efficiency and long lifespan.
[0726] The condensed polycyclic compound of one or more embodiments of the present disclosure is included in an emission layer of a light emitting element, and thus may contribute to high light emission efficiency and long lifetime.
[0727] The electronic device of one or more embodiments of the present disclosure may exhibit high display quality.
[0728] As used herein, the terms "substantially," "about," and similar terms are used as terms of approximation rather than terms of degree, and are intended to account for the inherent deviations in measured or calculated values that one of ordinary skill in the art would recognize. "About," as used herein, includes the stated value and means within the acceptable range of deviation for the particular value as determined by one of ordinary skill in the art, taking into account the measurement in question and the errors associated with the measurement of the particular quantity (i.e., the limitations of the measurement system). For example, "about" can mean within one or more standard deviations, or within ±30%, ±20%, ±10%, ±5% of the stated value.
[0729] 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.
[0730] Any numerical range listed here is intended to include all subranges of the same numerical precision contained in the listed range. For example, the range of "1.0 to 10.0" is intended to include all subranges between the listed minimum value 1.0 and the listed maximum value 10.0 (including the listed minimum value 1.0 and the listed maximum value 10.0), that is, having a minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, such as 2.4 to 7.6. Any maximum numerical limit listed here is intended to include all lower numerical limits contained therein, and any minimum numerical limit listed in this specification is intended to include all higher numerical limits contained therein. Therefore, the applicant reserves the right to modify this specification (including claims) to explicitly list any subranges contained in the range explicitly listed here.
[0731] In the present disclosure, when the particles are spherical, "size" means the particle diameter or the average particle diameter, and when the particles are non-spherical, "size" means the major axis length or the average major axis length. The diameter (or size) of the particles can be measured using a scanning electron microscope or a particle size analyzer. For example, a HORIBA, LA-950 laser particle size analyzer can be used as a particle size analyzer. When the size of the particles is measured using a particle size analyzer, the average particle diameter (or size) is referred to as D50. D50 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 the value of the particle diameter corresponding to 50% starting from the smallest particle when the total number of particles is 100% in a distribution curve accumulated in the order of the smallest particle size to the largest particle size.
[0732] According to the light-emitting element / device, display device, display device or any other related device / device or component of the embodiment of the present disclosure described herein, any suitable hardware, firmware (e.g., application specific integrated circuit), software or a combination of software, firmware and hardware can be used to implement. For example, the various components of the device can be formed on an integrated circuit (IC) chip or a separate IC chip. In addition, the various components of the device can be implemented on a flexible printed circuit film, a carrier package (TCP), a printed circuit board (PCB), or formed on a substrate. In addition, the various components of the device can be processes or threads that run on one or more processors in one or more computing devices, execute computer program instructions, and interact with other system components to perform various functions described herein. Computer program instructions are stored in a memory, which can be implemented in a computing device using a standard memory device (such as a random access memory (RAM) as an example). Computer program instructions can also be stored in other non-temporary computer-readable media (such as CD-ROM, flash drive, etc. as an example). Furthermore, those skilled in the art should recognize that the functionality of various computing devices may be combined or integrated into a single computing device, or the functionality of a particular computing device may be distributed across one or more other computing devices without departing from the scope of the embodiments of the present disclosure.
[0733] Although the present disclosure has been described with reference to preferred embodiments thereof, it will be understood that the present disclosure should not be limited to these preferred embodiments, but one or more suitable changes and modifications may be made by one skilled in the art without departing from the spirit and scope of the present disclosure.
[0734] Therefore, the technical scope of the present disclosure is not intended to be limited to the contents set forth in the specific embodiments of the specification, but is intended to be defined by the appended claims and their equivalents.
Claims
1. A fused polycyclic compound, wherein the fused polycyclic compound is represented by Formula 1: Formula 1 in, In formula 1, X1 is O, S, NR4, CR5R6 or SiR7R8, R1 to R8 are each independently hydrogen, deuterium, halogen, substituted or unsubstituted amine, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and optionally bonded to an adjacent group to form a ring, R a It is represented by formula S: n1 is an integer from 0 to 3, and n2 and n3 are each independently an integer from 0 to 4, Formula S and Among them, in formula S, Ar1 and Ar2 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, R9 is hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and optionally binds to an adjacent group to form a ring, n9 is an integer from 0 to 4, and -* is the site of attachment to Formula 1.
2. The fused polycyclic compound according to claim 1, wherein The fused polycyclic compound represented by Formula 1 is represented by Formula 2: Formula 2 Among them, in formula 2, R b It is represented by any one selected from Formula A-1 to Formula A-3: Formula A-1 Formula A-2 Formula A-3 Among them, in Formula A-1 to Formula A-3, R a1 To R a6 are each independently hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and are optionally bonded to an adjacent group to form a ring, Ar3 and Ar4 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, m1, m3 and m5 are each independently an integer from 0 to 5, m2 and m6 are each independently an integer from 0 to 4, m4 is an integer from 0 to 3, and -* is the site of attachment to Formula 2, and Among them, in formula 2, R1 to R3, R a and n1 to n3 are independently the same as defined in Formula 1.
3. The fused polycyclic compound according to claim 1, wherein The fused polycyclic compound represented by Formula 1 is represented by Formula 3: Formula 3 Among them, in formula 3, R 1a To R 1c , R 2a To R 2d and R 3a To R 3d are each independently hydrogen, deuterium, halogen, substituted or unsubstituted amine, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and are optionally bonded to an adjacent group to form a ring, and Selected from R 1a To R 1c , R 2a To R 2d and R 3a To R 3d At least one of them is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or is represented by any one selected from Formula B-1 to Formula B-4: Formula B-1 Formula B-2 Formula B-3 Formula B-4 Among them, in Formula B-1 to Formula B-4, Z1 is a direct key, O, S or CR b8 R b9 , Z2 is O, S, NR b10 or CR b11 R b12 , R b1 To R b12 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and are optionally bonded to an adjacent group to form a ring, m11 to m13 are each independently an integer from 0 to 5, m14, m15 and m17 are each independently an integer from 0 to 4, and m16 is an integer from 0 to 3, and Among them, in formula 3, X1 and R a are independently the same as defined in Formula 1.
4. The fused polycyclic compound according to claim 3, wherein The fused polycyclic compound represented by Formula 3 is represented by any one selected from Formula 4-1 to Formula 4-4: Formula 4-1 Formula 4-2 Formula 4-3 Formula 4-4 and Among them, in Formula 4-1 to Formula 4-4, R w1 is hydrogen or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or is represented by any one of Formula B-1 to Formula B-4, R x1 , R x2 , R y1 and R y2 are independently represented by any one selected from Formula B-1 to Formula B-4, and X1, R a , R 1b , R 1c , R 2a To R 2d and R 3a To R 3d are independently the same as defined in Formula 1 and Formula 3.
5. The fused polycyclic compound according to claim 1, wherein The fused polycyclic compound represented by Formula 1 is represented by any one selected from Formula 5-1 to Formula 5-3: Formula 5-1 Formula 5-2 Formula 5-3 and Among them, in Formula 5-1 to Formula 5-3, Ar a is a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, R9' and R 11 To R 14 are each independently hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and are optionally bonded to an adjacent group to form a ring, n9' is an integer from 0 to 3, n11 to n14 are each independently an integer from 0 to 5, and X1, R1 to R3, R9, n1 to n3 and n9 are independently the same as defined in Formula 1 and Formula S.
6. The fused polycyclic compound according to claim 1, wherein The fused polycyclic compound represented by Formula 1 is represented by any one selected from Formula 6-1 to Formula 6-3: Formula 6-1 Formula 6-2 Formula 6-3 and Among them, in Formula 6-1 to Formula 6-3, R9'、R 15 ' and R 11 To R 19 are each independently hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, and are optionally bonded to an adjacent group to form a ring, n9' and n15' are each independently an integer from 0 to 3, n11 to n14 and n16 to n19 are each independently an integer from 0 to 5, n15 is an integer from 0 to 4, and R1 to R3, R9, n1 to n3 and n9 are the same as defined in Formula 1 and Formula S.
7. The fused polycyclic compound according to claim 1, wherein The fused polycyclic compound represented by Formula 1 is represented by any one selected from Formula 7-1 to Formula 7-4: Formula 7-1 Formula 7-2 Formula 7-3 Formula 7-4 and Among them, in Formula 7-1 to Formula 7-4, R2' and R3' are each independently hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, R 2r , R 2s , R 3r and R 3s are independently substituted or unsubstituted amine, substituted or unsubstituted phenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl or substituted or unsubstituted dibenzothiophenyl, R 1r is hydrogen, deuterium, a substituted or unsubstituted amino group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group, and X1, Ar1, Ar2, R9 and n9 are independently the same as defined in Formula 1 and Formula S.
8. The fused polycyclic compound according to claim 1, wherein The fused polycyclic compound represented by Formula 1 is represented by Formula 8-1 or Formula 8-2: Formula 8-1 Formula 8-2 Among them, in formula 8-1 and formula 8-2, R 11 , R 12 , R 15 To R 17 and A1 to A9 are each independently hydrogen, deuterium, halogen, substituted or unsubstituted amine, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 30 ring carbon atoms, At least one selected from A1 to A9 is selected from Substituent Group 1, n11, n12, n16 and n17 are each independently an integer from 0 to 5, and n15 is an integer from 0 to 4, Substituent Group 1 and Among them, in formula 8-1 and formula 8-2, X1, R9 and n9 are the same as defined in Formula 1 and Formula S.
9. The fused polycyclic compound according to claim 1, wherein The condensed polycyclic compound represented by Formula 1 includes at least one selected from the group consisting of compounds of Compound Group 1: Compound Group 1 10. A light emitting element, comprising: a first electrode; a second electrode, located on the first electrode; as well as An emission layer is located between the first electrode and the second electrode and includes the condensed polycyclic compound according to any one of claims 1 to 9 as a first compound.
11. The light emitting element according to claim 10, wherein The emission layer further includes at least one of a second compound represented by Formula HT-1, a third compound represented by Formula ET-1, and a fourth compound represented by Formula D-1: Formula HT-1 Among them, in formula HT-1, M1 to M8 are independently N or CR 51 , L1 is a direct bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, Y a It is a direct key, CR 52 R 53 or SiR 54 R 55 , Ar a is a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, and R 51 To R 55 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted silyl, substituted or unsubstituted thiol, substituted or unsubstituted oxy, substituted or unsubstituted amine, substituted or unsubstituted boron, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 60 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 60 ring carbon atoms, and are optionally bonded to an adjacent group to form a ring, Formula ET-1 Among them, in formula ET-1, Selected from Z a To Z c At least one of them is N, and the rest are CR 56 , R 56 is hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring carbon atoms, b1 to b3 are each independently an integer from 0 to 10, Ar b To Ar d are each independently hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring carbon atoms, and L2 to L4 are each independently a direct bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, and Formula D-1 Wherein, in formula D-1, Q1 to Q4 are independently C or N, C1 to C4 are each independently a substituted or unsubstituted hydrocarbon ring having 5 to 30 ring carbon atoms or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring carbon atoms, L 11 To L 13 are independently direct bonds, *-O-*, *-S-*, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring carbon atoms, b11 to b13 are independently 0 or 1, R 61 To R 66 are independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted silyl, substituted or unsubstituted thiol, substituted or unsubstituted oxy, substituted or unsubstituted amine, substituted or unsubstituted boron, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 60 ring carbon atoms, or substituted or unsubstituted heteroaryl having 2 to 60 ring carbon atoms, and d1 to d4 are each independently an integer from 0 to 4.
12. An electronic device, the electronic device being at least one selected from large display devices including televisions, monitors, and outdoor billboards, and small and medium display devices including personal computers, laptop computers, personal digital terminals, vehicle display devices, game consoles, portable electronic devices, and cameras, and The electronic device comprises at least one light emitting element, in, The at least one light-emitting element comprises the fused polycyclic compound according to any one of claims 1 to 9.
13. The electronic device according to claim 12, wherein: The electronic device comprises: Base layer; a circuit layer, located on the base layer; and A display element layer is located on the circuit layer and includes the at least one light emitting element and an encapsulation layer located on the at least one light emitting element. The at least one light emitting element includes: a first electrode; a second electrode located on the first electrode; and an emission layer located between the first electrode and the second electrode and including the condensed polycyclic compound.
14. The electronic device according to claim 12, wherein: The at least one light emitting element further includes a covering layer located on the second electrode, The cover layer has a refractive index of 1.6 or more in a wavelength range of 550 nm to 660 nm.
15. The electronic device according to claim 12, further comprising a light control layer, the light control layer being located on the encapsulation layer and comprising quantum dots, in, The at least one light emitting element emits light of a first color, and The light control layer comprises: A first light control unit including a first quantum dot that converts the first color light into a second color light having a wavelength longer than that of the first color light; a second light control unit including a second quantum dot that converts the first color light into a third color light having a wavelength longer than the wavelength of the first color light and the wavelength of the second color light; and The third light control unit transmits the first color light.
16. The electronic device according to claim 15, further comprising a color filter layer, wherein the color filter layer is located on the light control layer. in, The color filter layer comprises: a first filter, transmitting the second color light; a second filter that transmits the third color light; and The third filter transmits the first color light.
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