Light-emitting element, fused polycyclic compound, and display device

By using a specific fused polycyclic compound in the emitting layer of the organic electroluminescent element, the problems of high driving voltage, low luminescence efficiency and short service life in the prior art are solved, and a high-efficiency and long-life luminescence effect is achieved.

CN119431412APending Publication Date: 2025-02-14SAMSUNG DISPLAY CO LTD
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Patent Information

Application Number
CN202410730808.9
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2023-07-31
Filing Date
2024-06-06
Publication Date
2025-02-14

AI Technical Summary

Technical Problem

The existing organic electroluminescent elements have shortcomings in driving voltage, luminous efficiency and service life, and it is difficult to meet the needs of efficient display.

Method used

The emission layer composed of specific fused polycyclic compounds is used to improve the luminous efficiency and extend the service life of the component through its unique chemical structure and electronic state.

Benefits of technology

It significantly improves the luminous efficiency and the service life of the components, and improves the display quality of the display device.

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Abstract

Embodiments provide a fused polycyclic compound, a light-emitting element, and a display device. The light emitting element includes a first electrode, a second electrode disposed on the first electrode, and an emission layer disposed between the first electrode and the second electrode and including the fused polycyclic compound. Said fused polycyclic compound is represented by Formula 1 described in the specification: [Formula 1] # imgabs0 #
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Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0099953 filed in the Korean Intellectual Property Office on July 31, 2023, the entire contents of which are incorporated herein by reference. Technical Field

[0003] The present disclosure relates to a light emitting element, a condensed polycyclic compound used in the light emitting element, and a display device including the light emitting element. Background Art

[0004] Active development of organic electroluminescent display devices as image display devices continues. Compared with liquid crystal display devices and the like, organic electroluminescent display devices are so-called self-luminous display devices in which holes and electrons injected from the first electrode and the second electrode are recombined in the emission layer, so that the light-emitting material including the organic compound in the emission layer emits light to realize display.

[0005] When organic electroluminescent elements are applied to display devices, organic electroluminescent elements having low driving voltage, high luminous efficiency, and long service life are required, and materials for organic electroluminescent elements that can stably achieve these characteristics need to be continuously developed.

[0006] In order to realize efficient organic electroluminescent elements, technologies involving phosphorescence emission using triplet energy or fluorescence emission using triplet-triplet annihilation (TTA) in which singlet excitons are generated by collision of triplet excitons are being developed. Currently being developed are thermally activated delayed fluorescence (TADF) materials using the delayed fluorescence phenomenon.

[0007] It should be understood that this background section is intended, in part, to provide a useful background for understanding the technology. However, this background section may also include ideas, concepts, or perceptions that are not part of what was known or understood by a person skilled in the relevant art prior to the corresponding effective filing date of the subject matter disclosed herein. Summary of the invention

[0008] The present disclosure provides a light emitting element having improved luminous efficiency and element lifespan.

[0009] The present disclosure also provides a fused polycyclic compound capable of improving the luminous efficiency and service life of a light-emitting element.

[0010] The present disclosure also provides a display device including the light emitting element, in which light emitting efficiency and service life are improved, thereby having excellent display quality.

[0011] The embodiment provides a light emitting element, which may include a first electrode, a second electrode disposed on the first electrode, and an emission layer disposed between the first electrode and the second electrode and including a fused polycyclic compound represented by Formula 1 as a first compound:

[0012] [Formula 1]

[0013]

[0014] In Formula 1, Q may be a group represented by Formula 2; Ar 1 and Ar 2 may be 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; R 1 To R 3 Each of n1 and n3 may be independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, 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; n1 and n3 may be independently an integer from 0 to 3; and n2 may be an integer from 0 to 4.

[0015] [Formula 2]

[0016]

[0017] In formula 2, R 4 and R a To R d may be each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, 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, or bonded to an adjacent group to form a ring; n4 may be an integer from 0 to 4, and the part represented by Formula 3 may be combined with R a To R d Adjacent pairs are fused:

[0018] [Formula 3]

[0019]

[0020] In Formula 3, -* can be R in Formula 2 a To R d The position where one of the adjacent pairs is fused; Ar 3It 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; R 5 It can be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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 n5 can be an integer from 0 to 4.

[0021] In an embodiment, the first compound may be represented by Formula 4-1 or Formula 4-2:

[0022] [Formula 4-1]

[0023]

[0024] [Formula 4-2]

[0025]

[0026] In Formula 4-1 and Formula 4-2, R 6 To R 10 Each of n7, n9 and n10 may be independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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; n6 may be an integer from 0 to 4; n7, n9 and n10 may be each independently an integer from 0 to 5; and n8 may be an integer from 0 to 3.

[0027] In Formula 4-1 and Formula 4-2, Ar 2 , R 1 To R 4 , R a To R d and n1 to n4 are the same as those defined in Equations 1 and 2.

[0028] In an embodiment, the group represented by Formula 2 may be a group represented by any one of Formula 2-1 to Formula 2-4:

[0029] [Formula 2-1]

[0030]

[0031] [Formula 2-2]

[0032]

[0033] [Formula 2-3]

[0034]

[0035] [Formula 2-4]

[0036]

[0037] In Formula 2-1 to Formula 2-4, Ar 3 , R 4 , R 5 , R a , R c , R d , n4 and n5 are the same as those defined in Equation 2 and Equation 3.

[0038] In an embodiment, the first compound may be represented by any one of Formula 5-1 to Formula 5-4:

[0039] [Formula 5-1]

[0040]

[0041] [Formula 5-2]

[0042]

[0043] [Formula 5-3]

[0044]

[0045] [Formula 5-4]

[0046]

[0047] In Formula 5-1 to Formula 5-4, R 11 It can be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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 n11 can be an integer from 0 to 5.

[0048] In Formula 5-1 to Formula 5-4, Ar 1 ,Ar 2 , R 1 To R 5 , R a , R c , R d and n1 to n5 are the same as those defined in Equation 1, Equation 2, and Equation 3.

[0049] In the embodiment, Ar 1 and Ar 2 Each may be independently a group represented by any one of Formula A-1 to Formula A-3:

[0050] [Formula A-1]

[0051]

[0052] [Formula A-2]

[0053]

[0054] [Formula A-3]

[0055]

[0056] In Formula A-1 to Formula A-3, Z a Can be O or S; R a1 To R a7 Each of m1, m4 and m5 can be independently an integer from 0 to 5; m2 and m7 can be independently an integer from 0 to 4; and m3 and m6 can be independently an integer from 0 to 3.

[0057] In an embodiment, the first compound may be represented by Formula 6:

[0058] [Formula 6]

[0059]

[0060] In formula 6, R 6 , R 7 and Z 1 To Z 7 may each independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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; n6 may be an integer from 0 to 4; n7 may be an integer from 0 to 5; and Z 1 To Z 7 At least one of them may be each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a group represented by any one of Formula B-1 to Formula B-3:

[0061] [Formula B-1]

[0062]

[0063] [Formula B-2]

[0064]

[0065] [Formula B-3]

[0066]

[0067] In Formula B-1 to Formula B-3, Z b Can be O or S; R b1 To R b5 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or bond with an adjacent group to form a ring; m11 may be an integer from 0 to 5; m12, m13 and m15 may each independently be an integer from 0 to 4; and m14 may be an integer from 0 to 3.

[0068] In formula 6, Ar 2 , R 1 , R 4 , R a To R d , n1 and n4 are the same as defined in Equation 1 and Equation 2.

[0069] In an embodiment, the first compound may be represented by any one of Formula 7-1 to Formula 7-3:

[0070] [Formula 7-1]

[0071]

[0072] [Formula 7-2]

[0073]

[0074] [Formula 7-3]

[0075]

[0076] In equations 7-1 to 7-3, R 2 '、R 13 To R 16 and R e To R hmay be each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, 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, or may be bonded to an adjacent group to form a ring; a1 may be an integer from 0 to 3; n13 may be an integer from 0 to 5; n14 to n16 may each independently be an integer from 0 to 4, and the portion represented by Formula 8 may be the same as R e To R h Adjacent pairs are fused:

[0077] [Formula 8]

[0078]

[0079] In formula 8, -* is the same as R in formula 7-3. e To R h The position where one of the adjacent pairs is fused; Ar 4 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; R 17 It can be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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 n17 can be an integer from 0 to 4.

[0080] In Formula 7-1 to Formula 7-3, Ar 1 ,Ar 2 , R 1 , R 3 , R 4 , R a To R d , n1, n3 and n4 are the same as defined in Formula 1 and Formula 2.

[0081] In an embodiment, the first compound may be represented by Formula 9-1 or Formula 9-2:

[0082] [Formula 9-1]

[0083]

[0084] [Formula 9-2]

[0085]

[0086] In equations 9-1 and 9-2, A 1 It may be a group represented by any one of Formula C-1 to Formula C-3; A2 It may be a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; B 1 To B 5 can each independently be a hydrogen atom or a deuterium atom; R 6 To R 10 and R 18 To R 22 Each of n6 and n18 may be independently an integer from 0 to 4; n7, n9, n10, n19, n21 and n22 may be independently an integer from 0 to 5; and n8 and n20 may be independently an integer from 0 to 3.

[0087] [Formula C-1]

[0088]

[0089] [Formula C-2]

[0090]

[0091] [Formula C-3]

[0092]

[0093] In Formula C-1 to Formula C-3, R c1 To R c4 and R i To R l may be each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, 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, or bonded to an adjacent group to form a ring; m21 may be an integer from 0 to 5; m22 to m24 may each independently be an integer from 0 to 4; and the portion represented by Formula 10 may be the same as R i To R l Adjacent pairs are fused:

[0094] [Formula 10]

[0095]

[0096] In formula 10, -* is the same as R in formula C-3. i To R l Any fused position in the adjacent pairs; Rc5 and R c6 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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; m15 may be an integer from 0 to 4; and m16 may be an integer from 0 to 5.

[0097] In equations 9-1 and 9-2, R 1 , R 4 , R a To R d , n1 and n4 are the same as defined in Equation 1 and Equation 2.

[0098] In an embodiment, 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:

[0099] [Formula HT-1]

[0100]

[0101] In formula HT-1, M 1 To M 8 can be N or C (R 51 );L 1 Y may be a directly linked, 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 Can be directly connected, C(R 52 )(R 53 ) or Si(R 54 )(R 55 );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; R 51 To R 55 Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, or may bond with an adjacent group to form a ring.

[0102] [Formula ET-1]

[0103]

[0104] In the above formula ET-1, Z a To Z c At least one of them can be N; Z a To Z c The remaining groups may each independently be C(R 56 );R 56 It may be a hydrogen atom, a deuterium atom, 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 may each independently be a hydrogen atom, a deuterium atom, 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 directly linked, 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.

[0105] [Formula D-1]

[0106]

[0107] In formula D-1, Q 1 To Q 4 may be each independently C or N; C1 to C4 may each independently be a substituted or unsubstituted hydrocarbon ring having 5 to 30 ring carbon atoms, or a substituted or unsubstituted heterocycle having 2 to 30 ring carbon atoms; L 11 To L 13 Each is independently a direct connection, *-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 each independently be 0 or 1; R 61 To R 66Each is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, or bonds to an adjacent group to form a ring; and d1 to d4 may each independently be an integer from 0 to 4.

[0108] An embodiment provides a display device, which may include a circuit layer arranged on a substrate layer and a display element layer arranged on the circuit layer and including a light-emitting element, wherein the light-emitting element may include a first electrode, a second electrode arranged on the first electrode, and an emission layer arranged between the first electrode and the second electrode and including a first compound represented by Formula 1 described herein.

[0109] In an embodiment, the light emitting element may further include a capping layer disposed on the second electrode; and the capping layer may have a refractive index equal to or greater than about 1.6 with respect to light in a wavelength range of about 550 nm to about 660 nm.

[0110] In an embodiment, the display device may further include a light control layer arranged on the display element layer and including quantum dots, wherein the light emitting element can emit a first color light, and the light control layer may include a first light control part, a second light control part and a third light control part, the first light control part includes a first quantum dot that converts the first color light into a second color light in a longer wavelength region than the first color light, the second light control part includes a second quantum dot that converts the second color light into a third color light in a longer wavelength region than the second color light, and the third light control part transmits the first color light.

[0111] In an embodiment, the display device may further include a color filter layer disposed on the light control layer, wherein the color filter layer may include a first color filter transmitting the second color light, a second color filter transmitting the third color light, and a third color filter transmitting the first color light.

[0112] The embodiments provide fused polycyclic compounds that may be represented by Formula 1 described herein.

[0113] In an embodiment, the fused polycyclic compound represented by Formula 1 may be represented by Formula 4-1 or Formula 4-2 described herein.

[0114] In an embodiment, the group represented by Formula 2 may be a group represented by any one of Formula 2-1 to Formula 2-4 described herein.

[0115] In an embodiment, the fused polycyclic compound represented by Formula 1 may be represented by any one of Formula 5-1 to Formula 5-4 described herein.

[0116] In an embodiment, the fused polycyclic compound represented by Formula 1 may be represented by Formula 6 described herein.

[0117] In an embodiment, the fused polycyclic compound represented by Formula 1 may be represented by any one of Formula 7-1 to Formula 7-3 described herein.

[0118] In an embodiment, the condensed polycyclic compound represented by Formula 1 may be selected from Compound Group 1 described below.

[0119] It should be understood that the above embodiments have been described in a general and illustrative sense only and not for limiting purposes, and the present disclosure is not limited to the above embodiments. BRIEF DESCRIPTION OF THE DRAWINGS

[0120] The accompanying drawings are included to provide a further understanding of the embodiments, and are incorporated into and constitute a part of this specification. The accompanying drawings illustrate embodiments of the present disclosure and principles thereof. The above and other aspects and features of the present disclosure will become more apparent by describing the embodiments of the present disclosure in detail with reference to the accompanying drawings, in which:

[0121] Figure 1 is a schematic plan view of a display device according to an embodiment;

[0122] Figure 2 is a schematic cross-sectional view of a display device according to an embodiment;

[0123] Figure 3 is a schematic cross-sectional view of a light emitting element according to an embodiment;

[0124] Figure 4 is a schematic cross-sectional view of a light emitting element according to an embodiment;

[0125] Figure 5 is a schematic cross-sectional view of a light emitting element according to an embodiment;

[0126] Figure 6 is a schematic cross-sectional view of a light emitting element according to an embodiment;

[0127] Figure 7 is a schematic cross-sectional view of a display device according to an embodiment;

[0128] Figure 8is a schematic cross-sectional view of a portion of a display device according to an embodiment;

[0129] Fig. 9 is a schematic cross-sectional view of a display device according to an embodiment;

[0130] Fig.10 is a schematic cross-sectional view of a display device according to an embodiment;

[0131] Fig.11 is a schematic perspective view of a vehicle in which a display device is provided according to an embodiment;

[0132] Fig. 12A is a diagram showing a three-dimensional molecular model of an example compound; and

[0133] Fig. 12B is a diagram showing a three-dimensional molecular model of a comparative example compound. DETAILED DESCRIPTION

[0134] The present disclosure will now be described more fully hereinafter with reference to the accompanying drawings, in which embodiments are shown. However, the present disclosure may be implemented in different forms and should not be construed as being limited to the embodiments set forth herein. Instead, these embodiments are provided so that the present disclosure will be thorough and complete, and will fully convey the scope of the present disclosure to those skilled in the art.

[0135] In the drawings, the size, thickness, ratio, and dimensions of elements may be exaggerated for ease of description and clarity. The same reference numerals and reference letters refer to the same elements throughout.

[0136] In the specification, it will be understood that when an element (or region, layer, component, etc.) is referred to as being "on" another element, "connected to" or "coupled to" another element, it may be directly on, directly connected to or coupled to the other element, or one or more intervening elements may be present between them. In a similar sense, when an element (or region, layer, component, etc.) is described as "covering" another element, it may directly cover the other element, or one or more intervening elements may be present between them.

[0137] In the specification, when an element is "directly on," "directly connected to," or "directly coupled to" another element, there are no intervening elements. For example, "directly on" may mean that two layers or two elements are disposed without an additional layer or additional element, such as an adhesive layer or adhesive element, between them.

[0138] As used herein, expressions used in the singular such as “a,” “an,” and “the” are intended to include the plural forms as well, unless the context clearly indicates otherwise.

[0139] As used herein, the term "and / or" includes any and all combinations of one or more of the associated listed items. For example, "A and / or B" may be understood to mean "A, B, or A and B". The terms "and" and "or" may be used in a conjunctive or disjunctive sense and may be understood to be equivalent to "and / or".

[0140] In the specification and claims, for the purpose of its meaning and interpretation, the term "at least one of..." is intended to include the meaning of "at least one selected from the group consisting of..." For example, "at least one of A, B, and C" can be understood to mean only A, only B, only C, or any combination of two or more of A, B, and C, such as ABC, ACC, BC, or CC. When the term "at least one of" precedes or follows a list of elements, it modifies the entire list of elements, rather than the individual elements in the list.

[0141] It will be understood that, although the terms first, second, etc. can be used in this article to describe various elements, these elements should not be limited by these terms. These terms are only used to distinguish one element from another element. Therefore, without departing from the teaching of the present disclosure, the first element can be referred to as the second element. Similarly, without departing from the scope of the present disclosure, the second element can be referred to as the first element.

[0142] For ease of description, spatially relative terms such as "below", "below", "lower", "above", or "upper" may be used herein to describe the relationship between one element or component and another element or component as shown in the figure. It will be understood that, in addition to the orientation depicted in the drawings, spatially relative terms are intended to cover different orientations of the device in use or operation. For example, in the case of flipping the device shown in the drawings, a device that is "below" or "below" another device may be "above" another device. Therefore, the exemplary term "below" may include both a lower position and an upper position. The device may also be oriented in other directions, and therefore the spatially relative terms may be interpreted differently depending on the orientation.

[0143] The terms "about" or "approximately" as used herein include the stated value and mean within an acceptable range of deviation from the stated value as determined by one of ordinary skill in the art, taking into account the measurements in question and the errors associated with the measurement of the stated quantity (i.e., the limitations of the measurement system). For example, "about" can mean within one or more standard deviations, or within ±20%, ±10%, or ±5% of the stated value.

[0144] It should be understood that the terms “comprises / comprising,” “inclues / including,” “have / having,” and “contains / containing” and the like are intended to specify the presence of stated features, integers, steps, operations, elements, components, or combinations thereof in the present disclosure, but do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components, or combinations thereof.

[0145] Unless otherwise defined or implied herein, all terms (including technical and scientific terms) used have the same meaning as those commonly understood by those skilled in the art to which the present disclosure belongs. It will be further understood that, unless explicitly defined in the specification, terms such as those defined in commonly used dictionaries should be interpreted as having a meaning consistent with their meaning in the context of the relevant art, and should not be interpreted in an ideal or overly formal sense.

[0146] In the specification, the term "substituted or unsubstituted" can describe a group substituted or unsubstituted by at least one substituent, and the substituent is selected from the group consisting of deuterium atoms, halogen atoms, cyano groups, nitro groups, amino groups, amido groups, silyl groups, oxy groups, sulfenyl groups, sulfinyl groups, sulfonyl groups, carbonyl groups, boron groups, phosphine oxide groups, phosphine sulfide groups, alkyl groups, alkenyl groups, alkynyl groups, hydrocarbon ring groups, aryl groups and heterocyclic groups. Each substituent listed above can itself be substituted or unsubstituted. For example, biphenyl can be interpreted as an aryl group, or it can be interpreted as a phenyl substituted by a phenyl group.

[0147] In the specification, the term "bonded to an adjacent group to form a ring" may be interpreted as a group bonded to an adjacent group to form a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocyclic ring. The hydrocarbon ring may be aliphatic or aromatic. The heterocyclic ring may be aliphatic or aromatic. The hydrocarbon ring and the heterocyclic ring may each independently be a monocyclic or polycyclic ring. The ring formed by the adjacent groups bonded to each other may itself be connected to another ring to form a spirocyclic structure.

[0148] In the specification, the term "adjacent group" may be interpreted as a substituent that replaces an atom directly connected to the atom substituted by the corresponding substituent, as another substituent that replaces the atom substituted by the corresponding substituent, or as a substituent that is spatially located 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. For example, the two methyl groups in 4,5-dimethylphenanthrene may be interpreted as "adjacent groups" to each other.

[0149] In the specification, examples of the halogen atom may include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0150] In the specification, the alkyl group may be linear or branched. The number of carbon atoms 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-decyl The invention also includes but is not limited to alkyl, n-dodecyl, 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 are not limited thereto.

[0151] In the specification, the cycloalkyl group may be a cyclic alkyl group. The number of carbon atoms in the cycloalkyl group may be 3 to 50, 3 to 30, 3 to 20, or 3 to 10. Examples of cycloalkyl groups may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4-tert-butylcyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclodecyl, norbornenyl, 1-adamantyl, 2-adamantyl, isobornenyl, bicycloheptyl, etc., but embodiments are not limited thereto.

[0152] In the specification, alkenyl may be 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 may be linear or branched. The number of carbon atoms in the alkenyl is not particularly limited, and may be 2 to 30, 2 to 20, or 2 to 10. Examples of alkenyl may include vinyl, 1-butenyl, 1-pentenyl, 1,3-butadienyl, styryl, styrylvinyl, etc., but embodiments are not limited thereto.

[0153] In the specification, the alkynyl group may be 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. The number of carbon atoms in the alkynyl group is not particularly limited, and may be 2 to 30, 2 to 20, or 2 to 10. Examples of the alkynyl group may include ethynyl, propynyl, etc., but embodiments are not limited thereto.

[0154] In the specification, the hydrocarbon ring group may be any functional group or substituent derived from an aliphatic hydrocarbon ring. For example, the hydrocarbon ring group may be a saturated hydrocarbon ring group having 5 to 20 ring-forming carbon atoms.

[0155] In the specification, aryl can be any functional group or substituent derived from an aromatic hydrocarbon ring. Aryl can be monocyclic or polycyclic. The number of ring carbon atoms in the aryl can be 6 to 60, 6 to 50, 6 to 40, 6 to 30, 6 to 20 or 6 to 15. Examples of aryl can include phenyl, naphthyl, fluorenyl, anthracenyl, phenanthrenyl, biphenyl, terphenyl, quaterphenyl, pentaphenyl, hexaphenyl, triphenylenyl, pyrenyl, benzofluoranthenyl, Base, etc., but the embodiment is not limited thereto.

[0156] In the specification, the fluorenyl group may be substituted, and two substituents may be bonded to each other to form a spiro ring structure. Examples of the substituted fluorenyl group may include the groups shown below. However, the embodiment is not limited thereto.

[0157]

[0158] In the specification, the heterocyclic group can be any functional group or substituent derived from a ring including at least one of B, O, N, P, Si, S and Se as a heteroatom. The heterocyclic group can be aliphatic or aromatic. The aromatic heterocyclic group can be a heteroaryl. The aliphatic heterocycle and the aromatic heterocycle can each independently be monocyclic or polycyclic.

[0159] In the specification, the heterocyclic group may include at least one of B, O, N, P, Si, S and Se as a heteroatom. If the heterocyclic group includes two or more heteroatoms, the two or more heteroatoms may be the same or different from each other. The heterocyclic group may be monocyclic or polycyclic, and the heterocyclic group may be a heteroaryl. 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.

[0160] In the specification, the aliphatic heterocyclic group may include at least one of B, O, N, P, Si, S and Se as a heteroatom. The number of ring carbon atoms in the aliphatic heterocyclic group may be 2 to 30, 2 to 20 or 2 to 10. Examples of aliphatic heterocyclic groups may include oxirane group, thiirane group, pyrrolidinyl, piperidinyl, tetrahydrofuranyl, tetrahydrothienyl, thianyl, tetrahydropyranyl, 1,4-dioxanyl, etc., but embodiments are not limited thereto.

[0161] In the specification, the heteroaryl group may include at least one of B, O, N, P, Si, S and Se as a heteroatom. If the heteroaryl group includes two or more heteroatoms, the two or more heteroatoms may be the same or different from each other. The heteroaryl group may be monocyclic or polycyclic. 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, diphenylsilyl, dibenzofuranyl, and the like, but embodiments are not limited thereto.

[0162] In the specification, the above description of the aryl group may be applied to the arylene group, except that the arylene group is a divalent group. In the specification, the above description of the heteroaryl group may be applied to the heteroarylene group, except that the heteroarylene group is a divalent group.

[0163] In the specification, the silyl group may be an alkylsilyl group or an arylsilyl group. Examples of the silyl group may include trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, triphenylsilyl, diphenylsilyl, phenylsilyl, etc., but the embodiment is not limited thereto.

[0164] In the specification, the number of carbon atoms in the carbonyl group is not particularly limited, but may be 1 to 40, 1 to 30, or 1 to 20. For example, the carbonyl group may have one of the following structures, but the embodiment is not limited thereto.

[0165]

[0166] In the specification, the number of carbon atoms in the sulfinyl group or the sulfonyl group is not particularly limited, and may be 1 to 30. The sulfinyl group may be an alkylsulfinyl group or an arylsulfinyl group. The sulfonyl group may be an alkylsulfonyl group or an arylsulfonyl group.

[0167] In the specification, the thio group may be an alkylthio group or an arylthio group. The thio group may be a sulfur atom bonded to an alkyl group or an aryl group as defined above. Examples of the thio group may include methylthio, ethylthio, propylthio, pentylthio, hexylthio, octylthio, dodecylthio, cyclopentylthio, cyclohexylthio, phenylthio, naphthylthio, etc., but the embodiment is not limited thereto.

[0168] In the specification, the oxy group can be an oxygen atom bonded to an alkyl or aryl group as defined above. The oxy group can be an alkoxy group or an aryloxy group. The alkoxy group can be linear, branched or cyclic. The number of carbon atoms in the alkoxy group is not particularly limited, and can be, for example, 1 to 20 or 1 to 10. Examples of oxy groups can include methoxy, ethoxy, n-propoxy, isopropoxy, butoxy, pentyloxy, hexyloxy, octyloxy, nonyloxy, decyloxy, benzyloxy, etc., but embodiments are not limited thereto.

[0169] In the specification, the boryl group may be a boron atom bonded to an alkyl group or an aryl group as defined above. The boryl group may be an alkyl boryl group or an aryl boryl group. Examples of the boryl group may include dimethyl boryl group, tert-butyl methyl boryl group, diphenyl boryl group, phenyl boryl group, etc., but the embodiment is not limited thereto.

[0170] In the specification, the number of carbon atoms in the amine group is not particularly limited, and may be 1 to 30. The amine group may be an alkylamine group or an arylamine group. Examples of the amine group may include methylamine group, dimethylamine group, anilino group, diphenylamine group, naphthylamine group, 9-methylanthrylamine group, etc., but the embodiment is not limited thereto.

[0171] In the specification, the alkyl group in the alkylthio group, the alkylthio group, the alkylaryl group, the alkylamino group, the alkylboryl group, the alkylsilyl group, or the alkylamine group may be the same as exemplified in the above-described alkyl group.

[0172] In the specification, the aryl group in the aryloxy group, the arylthio group, the arylthiooxy group, the arylamino group, the arylboryl group, the arylsilyl group, or the arylamine group may be the same as exemplified in the above-described aryl group.

[0173] In the specification, a direct connection may be a single bond.

[0174] In this manual, the symbol and -* each represent a bond to an adjacent atom in the corresponding formula or moiety.

[0175] Hereinafter, embodiments will be described with reference to the accompanying drawings.

[0176] Figure 1 is a schematic plan view of a display device DD according to the embodiment. Figure 2 is a schematic cross-sectional view of a display device DD according to an embodiment. Figure 2 is shown along Figure 1 Schematic cross-sectional view of the portion taken along line II' in FIG.

[0177] The display device DD may include a display panel DP and an optical layer PP disposed on the display panel DP. The display panel DP includes light emitting elements ED-1, ED-2, and ED-3. The display device DD may include a plurality of each of the light emitting elements ED-1, ED-2, and ED-3. The optical layer PP may be disposed on the display panel DP to control reflection of external light by the display panel DP. The optical layer PP may include, for example, a polarizing layer or a color filter layer. Although not shown in the drawings, in an embodiment, the optical layer PP may be omitted from the display device DD.

[0178] The base substrate BL may be disposed on the optical layer PP. The base substrate BL may provide 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 embodiment is not limited thereto, and the base substrate BL may include an inorganic layer, an organic layer, or a composite material layer. Although not shown in the drawings, in an embodiment, the base substrate BL may be omitted.

[0179] The display device DD according to the embodiment may further include a filling layer (not shown). The filling layer (not shown) may be disposed between the display device layer DP-ED and the base substrate BL. The filling layer (not shown) may be an organic material layer. The filling layer (not shown) may include at least one of an acrylic resin, a siloxane resin, and an epoxy resin.

[0180] The display panel DP may include a base layer BS, a circuit layer DP-CL provided 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 elements ED-1, ED-2, and ED-3 disposed between portions of the pixel defining film PDL, and an encapsulation layer TFE disposed on the light emitting elements ED-1, ED-2, and ED-3.

[0181] The base layer BS may provide 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 embodiment is not limited thereto, and the base layer BS may include an inorganic layer, an organic layer, or a composite material layer.

[0182] In an embodiment, the circuit layer DP-CL is disposed on the base layer BS, and the circuit layer DP-CL may include transistors (not shown). The transistors (not shown) may each include a control electrode, an input electrode, and an output electrode. For example, the circuit layer DP-CL may include a switching transistor and a driving transistor for driving the light emitting elements ED-1, ED-2, and ED-3 of the display device layer DP-ED.

[0183] The light emitting elements ED-1, ED-2 and ED-3 may each have Figures 3 to 6 The structure of the light-emitting element ED of the embodiment of any of the figures will be described later. The light-emitting elements ED-1, ED-2 and ED-3 may each include a first electrode EL1, a hole transport region HTR, an emission layer EML-R, EML-G or EML-B, an electron transport region ETR and a second electrode EL2.

[0184] Figure 2 An embodiment is shown in which emission layers EML-R, EML-G, and EML-B of light emitting elements ED-1, ED-2, and ED-3 are disposed in openings OH defined in a pixel defining film PDL, and hole transport regions HTR, electron transport regions ETR, and second electrodes EL2 are each provided as a common layer for light emitting elements ED-1, ED-2, and ED-3. However, the embodiment is not limited thereto. Although in Figure 2 Although not shown in the figure, in an embodiment, the hole transport region HTR and the electron transport region ETR may each be provided by patterning in the opening OH defined in the pixel definition film PDL. For example, in an embodiment, the hole transport region HTR, the emission layers EML-R, EML-G and EML-B, and the electron transport region ETR of the light emitting elements ED-1, ED-2, and ED-3 may each be provided by patterning via an inkjet printing method.

[0185] The encapsulation layer TFE may cover the light emitting elements ED-1, ED-2 and ED-3. The encapsulation layer TFE may seal the display device layer DP-ED. The encapsulation layer TFE may be a thin film encapsulation layer. The encapsulation layer TFE may be formed of a single layer or multiple layers. The encapsulation layer TFE may include at least one insulating layer. The encapsulation layer TFE according to the embodiment may include at least one inorganic film (hereinafter referred to as an encapsulation inorganic film). In an embodiment, the encapsulation layer TFE may include at least one organic film (hereinafter referred to as an encapsulation organic film) and at least one encapsulation inorganic film.

[0186] The encapsulated inorganic film protects the display device layer DP-ED from moisture and / or oxygen, and the encapsulated organic film protects the display device layer DP-ED from foreign matter such as dust particles. The encapsulated inorganic film may include silicon nitride, silicon oxynitride, silicon oxide, titanium oxide, or aluminum oxide, etc., but the embodiment is not limited thereto. The encapsulated organic film may include an acrylic compound or an epoxy compound, etc. The encapsulated organic film may include a photopolymerizable organic material, but the embodiment is not limited thereto.

[0187] The encapsulation layer TFE may be disposed on the second electrode EL2 , and may be disposed to fill the opening OH.

[0188] refer to 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 each be an area that emits light generated by the light emitting elements ED-1, ED-2, and ED-3, respectively. In a plan view, the light emitting areas PXA-R, PXA-G, and PXA-B may be spaced apart from each other.

[0189] The light-emitting regions PXA-R, PXA-G, and PXA-B may be regions separated from each other by a pixel-defining film PDL. The non-light-emitting region NPXA may be a region between adjacent light-emitting regions PXA-R, PXA-G, and PXA-B, and it may correspond to the pixel-defining film PDL. In an embodiment, the light-emitting regions PXA-R, PXA-G, and PXA-B may each correspond to a pixel. The pixel-defining film PDL may separate the light-emitting elements ED-1, ED-2, and ED-3. The emission layers EML-R, EML-G, and EML-B of the light-emitting elements 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.

[0190] The light emitting regions PXA-R, PXA-G, and PXA-B may be arranged into groups according to the colors of the lights generated from the light emitting elements ED-1, ED-2, and ED-3. Figure 1 and Figure 2 In the display device DD of the embodiment shown in , three light emitting regions PXA-R, PXA-G, and PXA-B that emit red light, green light, and blue light, respectively, are shown as examples. For example, 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 different from each other.

[0191] In the display device DD according to the embodiment, the light emitting elements ED-1, ED-2 and ED-3 may emit light having wavelengths different from each other. For example, in the embodiment, the display device DD may include a first light emitting element ED-1 emitting red light, a second light emitting element ED-2 emitting green light, and a third light emitting element ED-3 emitting blue light. For example, the red light emitting region PXA-R, the green light emitting region PXA-G, and the blue light emitting region PXA-B of the display device DD may correspond to the first light emitting element ED-1, the second light emitting element ED-2, and the third light emitting element ED-3, respectively.

[0192] However, the embodiment is not limited thereto, and the first light emitting element ED-1, the second light emitting element ED-2, and the third light emitting element ED-3 may emit light in the same wavelength range, or at least one light emitting element may emit light in a wavelength range different from the remaining light emitting elements. For example, the first light emitting element ED-1, the second light emitting element ED-2, and the third light emitting element ED-3 may each emit blue light.

[0193] The light emitting regions PXA-R, PXA-G, and PXA-B in the display device DD according to the embodiment may be arranged in a stripe configuration. Figure 1 , the red light emitting region PXA-R, the green light emitting region PXA-G, and the blue light emitting region PXA-B may be arranged along the second direction axis DR2, respectively. In another embodiment, the red light emitting region PXA-R, the green light emitting region PXA-G, and the blue light emitting region PXA-B may be arranged in this repeating order along the first direction axis DR1.

[0194] Figure 1 and Figure 2 It is shown that the light emitting regions PXA-R, PXA-G, and PXA-B all have similar areas, but the embodiment is not limited thereto. In an embodiment, the light emitting regions PXA-R, PXA-G, and PXA-B may be different in size or shape 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 be areas defined by the first direction axis DR1 and the second direction axis DR2 in a plan view. The third direction axis DR3 may be perpendicular to a plane defined by the first direction axis DR1 and the second direction axis DR2.

[0195] The arrangement of the light emitting regions PXA-R, PXA-G, and PXA-B is not limited to Figure 1 , and the order in which the red light emitting regions PXA-R, the green light emitting regions PXA-G, and the blue light emitting regions PXA-B are arranged may be provided in various combinations according to the display quality characteristics required by the display device DD. For example, the light emitting regions PXA-R, PXA-G, and PXA-B may be arranged in a five-tile configuration (such as ) or in a diamond configuration (such as Diamond )arrangement.

[0196] The areas of the light emitting regions PXA-R, PXA-G, and PXA-B may be different in size 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 embodiment is not limited thereto.

[0197] In the following, Figures 3 to 6 Each is a schematic cross-sectional view of a light emitting element according to an embodiment. The embodiment provides a light emitting element ED that may include a first electrode EL1, a second electrode EL2 disposed on the first electrode EL1, and at least one functional layer disposed between the first electrode EL1 and the second electrode EL2. The light emitting element ED may include a fused polycyclic compound according to an embodiment to be described later in at least one functional layer.

[0198] In an embodiment, the light emitting element ED may include a hole transport region HTR, an emission layer EML, an electron transport region ETR, etc., as at least one functional layer. Figure 3 In the embodiment shown in , 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 .

[0199] and Figure 3 compared to, Figure 4 is a schematic cross-sectional view of a light emitting element ED according to an embodiment, 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 is a schematic cross-sectional view of a light emitting element ED according to an embodiment, 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 is a schematic cross-sectional view of a light emitting element ED according to an embodiment, the light emitting element ED including a cover layer CPL provided on the second electrode EL2.

[0200] The light emitting element ED according to the embodiment may include a fused polycyclic compound according to the embodiment to be described later in at least one functional layer. In the light emitting element ED, at least one of the hole transport region HTR, the emission layer EML, and the electron transport region ETR may include the fused polycyclic compound according to the embodiment. For example, in the light emitting element ED, the emission layer EML may include the fused polycyclic compound.

[0201] The first electrode EL1 has conductivity. The first electrode EL1 may be formed of a metal material, a metal alloy, or a conductive compound. The first electrode EL1 may be an anode or a cathode. However, the embodiment is not limited thereto. In an embodiment, the first electrode EL1 may be a pixel electrode. The first electrode EL1 may be a transmissive electrode, a semi-transmissive reflective electrode, or a reflective electrode. The first electrode EL1 may include at least one of Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF, Mo, Ti, W, In, Sn, Zn, oxides thereof, compounds thereof, and mixtures thereof.

[0202] If 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), or indium tin zinc oxide (ITZO). If the first electrode EL1 is a semi-transmissive reflective electrode or a reflective electrode, the first electrode EL1 may include Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, Mo, Ti, W, a compound thereof, or a mixture thereof (e.g., a mixture of Ag and Mg), or a material such as LiF / Ca (a stacking structure of LiF and Ca), LiF / Al (a stacking structure of LiF and Al). In another embodiment, the first electrode EL1 may have a multilayer structure including a reflective film or a semi-transmissive reflective film formed of the above materials and a transparent conductive film formed of ITO, IZO, ZnO, ITZO, etc. For example, the first electrode EL1 may have a three-layer structure of ITO / Ag / ITO, but the embodiment is not limited thereto. In an embodiment, the first electrode EL1 may include the above metal material, a combination of at least two of the above metal materials, or an oxide of the above metal materials. The thickness of the first electrode EL1 may be about 1000 nm. To about For example, the thickness of the first electrode EL1 may be in the range of about To about within the range.

[0203] A hole transport region HTR may be provided 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 (not shown), an emission auxiliary layer (not shown), and an electron blocking layer EBL. The thickness of the hole transport region HTR may be, for example, about 1000 Å. To about within the range.

[0204] The hole transport region HTR may be a layer composed of a single material, a layer including different materials, or a structure including a plurality of layers including different materials.

[0205] In an embodiment, 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 an embodiment, the hole transport region HTR may have a single-layer structure formed of different materials, or may have a structure in which a hole injection layer HIL / hole transport layer HTL, a hole injection layer HIL / hole transport layer HTL / buffer layer (not shown), a hole injection layer HIL / buffer layer (not shown), a hole transport layer HTL / buffer layer (not shown), or a hole injection layer HIL / hole transport layer HTL / electron blocking layer EBL are stacked in their respective stated order from the first electrode EL1, but the embodiment is not limited thereto.

[0206] The hole transport region HTR may be formed using various methods such as a vacuum deposition method, a spin coating method, a casting method, a Langmuir-Blodgett (LB) method, an inkjet printing method, a laser printing method, and a laser induced thermal imaging (LITI) method.

[0207] In the light emitting element ED according to the embodiment, the hole transport region HTR may include a compound represented by Formula H-1:

[0208] [Formula H-1]

[0209]

[0210] In formula H-1, L 1 and L 2 Each of L is independently a directly connected, 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. In formula H-1, a and b are independently an integer of 0 to 10. When a or b is 2 or more, multiple L 1 Group or multiple L 2 The groups may each independently be a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms.

[0211] In formula H-1, Ar 1 and Ar 2 and Ar 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. 3It 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.

[0212] In an embodiment, the compound represented by formula H-1 may be a monoamine compound. In another embodiment, the compound represented by formula H-1 may be wherein Ar 1 To Ar 3 In another embodiment, the compound represented by formula H-1 may be a diamine compound wherein Ar 1 and Ar 2 At least one of the carbazole compounds includes a substituted or unsubstituted carbazole group, or may be a carbazole compound in which Ar 1 and Ar 2 At least one of the fluorene compounds includes a substituted or unsubstituted fluorenyl group.

[0213] The compound represented by Formula H-1 may be any compound selected from 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 Compound Group H:

[0214] [Compound Group H]

[0215]

[0216]

[0217] 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 (P ANI / DBSA), polyaniline / camphorsulfonic acid (PANI / CSA), polyaniline / poly(4-styrenesulfonate) (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], dipyrazine[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HATCN), etc.

[0218] The hole transport region HTR may include carbazole derivatives such as 1,3-bis(N-carbazolyl)benzene (mCP), 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-carbazolyl)triphenylamine (TCTA), N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine (NPB)), 4,4'-cyclohexylenebis[N,N-bis(4-methylphenyl)aniline] (TAPC), 4,4'-bis[N,N'-(3-tolyl)amino]-3,3'-dimethylbiphenyl (HMTPD), etc.

[0219] 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.

[0220] The hole transport region HTR may include the above-mentioned compound of the hole transport region in at least one of the hole injection layer HIL, the hole transport layer HTL, and the electron blocking layer EBL.

[0221] The thickness of the hole transport region HTR may be about To about For example, the thickness of the hole transport region HTR may be in the range of about To about When the hole transport region HTR includes the hole injection layer HIL, the hole injection layer HIL may have a thickness of about To about When the hole transport region HTR includes the hole transport layer HTL, the hole transport layer HTL may have a thickness in the range of about To about When the hole transport region HTR includes the electron blocking layer EBL, the electron blocking layer EBL may have a thickness in the range of about To about If 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 range, satisfactory hole transport properties may be achieved without significantly increasing the driving voltage.

[0222] In addition to the above materials, the hole transport region HTR may further include a charge generating material to increase conductivity. The charge generating material may be 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-containing compound, but the embodiment is not limited thereto. For example, the p-dopant may include: a metal halide compound such as CuI or RbI; a quinone derivative such as tetracyanoquinodimethane (TCNQ) or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ); a metal oxide such as tungsten oxide or molybdenum oxide; a cyano-containing compound such as dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexanitrile (HATCN) or 4-[[2,3-bis[cyano-(4-cyano-2,3,5,6-tetrafluorophenyl)methylene]cyclopropylene]-cyanomethyl]-2,3,5,6-tetrafluorobenzonitrile (NDP9), etc., but the embodiments are not limited thereto.

[0223] 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 (not shown) and an electron blocking layer EBL. The buffer layer (not shown) may compensate for the resonance distance according to the wavelength of light emitted from the emission layer EML, and thus the luminous efficiency may be improved. The material that may be included in the hole transport region HTR may be used as a material in the buffer layer (not shown). The electron blocking layer EBL may prevent electrons from being injected from the electron transport region ETR into the hole transport region HTR.

[0224] The emission layer EML may be disposed on the hole transport region HTR. The emission layer EML may have a thickness of about 100 nm. To about For example, the emission layer EML may have a thickness in the range of about To about The emission layer EML may be a layer composed of a single material, a layer including different materials, or a structure including a plurality of layers including different materials.

[0225] The light emitting element ED according to the embodiment 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, the emission layer EML may include the fused polycyclic compound according to the embodiment. In the embodiment, the emission layer EML may include the fused polycyclic compound as a dopant. The fused polycyclic compound may be a dopant material of the emission layer EML. In the specification, the fused polycyclic compound according to the embodiment may be referred to as a first compound.

[0226] The fused polycyclic compound may have a structure in which a plurality of aromatic rings are fused together via a boron atom and a nitrogen atom. The fused polycyclic compound may have a structure in which a plurality of aromatic rings are fused together via a boron atom and two nitrogen atoms. In an embodiment, the fused polycyclic compound may have a structure in which a plurality of aromatic rings are fused together via a boron atom, a first nitrogen atom, and a second nitrogen atom. For example, the fused polycyclic compound may include a fused ring core in which a plurality of aromatic rings are fused via a boron atom, a first nitrogen atom, and a second nitrogen atom.

[0227] The fused polycyclic compound may have a structure in which the first aromatic ring, the second aromatic ring, and the third aromatic ring are fused together via a boron atom, a first nitrogen atom, and a second nitrogen atom. The first to third aromatic rings may each be connected to a boron atom, the first aromatic ring and the third aromatic ring may be connected to each other via a first nitrogen atom, and the second aromatic ring and the third aromatic ring may be connected to each other via a second nitrogen atom. In the specification, the structure in which the first to third aromatic rings are fused together via a boron atom, a first nitrogen atom, and a second nitrogen atom may be referred to as a "fused ring core".

[0228] In an embodiment, the first to third aromatic rings may each independently be a substituted or unsubstituted monocyclic aromatic hydrocarbon ring having 6 to 30 ring-forming carbon atoms. For example, the first to third aromatic rings may each independently be a six-membered aromatic hydrocarbon ring. For example, the first to third aromatic rings may each be a benzene ring.

[0229] The fused polycyclic compound may include a first substituent connected to the fused ring core. The first substituent may be connected to the first aromatic ring of the fused ring core. The first substituent may include a first indole and carbazole moiety. In the specification, the first indole and carbazole moiety may have a structure in which two five-membered heterocyclic rings and three aromatic rings, each of which contains a nitrogen atom, are fused together. For example, the first indole and carbazole moiety may have a first carbazole moiety and a structure in which the first indole moiety is fused to a benzene ring of the first carbazole moiety. The first carbazole moiety may be fused to the first indole moiety to share two carbon atoms. The first substituent may be connected to the first aromatic ring via the nitrogen atom of the first indole and carbazole moiety. The first indole and carbazole moiety may be directly connected to the first aromatic ring without an additional connecting portion.

[0230] The fused polycyclic compound according to an embodiment may be represented by Formula 1:

[0231] [Formula 1]

[0232]

[0233] The fused polycyclic compound represented by Formula 1 may include a structure in which three aromatic rings are fused together via a boron atom, a first nitrogen atom, and a second nitrogen atom. 1 The substituted benzene ring may correspond to the aforementioned first aromatic ring, which is replaced by R in Formula 1. 2 The substituted benzene ring may correspond to the aforementioned second aromatic ring and is replaced by R in Formula 1. 3 The substituted benzene ring may correspond to the aforementioned third aromatic ring. The substituent represented by Q in Formula 1 may correspond to the aforementioned first substituent.

[0234] In Formula 1, Q may be a group represented by Formula 2.

[0235] In formula 1, Ar 1 and Ar 2 and Ar may be 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. 1 and Ar 2 Each of them may be independently substituted or unsubstituted aryl having 6 to 30 ring carbon atoms. 1 and Ar 2 Each independently may be a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group.

[0236] In formula 1, R 1 To R 3Each of them may be independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, 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 3 Each of them may independently be a hydrogen atom, a substituted or unsubstituted tert-butyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazolyl group, or a substituted or unsubstituted indolocarbazolyl group.

[0237] In Formula 1, n1 and n3 may each independently be an integer of 0 to 3. If n1 and n3 are each 0, the fused polycyclic compound may not be separated by R 1 and R 3 n1 and n3 are each 3 and three R 1 Groups and the Three Rs 3 The case where all the groups are hydrogen atoms may be the same as the case where n1 and n3 are each 0. When n1 and n3 are each 2 or greater, multiple R 1 Groups and multiple R 3 The groups may be the same as each other, or at least one of them may be different from the remaining groups.

[0238] In Formula 1, n2 may be an integer from 0 to 4. If n2 is 0, the fused polycyclic compound may not be 2 Replace. n2 is 4 and four R 2 The case where all the groups are hydrogen atoms can be the same as the case where n2 is 0. If n2 is 2 or more, then multiple R 2 The groups may all be identical, or at least one of them may be different from the rest.

[0239] [Formula 2]

[0240]

[0241] In formula 2, R 4 and R a To R d Each of them may be independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, 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, or may be bonded to an adjacent group to form a ring. For example, R 4 It can be a hydrogen atom. For example, R a To R dEach independently may be a hydrogen atom, a substituted or unsubstituted arylamine group, or a substituted or unsubstituted phenyl group.

[0242] In Formula 2, n4 may be an integer from 0 to 4. If n4 is 0, the fused polycyclic compound may not be 4 Replace. n4 is 4 and four R 4 The case where all the groups are hydrogen atoms can be the same as the case where n4 is 0. If n4 is 2 or more, then multiple R 4 The groups may all be identical, or at least one of them may be different from the rest.

[0243] In Formula 2, the part represented by Formula 3 can be a To R d Adjacent pairs are fused.

[0244] [Formula 3]

[0245]

[0246] In formula 3, -* is the same as R in formula 2. a To R d Any fused position in the adjacent pairs.

[0247] In formula 3, Ar 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. 3 It may be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. 3 The phenyl group may be substituted or unsubstituted.

[0248] In formula 3, R 5 It may be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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. 5 It may be a hydrogen atom.

[0249] In Formula 3, n5 may be an integer from 0 to 4. If n5 is 0, the fused polycyclic compound may not be 5 Replace. n5 is 4 and four R 5 The case where all the groups are hydrogen atoms can be the same as the case where n5 is 0. If n5 is 2 or more, then the multiple R 5 The groups may all be identical, or at least one of them may be different from the rest.

[0250] The condensed polycyclic compound represented by Formula 1 may have a structure in which the first substituent is linked to the condensed ring core, and thus may achieve high luminous efficiency and long lifetime.

[0251] The fused polycyclic compound according to the embodiment includes a five-ring fused ring core in which the first to third aromatic rings are fused via a boron atom, a first nitrogen atom, and a second nitrogen atom. The fused polycyclic compound includes a first substituent connected to the first aromatic ring of the fused ring core. The fused polycyclic compound represented by Formula 1 includes the first substituent, and thus can achieve high luminous efficiency and long service life.

[0252] The first substituent includes a first indole and carbazole moiety. The first substituent is connected to the first aromatic ring of the fused ring core via the nitrogen atom of the first indole and carbazole moiety. The indole and carbazole moiety has the characteristics of a rigid molecular structure, excellent morphological stability and thermal durability, and therefore the indole and carbazole moiety is included in the fused polycyclic compound, thereby serving to improve the chemical stability of the entire molecule. Due to the unshared electron pair of the nitrogen atom in the indole and carbazole moiety, the first substituent has an electron donor property and can be connected to the fused ring core including boron as a donor. The indole and carbazole moiety has a stronger donor property than the carbazole group, and therefore ΔE can be reduced. ST The first substituent is connected to the first aromatic ring of the fused ring core, and the nitrogen atom of the first indolocarbazole portion of the first substituent is connected at the para position of the boron atom, thereby improving the electron donor property and further improving the multi-resonance effect.

[0253] The fused polycyclic compound can effectively maintain the triangular planar structure of the boron atom by the steric hindrance effect due to the first substituent. The boron atom may have electron-deficient characteristics through an empty p-orbital, thereby forming a bond with other nucleophiles and thus changing to a tetrahedral structure, which may cause degradation of the device. According to an embodiment, the fused polycyclic compound has a first substituent connected to the fused ring core, thereby effectively protecting the empty p-orbital of the boron atom, and thus preventing degradation due to structural changes to a tetrahedral configuration.

[0254] Condensed polycyclic compounds can help improve luminous efficiency, because the intermolecular interaction can be suppressed by the steric hindrance effect of the first substituent, thereby controlling the formation of aggregates, excimers or excimers. Because the fused polycyclic compound represented by Formula 1 has a huge structure, the distance between molecules can be increased to reduce Dexter energy transfer, thereby suppressing the increase in the concentration of triplet excitons in the fused polycyclic compound. High concentrations of triplet excitons remain excited for a long period of time, and therefore may cause compound decomposition, thereby leading to the generation of hot excitons with high energy by triplet-triplet annihilation (TTA), thereby causing the destruction of the surrounding compound structure. Because TTA is a bimolecular reaction, it depletes triplet excitons for luminescence at a high speed, so the non-radiative transition of triplet excitons may lead to a reduction in luminous efficiency. The distance between molecules of the fused polycyclic compound increases due to the first substituent, thereby suppressing Dexter energy transfer, and therefore the degradation of the service life caused by the increase in the concentration of triplet excitons can be suppressed. Therefore, when the condensed polycyclic compound is applied to the emission layer EML of the light emitting element ED, the light emitting efficiency can be improved and the device lifespan can also be improved.

[0255] The fused polycyclic compound of the embodiment may include a first substituent, thereby exhibiting a relatively low higher excited triplet energy level (Tn energy level, wherein n is 2 or greater) adjacent to the lowest excited singlet energy level (S1 energy level). For example, the fused polycyclic compound may include a first substituent, thereby exhibiting a relatively low second excited triplet energy level (T2 energy level) and a relatively low third excited triplet energy level (T3 energy level). In an embodiment, for the fused polycyclic compound represented by Formula 1, the difference (ΔE) between the lowest excited singlet energy level (S1 energy level) and the higher excited triplet energy level (Tn energy level, wherein n is 2 or greater) adjacent to the lowest excited singlet energy level (S1 energy level) is 2. S1Tn ) may be equal to or less than about 0.4 eV. For example, for a fused polycyclic compound including a first substituent, a difference between a lowest excited singlet energy level (S1 energy level) and a second excited triplet energy level (T2 energy level) may be equal to or less than about 0.4 eV.

[0256] The compound exhibiting thermally activated delayed fluorescence properties exhibits delayed fluorescence when intersystem crossing (ISC) (wherein the exciton is transferred from the lowest singlet energy level to the triplet energy level) and reverse intersystem crossing (RISC) (wherein the exciton is transferred from the triplet energy level to the lowest singlet energy level) and the compound is transformed from the singlet energy level to the ground state. The thermally activated delayed fluorescence mechanism may include not only passing through the lowest triplet energy level (T1 energy level) but also passing through a higher triplet energy level (Tn energy level) during intersystem crossing (ISC) and reverse intersystem crossing (RISC). The fused polycyclic compound may include a first substituent, thereby exhibiting a low higher excited triplet energy level (Tn energy level) adjacent to the lowest excited singlet energy level (S1 energy level), and thus increasing spin flipping. In the specification, spin flipping can describe a phenomenon in which an exciton of a higher excited triplet energy level (Tn energy level) is transferred to the lowest excited triplet energy level (S1 energy level) by spin-orbit coupling (SOC) between the lowest excited triplet energy level (S1 energy level) and the higher excited triplet energy level (Tn energy level) adjacent thereto. Therefore, because the fused polycyclic compound exhibits a low higher excited triplet energy level (Tn energy level) adjacent to the lowest excited triplet energy level (S1 energy level), the speed of reverse intersystem crossing (RISC) from the higher excited triplet energy level (Tn energy level) to the lowest singlet energy level (S1 energy level) can be increased, and the delayed fluorescence lifetime (Tau) can be shortened, thereby improving luminous efficiency and lifetime characteristics.

[0257] In an embodiment, the group represented by Formula 2 may be a group represented by Formula 2-a or Formula 2-b:

[0258] [Formula 2-a]

[0259]

[0260] [Formula 2-b]

[0261]

[0262] Formula 2-a and Formula 2-b each represent a case where the moiety represented by Formula 3 is further defined in Formula 2.

[0263] In formula 2-a, R a ' and R b ' are each a position to which the moiety represented by Formula 3 is fused. In Formula 2-a, the moiety represented by Formula 3 may be fused with R a ' and R b ' fused. In Formula 2-b, R b ' and R c ' are each a position to which the moiety represented by Formula 3 is fused. In Formula 2-b, the moiety represented by Formula 3 may be fused with R b ' and Rc 'Fused.

[0264] In Formula 2-a and Formula 2-b, R 4 , R a , R c , R d and n4 are the same as described in Formula 2.

[0265] In an embodiment, the group represented by Formula 2 may be a group represented by any one of Formula 2-1 to Formula 2-4:

[0266] [Formula 2-1]

[0267]

[0268] [Formula 2-2]

[0269]

[0270] [Formula 2-3]

[0271]

[0272] [Formula 2-4]

[0273]

[0274] In the above formulas 2-1 to 2-4, Ar 3 , R 4 , R 5 , R a , R c , R d , n4 and n5 are the same as those described in Equation 2 and Equation 3.

[0275] In the embodiment, in Formula 3, Ar 3 It can be a substituted or unsubstituted phenyl. For example, in the first substituent, the nitrogen atom of the first indole and carbazole moiety can be connected to the fused ring core, and another nitrogen atom can be connected to a substituted or unsubstituted phenyl. Due to the relatively large volume of the phenyl group, the effect of protecting the boron atom and inhibiting Dexter energy transfer by the first substituent in the fused polycyclic compound can be further improved.

[0276] In an embodiment, the group represented by Formula 2 may be a group represented by any one of Formulas 2-1a to 2-4a:

[0277] [Formula 2-1a]

[0278]

[0279] [Formula 2-2a]

[0280]

[0281] [Formula 2-3a]

[0282]

[0283] [Formula 2-4a]

[0284]

[0285] In Formula 2-1a to Formula 2-4a, R 11 It may be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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. 11 It may be a hydrogen atom.

[0286] In Formula 2-1a to Formula 2-4a, n11 may be an integer from 0 to 5. If n11 is 0, the fused polycyclic compound may not be R 11 Replace. n11 is 5 and five R 11 The case where all the groups are hydrogen atoms can be the same as the case where n11 is 0. If n11 is 2 or more, then multiple R 11 The groups may all be identical, or at least one of them may be different from the rest.

[0287] In the embodiment, in Formula 1, Ar 1 and Ar 2 Each may be independently a group represented by any one of Formula A-1 to Formula A-3:

[0288] [Formula A-1]

[0289]

[0290] [Formula A-2]

[0291]

[0292] [Formula A-3]

[0293]

[0294] In formula A-3, Z a Can be O or S.

[0295] In Formula A-1 to Formula A-3, R a1 To R a7Each of them may be independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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. a1 To R a7 They may each independently be a hydrogen atom, a substituted or unsubstituted tert-butyl group, or a substituted or unsubstituted phenyl group.

[0296] In Formula A-1 to Formula A-3, m1, m4, and m5 may each independently be an integer from 0 to 5; m2 and m7 may each independently be an integer from 0 to 4; and m3 and m6 may each independently be an integer from 0 to 3.

[0297] If m1, m4 and m5 are each 0, the fused polycyclic compound may not be R a1 , R a4 and R a5 m1, m4 and m5 are each 5 and R a1 , R a4 and R a5 The case where each of the five groups in is a hydrogen atom may be the same as the case where m1, m4 and m5 are each 0. If m1, m4 and m5 are each 2 or more, then R a1 , R a4 and R a5 The respective multiple groups may all be the same, or at least one of them may be different from the remaining groups.

[0298] If m2 and m7 are each 0, the fused polycyclic compound may not be separated by R a2 and R a7 m2 and m7 are each 4 and R a2 and R a7 The case where each of the four groups is a hydrogen atom may be the same as the case where each of m2 and m7 is 0. If each of m2 and m7 is 2 or more, then R a2 and R a7 The respective multiple groups may all be the same, or at least one of them may be different from the remaining groups.

[0299] If m3 and m6 are each 0, the fused polycyclic compound may not be separated by R a3 and R a6 m3 and m6 are each 3 and R a3 and R a6 The case where each of the three groups is a hydrogen atom may be the same as the case where each of m3 and m6 is 0. If each of m3 and m6 is 2 or more, then R a3 and R a6The respective multiple groups may all be the same, or at least one of them may be different from the remaining groups.

[0300] The fused polycyclic compound according to an embodiment may also include a first sub-substituent connected to the fused ring core. The first sub-substituent may be connected to at least one of the first nitrogen atom and the second nitrogen atom of the fused ring core in the fused polycyclic compound. For example, the first sub-substituent may be connected to the first nitrogen atom of the fused ring core. The first sub-substituent may include a first benzene portion, and a substituted or unsubstituted phenyl is connected to it at a specific position of the first benzene portion. In an embodiment, the substituted or unsubstituted phenyl may be connected at the ortho position of the carbon atom connected to the first nitrogen atom of the fused ring core of the first benzene portion. Because the fused polycyclic compound with such a structure can exhibit a high steric volume through the first sub-substituent, the effect of protecting the boron atom and inhibiting the Dexter energy transfer can be further improved.

[0301] In an embodiment, the fused polycyclic compound represented by Formula 1 may be represented by Formula 4-1 or Formula 4-2:

[0302] [Formula 4-1]

[0303]

[0304] [Formula 4-2]

[0305]

[0306] In Formula 4-1 and Formula 4-2, R 6 To R 10 Each of them may be independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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. 6 To R 10 They may each independently be a hydrogen atom, a substituted or unsubstituted tert-butyl group, or a substituted or unsubstituted phenyl group.

[0307] In Formula 4-1 and Formula 4-2, n6 may be an integer from 0 to 4; n7, n9, and n10 may each independently be an integer from 0 to 5; and n8 may be an integer from 0 to 3.

[0308] If n6 ​​is 0, the fused polycyclic compound may not be R 6 Replace. n6 is 4 and four R 6 The case where all the groups are hydrogen atoms can be the same as the case where n6 is 0. If n6 ​​is 2 or more, then the multiple R 6The groups may all be identical, or at least one of them may be different from the rest.

[0309] If n7, n9 and n10 are each 0, the fused polycyclic compound may not be separated by R 7 , R 9 and R 10 n7, n9 and n10 are each 5 and R 7 , R 9 and R 10 The case where each of the five groups is a hydrogen atom may be the same as the case where each of n7, n9 and n10 is 0. If each of n7, n9 and n10 is 2 or more, then R 7 , R 9 and R 10 The respective multiple groups may all be the same, or at least one of them may be different from the remaining groups.

[0310] If n8 is 0, the fused polycyclic compound may not be R 8 Replace. n8 is 3 and three R 8 The case where all the groups are hydrogen atoms can be the same as the case where n8 is 0. If n8 is 2 or more, then multiple R 8 The groups may all be identical, or at least one of them may be different from the rest.

[0311] In Formula 4-1 and Formula 4-2, Ar 2 , R 1 To R 4 , R a To R d and n1 to n4 are the same as those described in Equations 1 and 2.

[0312] In an embodiment, the fused polycyclic compound represented by Formula 1 may be represented by any one of Formula 5-1 to Formula 5-4:

[0313] [Formula 5-1]

[0314]

[0315] [Formula 5-2]

[0316]

[0317] [Formula 5-3]

[0318]

[0319] [Formula 5-4]

[0320]

[0321] In Formula 5-1 to Formula 5-4, R 11 It may be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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. 11 It may be a hydrogen atom.

[0322] In Formula 5-1 to Formula 5-4, n11 may be an integer from 0 to 5. If n11 is 0, the fused polycyclic compound may not be R 11 Replace. n11 is 5 and five R 11 The case where all the groups are hydrogen atoms can be the same as the case where n11 is 0. If n11 is 2 or more, then multiple R 11 The groups may all be identical, or at least one of them may be different from the rest.

[0323] In Formula 5-1 to Formula 5-4, Ar 1 ,Ar 2 , R 1 To R 5 , R a , R c , R d and n1 to n5 are the same as those described in Equation 1, Equation 2, and Equation 3.

[0324] In an embodiment, the fused polycyclic compound represented by Formula 1 may be represented by Formula 6:

[0325] [Formula 6]

[0326]

[0327] In formula 6, R 6 , R 7 and Z 1 To Z 7 Each of them may be independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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. 6 and R 7 Z may be independently a hydrogen atom, a substituted or unsubstituted tert-butyl group, or a substituted or unsubstituted phenyl group. 1 To Z 7 Each of them may independently be a hydrogen atom, a substituted or unsubstituted tert-butyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted carbazolyl group, or a substituted or unsubstituted indolocarbazolyl group.

[0328] In Formula 6, n6 may be an integer from 0 to 4. If n6 ​​is 0, the fused polycyclic compound may not be 6 Replace. n6 is 4 and four R 6 The case where all the groups are hydrogen atoms can be the same as the case where n6 is 0. If n6 ​​is 2 or more, then the multiple R 6 The groups may all be identical, or at least one of them may be different from the rest.

[0329] In Formula 6, n7 may be an integer from 0 to 5. If n7 is 0, the fused polycyclic compound may not be 7 Replace. n7 is 5 and five R 7 The case where all the groups are hydrogen atoms can be the same as the case where n7 is 0. If n7 is 2 or more, then the multiple R 7 The groups may all be the same, or at least one R 7 The group can be combined with the other R 7 The groups are different.

[0330] In formula 6, Z 1 To Z 7 At least one of the Z may be independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a group represented by any one of Formula B-1 to Formula B-3. 1 To Z 7 At least one of them may each independently be a substituted or unsubstituted tert-butyl group, or a group represented by any one of Formula B-1 to Formula B-3.

[0331] In an embodiment, Z 3 and Z 6 At least one of may be a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a group represented by any one of Formula B-1 to Formula B-3.

[0332] In an embodiment, Z 3 and Z 6 One of them may be a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, and Z 3 and Z 6 The other one of Z can be a group represented by any one of Formula B-1 to Formula B-3. 6 may be a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, and Z 3 It may be a group represented by any one of Formula B-1 to Formula B-3.

[0333] In an embodiment, Z 2 and Z 6At least one of them may each independently be a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a group represented by any one of Formula B-1 to Formula B-3.

[0334] In an embodiment, Z 2 and Z 6 One of them may be a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, and Z 2 and Z 6 The other one of Z can be a group represented by any one of Formula B-1 to Formula B-3. 6 may be a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, and Z 2 It may be a group represented by any one of Formula B-1 to Formula B-3.

[0335] [Formula B-1]

[0336]

[0337] [Formula B-2]

[0338]

[0339] [Formula B-3]

[0340]

[0341] In formula B-3, Z b Can be O or S.

[0342] In Formula B-1 to Formula B-3, R b1 To R b5 Each of them may independently be a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 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, or may be bonded to an adjacent group to form a ring. For example, R b1 To R b5 They may each independently be a hydrogen atom, a deuterium atom, or a substituted or unsubstituted tert-butyl group.

[0343] In Formula B-1 to Formula B-3, m11 may be an integer from 0 to 5; m12, m13, and m15 may each independently be an integer from 0 to 4; and m14 may be an integer from 0 to 3.

[0344] If m11 is 0, the fused polycyclic compound may not be R b1 Replace. m11 is 5 and five Rb1 The case where all the groups are hydrogen atoms can be the same as the case where m11 is 0. If m11 is 2 or greater, then multiple R b1 The groups may all be identical, or at least one of them may be different from the rest.

[0345] If m12, m13 and m15 are each 0, the fused polycyclic compound may not be R b2 , R b3 and R b5 m12, m13 and m15 are each 4 and R b2 , R b3 and R b5 The case where each of the four groups is a hydrogen atom may be the same as the case where each of m12, m13 and m15 is 0. If each of m12, m13 and m15 is 2 or more, then R b2 , R b3 and R b5 The respective multiple groups may all be the same, or at least one of them may be different from the remaining groups.

[0346] If m14 is 0, the fused polycyclic compound may not be R b4 Replace. m14 is 3 and three R b4 The case where all the groups are hydrogen atoms can be the same as the case where m14 is 0. If m14 is 2 or greater, then multiple R b4 The groups may all be identical, or at least one of them may be different from the rest.

[0347] In formula 6, Ar 2 , R 1 , R 4 , R a To R d , n1 and n4 are the same as those described in Formula 1 and Formula 2.

[0348] In an embodiment, the fused polycyclic compound may further include a second substituent connected to the fused ring core. The second substituent may include a phenyl moiety, a carbazole moiety, or a second indole and carbazole moiety. The second substituent may be connected to the second aromatic ring of the fused ring core.

[0349] In an embodiment, the second substituent may include a second indole and carbazole moiety. In the specification, the second indole and carbazole moiety may have a structure in which two five-membered heterocyclic rings each containing a nitrogen atom and three aromatic rings are fused together. For example, the second indole and carbazole moiety may have a second carbazole moiety and a structure in which the second indole moiety is fused with a benzene ring of the second carbazole moiety. The second carbazole moiety may be fused with the second indole moiety to share two carbon atoms. The second substituent may be connected to the second aromatic ring via a nitrogen atom of the second indole and carbazole moiety of the second substituent. The second indole and carbazole moiety may be directly connected to the second aromatic ring without an additional connecting portion. The second indole and carbazole moiety may be connected to the second aromatic ring and may be connected to the para position of the boron atom. For example, the nitrogen atom of the second indole and carbazole moiety may be connected to the fused ring core.

[0350] In an embodiment, the fused polycyclic compound represented by Formula 1 may be represented by any one of Formula 7-1 to Formula 7-3:

[0351] [Formula 7-1]

[0352]

[0353] [Formula 7-2]

[0354]

[0355] [Formula 7-3]

[0356]

[0357] In equations 7-1 to 7-3, R 2 '、R 13 To R 16 and R e To R h Each of them may be independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, 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, or may be bonded to an adjacent group to form a ring. For example, R 2 ' can be a hydrogen atom; R 13 To R 16 may each independently be a hydrogen atom, a deuterium atom, or a substituted or unsubstituted tert-butyl group; and R e To R h Each independently may be a hydrogen atom, a substituted or unsubstituted arylamine group, or a substituted or unsubstituted phenyl group.

[0358] In Formula 7-1 to Formula 7-3, a1 may be an integer from 0 to 3; n13 may be an integer from 0 to 5; and n14 to n16 may each independently be an integer from 0 to 4.

[0359] If a1 is 0, the fused polycyclic compound may not be R 2 'Substitution. a1 is 3 and three R 2 The case where all R groups are hydrogen atoms can be the same as the case where a1 is 0. If a1 is 2 or more, then multiple R 2 The groups may all be the same, or at least one of them may be different from the rest.

[0360] If n13 is 0, the fused polycyclic compound may not be R 13 Replace. n13 is 5 and five R 13 The case where all R groups are hydrogen atoms may be the same as the case where n13 is 0. If n13 is 2 or greater, then multiple R 13 The groups may all be identical, or at least one of them may be different from the rest.

[0361] If n14 to n16 are each 0, the fused polycyclic compound may not be respectively R 14 To R 16 n14 to n16 are each 4 and R 14 To R 16 The case where each of the four groups is a hydrogen atom may be the same as the case where each of n14 to n16 is 0. If each of n14 to n16 is 2 or more, then R 14 To R 16 The respective multiple groups may all be the same, or at least one of them may be different from the remaining groups.

[0362] In formula 7-3, the part represented by formula 8 can be combined with R e To R h Adjacent pairs are fused.

[0363] [Formula 8]

[0364]

[0365] In formula 8, -* is the same as R in formula 7-3. e To R h Any fused position in the adjacent pairs.

[0366] In formula 8, Ar 4 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. 4It may be a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms. 4 The phenyl group may be substituted or unsubstituted.

[0367] In formula 8, R 17 It may be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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. 17 It may be a hydrogen atom.

[0368] In Formula 8, n17 may be an integer from 0 to 4. If n17 is 0, the fused polycyclic compound may not be 17 Replace. n17 is 4 and four R 17 The case where all the groups are hydrogen atoms can be the same as the case where n17 is 0. If n17 is 2 or more, then multiple R 17 The groups may all be identical, or at least one of them may be different from the rest.

[0369] In Formula 7-1 to Formula 7-3, Ar 1 ,Ar 2 , R 1 , R 3 , R 4 , R a To R d , n1, n3 and n4 are the same as those described in Formula 1 and Formula 2.

[0370] In an embodiment, the fused polycyclic compound represented by Formula 1 may be represented by Formula 9-1 or Formula 9-2:

[0371] [Formula 9-1]

[0372]

[0373] [Formula 9-2]

[0374]

[0375] In equations 9-1 and 9-2, A 1 It may be a group represented by any one of Formula C-1 to Formula C-3.

[0376] In equations 9-1 and 9-2, A 2 It may be a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms. 2 The tert-butyl group may be substituted or unsubstituted.

[0377] In equations 9-1 and 9-2, B1 To B 5 They may each independently be a hydrogen atom or a deuterium atom.

[0378] In equations 9-1 and 9-2, R 6 To R 10 and R 18 To R 22 Each of them may be independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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. 6 To R 10 and R 18 To R 22 They may each independently be a hydrogen atom, a substituted or unsubstituted tert-butyl group, or a substituted or unsubstituted phenyl group.

[0379] In Formula 9-1 and Formula 9-2, n6 and n18 can each independently be an integer from 0 to 4; n7, n9, n10, n19, n21 and n22 can each independently be an integer from 0 to 5; and n8 and n20 can each independently be an integer from 0 to 3.

[0380] If n6 ​​and n18 are each 0, the fused polycyclic compound may not be separated by R 6 and R 18 n6 and n18 are each 4 and R 6 and R 18 The case where each of the four groups is a hydrogen atom may be the same as the case where n6 and n18 are each 0. If n6 ​​and n18 are each 2 or greater, then the plurality of R 6 Groups and multiple R 18 The groups may all be identical, or at least one of them may be different from the rest.

[0381] If n7, n9, n10, n19, n21 and n22 are each 0, the fused polycyclic compound may not be respectively R 7 , R 9 , R 10 , R 19 , R 21 and R 22 n7, n9, n10, n19, n21 and n22 are each 5 and R 7 , R 9 , R 10 , R 19 , R 21 and R 22The case where each of the five groups is a hydrogen atom may be the same as the case where each of n7, n9, n10, n19, n21 and n22 is 0. If each of n7, n9, n10, n19, n21 and n22 is 2 or more, then R 7 , R 9 , R 10 , R 19 , R 21 and R 22 The respective multiple groups may all be the same, or at least one of them may be different from the remaining groups.

[0382] If n8 and n20 are each 0, the fused polycyclic compound may not be separated by R 8 and R 20 n8 and n20 are each 3 and R 8 and R 20 The case where each of the three groups is a hydrogen atom may be the same as the case where n8 and n20 are each 0. If n8 and n20 are each 2 or more, then the plurality of R 8 Groups and multiple R 20 The groups may all be identical, or at least one of them may be different from the rest.

[0383] [Formula C-1]

[0384]

[0385] [Formula C-2]

[0386]

[0387] [Formula C-3]

[0388]

[0389] In Formula C-1 to Formula C-3, R c1 To R c4 and R i To R l Each may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or may be bonded to an adjacent group to form a ring.

[0390] In Formula C-1, m21 may be an integer from 0 to 5. If m21 is 0, the fused polycyclic compound may not be c1 Replace. m21 is 5 and five R c1The case where all the groups are hydrogen atoms can be the same as the case where m21 is 0. If m21 is 2 or more, then multiple R c1 The groups may all be identical, or at least one of them may be different from the rest.

[0391] In Formula C-2 and Formula C-3, m22 to m24 may each independently be an integer of 0 to 4. If m22 to m24 are each 0, the fused polycyclic compound may not be respectively R c2 To R c4 m22 to m24 are each 4 and R c2 To R c4 The case where each of the four groups is a hydrogen atom may be the same as the case where each of m22 to m24 is 0. If each of m22 to m24 is 2 or more, then R c2 To R c4 The respective multiple groups may all be the same, or at least one of them may be different from the remaining groups.

[0392] In formula C-3, the moiety represented by formula 10 may be i To R l Adjacent pairs are fused:

[0393] [Formula 10]

[0394]

[0395] In formula 10, -* is the same as R in formula C-3. i To R l Any fused position in the adjacent pairs.

[0396] In formula 10, R c5 and R c6 Each of them may be independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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. c5 and R c6 Each may be a hydrogen atom.

[0397] In Formula 10, m15 may be an integer from 0 to 4. If m15 is 0, the fused polycyclic compound may not be c5 Replace. m15 is 4 and four R c5 The case where all the groups are hydrogen atoms can be the same as the case where m15 is 0. If m15 is 2 or greater, then multiple R c5 The groups may all be identical, or at least one of them may be different from the rest.

[0398] In Formula 10, m16 may be an integer from 0 to 5. If m16 is 0, the fused polycyclic compound may not be c6 Replace. m16 is 5 and five R c6 The case where all the groups are hydrogen atoms can be the same as the case where m16 is 0. If m16 is 2 or greater, then multiple R c6 The groups may all be identical, or at least one of them may be different from the rest.

[0399] In equations 9-1 and 9-2, R 1 , R 4 , R a To R d , n1 and n4 are the same as those described in Formula 1 and Formula 2.

[0400] In an embodiment, the fused polycyclic compound may include at least one deuterium atom as a substituent. In an embodiment, in the fused polycyclic compound represented by Formula 1, at least one hydrogen atom may be optionally substituted with a deuterium atom.

[0401] In an embodiment, the condensed polycyclic compound may be any compound selected from compound group 1. In an embodiment, in the light emitting element ED, at least one functional layer (eg, emission layer EML) may include at least one condensed polycyclic compound selected from compound group 1:

[0402] [Compound Group 1]

[0403]

[0404]

[0405]

[0406]

[0407]

[0408]

[0409]

[0410]

[0411]

[0412]

[0413]

[0414]

[0415]

[0416]

[0417]

[0418]

[0419]

[0420]

[0421]

[0422]

[0423]

[0424]

[0425]

[0426]

[0427]

[0428]

[0429]

[0430]

[0431]

[0432]

[0433]

[0434]

[0435]

[0436] In compound group 1, D represents a deuterium atom.

[0437] The full width at half maximum (FWHM) of the emission spectrum of the fused polycyclic compound may be in the range of about 10 nm to about 50 nm. For example, the FWHM of the emission spectrum of the fused polycyclic compound may be in the range of about 20 nm to about 40 nm. Because the FWHM of the emission spectrum of the fused polycyclic compound is within the above range, when the fused polycyclic compound is included as a material in the light-emitting element, the luminous efficiency may be improved. When the fused polycyclic compound is included as a material for a blue light-emitting element, the element service life may be improved.

[0438] In an embodiment, the fused polycyclic compound may be a thermally activated delayed fluorescent emission material. In an embodiment, the fused polycyclic compound may be a material having a difference (ΔE) between the lowest triplet exciton energy level (T1 energy level) and the lowest singlet exciton energy level (S1 energy level). ST ) is equal to or less than about 0.6 eV. For example, the fused polycyclic compound may be a thermally activated delayed fluorescent dopant having a difference (ΔE) between the lowest triplet exciton energy level (T1 energy level) and the lowest singlet exciton energy level (S1 energy level). ST ) is equal to or less than about 0.2 eV of the thermally activated delayed fluorescent dopant. However, the embodiment is not limited thereto.

[0439] In an embodiment, the fused polycyclic compound may include a first substituent and a second substituent as described above. By adjusting the amount and bonding position of the substituent of each of the first substituent and the second substituent, the singlet energy level and the triplet energy level can be appropriately adjusted in the entire fused polycyclic compound. Therefore, the fused polycyclic compound according to the embodiment can exhibit improved thermally activated delayed fluorescence characteristics.

[0440] The fused polycyclic compound may be a luminescent material having a central wavelength in the range of about 430 nm to about 490 nm. For example, the fused polycyclic compound may be a blue thermally activated delayed fluorescence (TADF) dopant. However, the embodiment is not limited thereto, and when the fused polycyclic compound is used as a luminescent material, the fused polycyclic compound may be used as a dopant material emitting light in various wavelength regions, such as a red emission dopant or a green emission dopant.

[0441] In the light emitting element ED, the emission layer EML may emit delayed fluorescence. For example, the emission layer EML may emit thermally activated delayed fluorescence (TADF).

[0442] The emission layer EML of the light emitting element ED may emit blue light. For example, the emission layer EML of the light emitting element ED may emit blue light having a center wavelength equal to or less than about 490 nm. However, the embodiment is not limited thereto, and the emission layer EML may emit green light or red light.

[0443] The fused polycyclic compound may be included in the emission layer EML. The fused polycyclic compound may be included in the emission layer EML as a dopant material. The fused polycyclic compound may be a thermally activated delayed fluorescence material. The fused polycyclic compound may be used as a thermally activated delayed fluorescence dopant. For example, in the light-emitting element ED, the emission layer EML may include at least one fused polycyclic compound selected from the compound group 1 described above as a thermally activated delayed fluorescence dopant. However, the use of the fused polycyclic compound is not limited thereto.

[0444] In an embodiment, the emission layer EML may include a plurality of compounds. The emission layer EML may include a fused polycyclic compound represented by Formula 1 as a first compound, and 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.

[0445] In an embodiment, the emission layer EML may include the first compound represented by Formula 1, and may further include at least one of the second compound represented by Formula HT-1 and the third compound represented by Formula ET-1.

[0446] In an embodiment, the emission layer EML may further include a second compound represented by Formula HT-1. In an embodiment, the second compound may be used as a hole transport host material in the emission layer EML.

[0447] [Formula HT-1]

[0448]

[0449] In formula HT-1, M 1 To M 8 can be N or C (R 51 ). For example, M 1 To M 8 can be independently C(R 51 As another example, M 1 To M 8 One of them can be N, and M 1 To M 8 The remaining groups may each independently be C(R 51 ).

[0450] In formula HT-1, L 1 It may be a directly linked, 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. 1It may be a direct connection, a substituted or unsubstituted phenylene group, a substituted or unsubstituted divalent biphenyl group, or a substituted or unsubstituted divalent carbazole group, etc., but the embodiment is not limited thereto.

[0451] In formula HT-1, Y a Can be directly connected, C(R 52 )(R 53 ) or Si(R 54 )(R 55 ). For example, the two rings of formula HT-1 connected to the nitrogen atom can be connected via direct connection, In formula HT-1, if Y a For direct attachment, the second compound represented by Formula HT-1 may include a carbazole moiety.

[0452] In formula HT-1, 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. a It may be a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted biphenyl group, but the embodiment is not limited thereto.

[0453] In formula HT-1, R 51 To R 55 Each of them may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 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, or may bond with an adjacent group to form a ring. For example, R 51 To R 55 can be independently a hydrogen atom or a deuterium atom. 51 To R 55 Each independently may be an unsubstituted methyl group or an unsubstituted phenyl group.

[0454] In an embodiment, the second compound represented by Formula HT-1 may be selected from Compound Group 2. In an embodiment, in the light emitting element ED, the second compound may include at least one compound selected from Compound Group 2:

[0455] [Compound Group 2]

[0456]

[0457]

[0458]

[0459] In compound group 2, D represents a deuterium atom, and Ph represents a substituted or unsubstituted phenyl group. For example, in compound group 2, Ph may represent an unsubstituted phenyl group.

[0460] In an embodiment, the emission layer EML may further include a third compound represented by Formula ET-1. In an embodiment, the third compound may be used as an electron transport host material in the emission layer EML.

[0461] [Formula ET-1]

[0462]

[0463] In formula ET-1, Z a To Z c At least one of them can each be N, and Z a To Z c The remaining groups in may be independently C(R 56 ). For example, Z a To Z c One of them can be N, and Z a To Z c The remaining groups in may be independently C(R 56 ). Therefore, the third compound represented by Formula ET-1 may include a pyridine moiety. As another example, Z a To Z c Two of them can be N, and Z a To Z c The remaining groups may be C(R 56 ). Therefore, the third compound represented by Formula ET-1 may include a pyrimidine moiety. As another example, Z a To Z c Each may be N. Therefore, the third compound represented by Formula ET-1 may include a triazine moiety.

[0464] In formula ET-1, R 56 It may be a hydrogen atom, a deuterium atom, 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.

[0465] In Formula ET-1, b1 to b3 may each independently be an integer of 0 to 10.

[0466] In formula ET-1, Ar b To Ar d and R and R are each independently a hydrogen atom, a deuterium atom, 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. b To Ar d Each independently may be a substituted or unsubstituted phenyl group, or a substituted or unsubstituted carbazolyl group.

[0467] In formula ET-1, L 2 To L 4 Each of b1 to b3 is independently a directly linked, 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. 2 To L 4 Each of the plurality of groups may be each independently a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms.

[0468] In an embodiment, the third compound represented by Formula ET-1 may be selected from Compound Group 3. In an embodiment, in the light emitting element ED, the third compound may include at least one compound selected from Compound Group 3: [Compound Group 3]

[0469]

[0470]

[0471]

[0472]

[0473]

[0474]

[0475]

[0476] In compound group 3, D represents a deuterium atom, and Ph represents an unsubstituted phenyl group.

[0477] In an embodiment, 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. The triplet energy level 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.

[0478] For example, the absolute value of the triplet energy level (T1) of the exciplex formed by the hole transport host and the electron transport host may be in the range of about 2.4 eV to about 3.0 eV. The triplet energy level of the exciplex may have a value smaller than the energy band gap of each host material. The triplet energy level of the exciplex may be equal to or less than about 3.0 eV, which is the energy band gap between the hole transport host and the electron transport host.

[0479] In an embodiment, the emission layer EML may further include a fourth compound in addition to the first compound, the second compound, and the third compound. The fourth compound may be used as a phosphorescence sensitizer in the emission layer EML. Energy may be transferred from the fourth compound to the first compound, thereby achieving light emission.

[0480] The emission layer EML may include an organic metal complex as a fourth compound, the organic metal complex including platinum (Pt) as a central metal atom and a ligand bonded to the central metal atom. In an embodiment, the emission layer EML may further include a fourth compound represented by Formula D-1:

[0481] [Formula D-1]

[0482]

[0483] In formula D-1, Q 1 To Q 4 They may each independently be C or N.

[0484] In Formula D-1, C1 to C4 may each independently be 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.

[0485] In formula D-1, 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.11 To L 13 In the formula (a), -* indicates a bond to one of C1 to C4.

[0486] In Formula D-1, b11 to b13 may each independently be 0 or 1. If b11 is 0, C1 and C2 may not be directly connected to each other. If b12 is 0, C2 and C3 may not be directly connected to each other. If b13 is 0, C3 and C4 may not be directly connected to each other.

[0487] In formula D-1, R 61 To R 66 Each of them may independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 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, or may bond with an adjacent group to form a ring. For example, R 61 To R 66 Each independently may be a substituted or unsubstituted methyl group, or a substituted or unsubstituted tert-butyl group.

[0488] In Formula D-1, d1 to d4 may each independently be an integer of 0 to 4. If d1 to d4 are each 0, the fourth compound may not be respectively 61 To R 64 d1 to d4 are each 4 and R 61 To R 64 The case where each of the four groups is a hydrogen atom may be the same as the case where each of d1 to d4 is 0. If each of d1 to d4 is 2 or more, then R 61 To R 64 The respective multiple groups may all be the same, or at least one of them may be different from the remaining groups.

[0489] In an embodiment, in Formula D-1, C1 to C4 may each independently be a substituted or unsubstituted hydrocarbon ring, or a substituted or unsubstituted heterocycle represented by any one of Formulas C-11 to C-14:

[0490]

[0491] In Formula C-11 to Formula C-14, P 1 Can be C-* or C(R 74 ), P 2 Can be N-* or N(R 81 ), P3 Can be N-* or N(R 82 ), and P 4 Can be C-* or C(R 88 ).

[0492] In Formula C-11 to Formula C-14, R 71 To R 88 Each may independently be 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, or may bond with an adjacent group to form a ring.

[0493] In formula C-11 to formula C-14, represents a bond to Pt, and -* represents a bond to an adjacent ring group (C1 to C4) or a linking portion (L 11 To L 13 ) key.

[0494] In an embodiment, the emission layer EML may include a first compound represented by Formula 1, and at least one of a second compound, a third compound, and a fourth compound. In an embodiment, the emission layer EML may include the first compound, the second compound, and the third compound. In the emission layer EML, the second compound and the third compound may form an exciplex, and energy may be transferred from the exciplex to the first compound, thereby achieving light emission.

[0495] In another embodiment, 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 energy may be transferred from the exciplex to the fourth compound and the first compound, thereby achieving luminescence. In an embodiment, the fourth compound may be a sensitizer. In the light-emitting element ED, the fourth compound included in the emission layer EML may be used as a sensitizer that transfers energy from the host to the first compound as a light-emitting dopant. For example, the fourth compound used as an auxiliary dopant may accelerate the energy transfer to the first compound used as a light-emitting dopant, thereby increasing the emission ratio of the first compound. Therefore, the efficiency of the emission layer EML may be improved. If the energy transferred to the first compound increases, the excitons formed in the emission layer EML will not accumulate and can emit light quickly, thereby reducing the degradation of the light-emitting element ED. Therefore, the life of the light-emitting element ED may be increased.

[0496] The light emitting element ED may include a first compound, a second compound, a third compound, and a 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, the emission layer EML may 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 therefore, the light emitting element ED may exhibit excellent luminous efficiency properties.

[0497] In an embodiment, the fourth compound represented by Formula D-1 may be selected from Compound Group 4. In an embodiment, in the light emitting element ED, the fourth compound may include at least one compound selected from Compound Group 4:

[0498] [Compound Group 4]

[0499]

[0500]

[0501]

[0502] In compound group 4, D represents a deuterium atom.

[0503] In an embodiment, the light emitting element ED may include a plurality of emission layers. The plurality of emission layers may be provided as a stack so that the light emitting element ED including the plurality of emission layers may emit white light. The light emitting element ED including the plurality of emission layers may be a light emitting element having a series structure. If the light emitting element ED includes a plurality of emission layers, at least one emission layer EML may include a first compound represented by Formula 1. For example, if the light emitting element ED includes a plurality of emission layers, at least one emission layer EML may include a first compound, a second compound, a third compound, and a fourth compound.

[0504] In the light emitting element ED, if the emission layer EML includes a first compound, a second compound, a third compound, and a fourth compound, the amount of the first compound may be in the range of 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 embodiment is not limited thereto. If the amount of the first compound satisfies the above range, energy transfer from the second compound and the third compound to the first compound may be increased, and thus, luminous efficiency and device life may be improved.

[0505] In the emission layer EML, the total amount of the second compound and the third compound may be the remainder of the total weight of the first compound, the second compound, the third compound, and the fourth compound excluding the amounts of the first compound and the fourth compound. For example, the combined amount of the second compound and the third compound may be in the range of about 65 wt % to about 95 wt % based on the total weight of the first compound, the second compound, the third compound, and the fourth compound.

[0506] Within the combined amount of the second compound and the third compound in the emission layer EML, a weight ratio of the second compound to the third compound may be in the range of about 3:7 to about 7:3.

[0507] If the amount of the second compound and the third compound satisfies the above range and ratio, the charge balance property in the emission layer EML can be improved, and the luminous efficiency and device life can be improved. If the amount of the second compound and the third compound deviates from the above range and ratio, the charge balance in the emission layer EML may not be achieved, so that the luminous efficiency may be reduced, and the device may be easily degraded.

[0508] If the emission layer EML includes a fourth compound, the amount of the fourth compound in the emission layer EML may be in the range of 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. However, the embodiment is not limited thereto. If the amount of the fourth compound satisfies the above range, the energy transfer from the host to the first compound as a light-emitting dopant may be increased, so that the emission ratio may be improved. Therefore, the emission efficiency of the emission layer EML may be improved. If the amounts of the first compound, the second compound, the third compound, and the fourth compound included in the emission layer EML satisfy the above range and ratio, excellent luminous efficiency and long life may be achieved.

[0509] In the light emitting element ED, the emission layer EML may further include anthracene derivatives, pyrene derivatives, fluoranthene derivatives, Derivatives, dihydrobenzanthracene derivatives or triphenylene derivatives. For example, the emission layer EML may include anthracene derivatives or pyrene derivatives.

[0510] In accordance with Figures 3 to 6 In the light emitting element ED of the embodiment shown in each of the figures, the emission layer EML may further include a host and a dopant of the related art in addition to the above-mentioned host and dopant.

[0511] In an embodiment, 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.

[0512] [Formula E-1]

[0513]

[0514] In formula E-1, R 31 To R 40 Each of them may independently be a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 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, or may be bonded to an adjacent group to form a ring. For example, R 31 To R 40 It 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.

[0515] In Formula E-1, c and d may each independently be an integer of 0 to 5.

[0516] In an embodiment, the compound represented by Formula E-1 may be any compound selected from Compound E1 to Compound E19:

[0517]

[0518]

[0519] In an embodiment, 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.

[0520] [Formula E-2a]

[0521]

[0522] In formula E-2a, a may be an integer from 0 to 10; and L a It may be a directly linked, 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. If a is 2 or more, then multiple L a The groups may each independently be a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms.

[0523] In formula E-2a, A 1 To A 5 can be N or C (R i ). In Formula E-2a, R a To R iEach of them may independently be a hydrogen atom, a deuterium atom, a substituted or unsubstituted amine group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 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, or may be bonded to an adjacent group to form a ring. For example, R a To R i It may combine with an adjacent group to form a hydrocarbon ring or a heterocyclic ring including N, O, S, etc. as a ring-constituting atom.

[0524] In formula E-2a, A 1 To A 5 Two or three of them can each be N, and A 1 To A 5 The remaining groups in may be independently C(R i ).

[0525] [Formula E-2b]

[0526]

[0527] In Formula E-2b, Cbz1 and Cbz2 may each independently be an unsubstituted carbazole group or a carbazole group substituted with an aryl group having 6 to 30 ring carbon atoms. b It may be a directly linked, 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. In Formula E-2b, b may be an integer from 0 to 10. If b is 2 or more, then the plurality of L b The groups may each independently be a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms.

[0528] The compound represented by Formula E-2a or Formula E-2b may be any compound selected from 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 Compound Group E-2:

[0529] [Compound Group E-2]

[0530]

[0531]

[0532] The emission layer EML may also include a material of the related art as a host material. For example, the emission layer EML may include at least one of the following as a host material: bis(4-(9H-carbazol-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(N-carbazolyl)benzene (mCP), 2,8-bis(diphenylphosphoryl)dibenzo[b,d]furan (PPF), 4,4',4"-tri(carbazol-9-yl)-triphenylamine (TCTA), and 1,3,5-tri(1-phenyl-1H-benzo[d]imidazol-2-yl)benzene (TPBi). However, the embodiment is not limited thereto. For example, tris(8-hydroxyquinolinyl)aluminum (Alq 3 ), 9,10-di(naphthalene-2-yl)anthracene (ADN), 2-tert-butyl-9,10-di(naphthalene-2-yl)anthracene (TBADN), distyrene (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 (UGH2), hexaphenylcyclotrisiloxane (DPSiO 3 ), octaphenylcyclotetrasiloxane (DPSiO 4 ) etc. can be used as the main material.

[0533] In an embodiment, 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.

[0534] [Formula Ma]

[0535]

[0536] In formula Ma, Y 1 To Y 4 and Z 1 To Z 4 can be independently C(R 1 ) or N; and R 1 To R 4Each independently may be a hydrogen atom, a deuterium atom, a substituted or unsubstituted amine group, a substituted or unsubstituted sulfenyl group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or bonded to an adjacent group to form a ring. In formula Ma, m may be 0 or 1, and n may be 2 or 3. In formula Ma, if m is 0, n may be 3, and if m is 1, n may be 2.

[0537] The compound represented by the formula Ma may be any compound selected from the group consisting of the compounds M-a1 to M-a25. However, the compounds M-a1 to M-a25 are merely examples, and the compound represented by the formula Ma is not limited to the compounds M-a1 to M-a25:

[0538]

[0539]

[0540]

[0541] In an embodiment, the emission layer EML may include a compound represented by one of Formulas Fa to Fc. The compound represented by one of Formulas Fa to Fc may be used as a fluorescent dopant material.

[0542] [Formula]

[0543]

[0544] In formula Fa, R a To R j The two of them can be independently represented by *-NAr 1 Ar 2 The group represented by R is substituted. a To R j The unresolved *-NAr 1 Ar 2 The remaining groups substituted by the groups represented can each independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, 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.

[0545] In *-NAr 1 Ar 2 In the group represented by 1and Ar 2 and Ar may be 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. 1 and Ar 2 At least one of them may each independently be a heteroaryl group including O or S as a ring-forming atom.

[0546] [Formula Fb]

[0547]

[0548] In formula Fb, R a and R b Each of Ar and Ar may be independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 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, or may be bonded to an adjacent group to form a ring. 1 To Ar 4 and Ar may be 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. 1 To Ar 4 At least one of them may each independently be a heteroaryl group including O or S as a ring-forming atom.

[0549] In Formula Fb, U and V may each independently be 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.

[0550] In formula Fb, the number of rings represented by U and V (hereinafter, referred to as the number of U, the number of V) can be 0 or 1 independently of each other. If the number of U or V is 1, the fused ring may be present at the portion indicated by U or V, and if the number of U or V is 0, the fused ring may not be present at the portion indicated by U or V. If the number of U is 0 and the number of V is 1, or if the number of U is 1 and the number of V is 0, the fused ring of the fluorene core of formula Fb can be a cyclic compound with four rings. If the number of U and V is each 0, the fused ring of the fluorene core of formula Fb can be a cyclic compound with three rings. If the number of U and V is each 1, the fused ring of the fluorene core of formula Fb can be a cyclic compound with five rings.

[0551] [Formula Fc]

[0552]

[0553] In Formula Fc, A 1 and A 2 can be independently O, S, Se or N (R m ); and R m R may be a hydrogen atom, a deuterium atom, 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 is independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thiol group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or bonds to an adjacent group to form a ring.

[0554] In Formula Fc, A 1 and A 2 can each independently bond to a substituent of an adjacent ring to form a fused ring. 1 and A 2 Each independently is N(R m ), then A 1 Can be used with R 4 or R 5 combine to form a ring. For example, A 2 Can be used with R 7 or R 8 Combine to form a ring.

[0555] In an embodiment, 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 or its derivatives (e.g., 2,5,8,11-tetra-tert-butylperylene (TBP)), pyrene or its derivatives (e.g., 1,1'-dipyrene, 1,4-dipyrenylbenzene and 1,4-bis(N,N-diphenylamino)pyrene), and the like as a dopant material of the related art.

[0556] The emission layer EML may include a phosphorescent dopant material of the related art. For example, the phosphorescent dopant may include 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') iridium (III) picolinate (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 embodiment is not limited thereto.

[0557] In an embodiment, the emissive layer may include quantum dots.

[0558] In the specification, quantum dots may be crystals of semiconductor compounds. The quantum dots may emit light in various emission wavelengths depending on the size of the crystals. By controlling the element ratio of the quantum dot compound, the quantum dots may emit light in various emission wavelengths.

[0559] The diameter of a quantum dot may be, for example, in the range of about 1 nm to about 10 nm.

[0560] Quantum dots can be synthesized by chemical bath deposition, metal organic chemical vapor deposition, molecular beam epitaxy or similar processes.

[0561] Chemical bath deposition is a method of mixing an organic solvent and a precursor material and growing quantum dot particle crystals. While growing the crystals, the organic solvent can be used as a dispersant coordinated on the surface of the quantum dot crystals, and the growth of the crystals can be controlled. Therefore, when compared with vapor deposition methods such as metal organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE), chemical bath deposition may be more advantageous and the growth of quantum dot particles can be controlled through a low-cost process.

[0562] In an embodiment, the emission layer EML may include a quantum dot material. The quantum dot may be a II-VI compound, a III-VI compound, an I-III-VI compound, a III-V compound, a III-II-V compound, a IV-VI compound, a IV element, a IV compound, or any combination thereof.

[0563] Examples of II-VI compounds may include: binary compounds selected from the group consisting of CdSe, CdTe, CdS, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS, and mixtures thereof; ternary compounds selected from the group consisting of CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, Cd ZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS and mixtures thereof; a quaternary compound selected from the group consisting of HgZnTeS, CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe and mixtures thereof; or any combination thereof.

[0564] In an embodiment, the II-VI group compound may also include a group I metal and / or a group IV element. Examples of I-II-VI group compounds may include CuZnS. Examples of II-IV-VI group compounds may include ZnSnS, etc. Examples of I-II-IV-VI group compounds may include selected from Cu 2 ZnSnS 2 , Cu 2 ZnSnS 4 , Cu 2 ZnSnSe 4 、Ag 2 ZnSnS 2 and mixtures thereof constitute a group of quaternary compounds.

[0565] Examples of III-VI compounds may include: binary compounds such as In 2 S 3 andIn 2 Se 3 ; Ternary compounds such as InGaS 3 and InGaSe 3 ; or any combination thereof.

[0566] Examples of I-III-VI group compounds may include: ternary compounds selected from AgInS, AgInS 2 、CuInS、CuInS 2 、AgGaS 2 、CuGaS 2 、CuGaO 2 、AgGaO 2 、AgAlO 2and mixtures thereof; quaternary compounds such as AgInGaS 2 and CuInGaS 2 ; or any combination thereof.

[0567] Examples of III-V compounds may include: binary compounds selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, and mixtures thereof; ternary compounds 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; quaternary compounds selected from the group consisting of GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, and mixtures thereof; or any combination thereof. In an embodiment, the III-V compound may also include a Group II metal. Examples of the III-II-V group compound may include InZnP and the like.

[0568] Examples of IV-VI compounds may include: binary compounds selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe and mixtures thereof; ternary compounds selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe and mixtures thereof; quaternary compounds selected from the group consisting of SnPbSSe, SnPbSeTe, SnPbSTe and mixtures thereof; or any combination thereof.

[0569] Examples of II-IV-V group compounds may include compounds selected from ZnSnP, ZnSnP 2 、ZnSnAs 2 、ZnGeP 2 、ZnGeAs 2 、CdSnP 2 and CdGeP 2 and mixtures thereof to form a group of ternary compounds.

[0570] Examples of the Group IV element may include Si, Ge, and mixtures thereof. Examples of the Group IV compound may include a binary compound selected from the group consisting of SiC, SiGe, and mixtures thereof.

[0571] Each element included in a multi-element compound such as a binary compound, a ternary compound, or a quaternary compound may be present in the particle at a uniform concentration or at a non-uniform concentration. For example, a formula may indicate the elements included in the compound, but the ratio of the elements in the compound may be different. For example, AgInGaS 2 Can indicate AgIn x Ga 1-x S 2 (where x is a real number between 0 and 1).

[0572] The binary, ternary or quaternary compound may be present in the particle at a uniform concentration, or may be present in the particle in a partially different concentration distribution state. In an embodiment, the quantum dot may have a core / shell structure in which one quantum dot surrounds another quantum dot. The interface between the core and the shell may have a concentration gradient in which the concentration of the element present in the shell decreases toward the core.

[0573] In an embodiment, the quantum dot may have the above-mentioned core-shell structure, which includes a core having nanocrystals and a shell surrounding the core. The shell of the quantum dot can be used as a protective layer for preventing chemical changes in the core to maintain semiconductor properties, and / or can be used as a charging layer for imparting electrophoretic properties to the quantum dot. The shell can be a single layer or a multilayer. Examples of the shell of the quantum dot may include metal oxides, non-metal oxides, semiconductor compounds, or any combination thereof.

[0574] Examples of metal oxides or non-metal oxides may include binary compounds such as SiO 2 、Al 2 O 3 、TiO 2 、ZnO、MnO、Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe 2 O 3 , Fe 3 O 4 , CoO, Co 3 O 4 and NiO; or ternary compounds such as MgAl 2 O 4 、CoFe 2 O 4 、NiFe 2 O 4 and CoMn2 O 4 However, the embodiments are not limited thereto.

[0575] Examples of semiconductor compounds 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 embodiments are not limited thereto.

[0576] The quantum dots may have a full width at half maximum (FWHM) of an emission spectrum equal to or less than about 45 nm. For example, the quantum dots may have a FWHM of an emission spectrum equal to or less than about 40 nm. For example, the quantum dots may have a FWHM of an emission spectrum equal to or less than about 30 nm. Within any of the above ranges, color purity or color reproducibility may be improved. Light emitted by quantum dots may be emitted in all directions, thereby improving light viewing angle properties.

[0577] The shape of the quantum dot can be any shape used in the related art. For example, the quantum dot can have a spherical shape, a pyramidal shape, a multi-arm shape or a cubic shape, or the quantum dot can be in the form of nanoparticles, nanotubes, nanowires, nanofibers, nanoplates, etc.

[0578] When the size of the quantum dot or the element ratio of the quantum dot compound is adjusted, the energy band gap can be controlled accordingly to obtain light of various wavelengths from the quantum dot emission layer. Therefore, by using quantum dots as described above (e.g., using quantum dots of different sizes or with different element ratios in the quantum dot compound), a light-emitting element that emits light of various wavelengths can be realized. For example, the size of the quantum dot or the element ratio of the quantum dot compound can be adjusted to emit red light, green light and / or blue light. For example, quantum dots can be configured to emit white light by combining light of various colors.

[0579] In accordance with Figures 3 to 6 In the light emitting element ED of the embodiment shown in each figure, the electron transport region ETR may be disposed on the emission layer EML. The electron transport region ETR may include at least one of the hole blocking layer HBL, the electron transport layer ETL, and the electron injection layer EIL. However, the embodiment is not limited thereto.

[0580] The electron transport region ETR may be a layer composed of a single material, a layer including different materials, or a structure including a plurality of layers including different materials.

[0581] For example, the electron transport region ETR may have a single-layer structure of an electron injection layer EIL or an electron transport layer ETL, or may have a single-layer structure formed of an electron injection material and an electron transport material. In other embodiments, the electron transport region ETR may have a single-layer structure formed of different materials, or may have a structure in which an electron transport layer ETL / electron injection layer EIL or a hole blocking layer HBL / electron transport layer ETL / electron injection layer EIL are stacked from the emission layer EML in their respective stated order, but the embodiment is not limited thereto. The thickness of the electron transport region ETR may be, for example, about 1000 Å. To about within the range.

[0582] The electron transport region ETR may be formed using various methods such as a vacuum deposition method, a spin coating method, a casting method, a Langmuir-Blodgett (LB) method, an inkjet printing method, a laser printing method, and a laser induced thermal imaging (LITI) method.

[0583] In the light emitting element ED according to the embodiment, the electron transport region ETR may include a compound represented by Formula ET-2:

[0584] [Formula ET-2]

[0585]

[0586] In formula ET-2, X 1 To X 3 At least one of may each be N; and X 1 To X 3 The remaining groups in may be independently C(R a ). In formula ET-2, R a It may be a hydrogen atom, a deuterium atom, 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 may independently be a hydrogen atom, a deuterium atom, 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.

[0587] In Formula ET-2, a to c may each independently be an integer of 0 to 10. In Formula ET-2, L 1 To L 3Each of L and L is independently a directly linked, 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 To L 3 Each of the plurality of groups may be each independently a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms.

[0588] The electron transport region ETR may include an anthracene-based compound. However, the embodiment is not limited thereto, and the electron transport region ETR may include, for example, 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 (B phen), 3-(4-biphenyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ), 4-(naphthalene-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ), 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (tBu-PBD), bis(2-methyl-8-hydroxyquinolinolato-N1,O8)-(1,1'-biphenyl-4-hydroxy)aluminum (BAlq), bis(10-hydroxybenzoquinolinolato)beryllium (Bebq 2 ), 9,10-di(naphthalene-2-yl)anthracene (ADN), 1,3-bis[3,5-di(pyridin-3-yl)phenyl]benzene (BmPyPhB), CNNPTRZ (4'-(4-(4-(4,6-diphenyl-1,3,5-triazine-2-yl)phenyl)naphthalene-1-yl)-[1,1'-biphenyl]-4-carbonitrile), or mixtures thereof, but are not limited thereto.

[0589] In an embodiment, the electron transport region ETR may include at least one compound selected from compound ET1 to compound ET36:

[0590]

[0591]

[0592]

[0593]

[0594] In an embodiment, the electron transport region ETR may include: a metal halide such as LiF, NaCl, CsF, RbCl, RbI, CuI, and KI; a lanthanide metal such as Yb; or a co-deposited material of a metal halide and a lanthanide metal. For example, the electron transport region ETR may include KI:Yb, RbI:Yb, LiF:Yb, etc. as a co-deposited material. The electron transport region ETR may include a metal halide such as Li 2 O and BaO metal oxide, or 8-hydroxy-quinoline lithium (Liq). However, the embodiment is not limited thereto. The electron transport region ETR can also be formed by a mixture material of an electron transport material and an insulating organic metal salt. The insulating organic metal salt can be a material having an energy band gap equal to or greater than about 4eV. For example, the insulating organic metal salt can include a metal acetate, a metal benzoate, a metal acetoacetate, a metal acetylacetonate, or a metal stearate.

[0595] In addition to the aforementioned materials, the electron transport region ETR may 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 embodiment is not limited thereto.

[0596] The electron transport region ETR may include a compound of the electron transport region in at least one of the electron injection layer EIL, the electron transport layer ETL, and the hole blocking layer HBL.

[0597] If the electron transport region ETR includes an electron transport layer ETL, the thickness of the electron transport layer ETL may be about 1000 nm. To about For example, the thickness of the electron transport layer ETL can be about To about If the thickness of the electron transport layer ETL satisfies any of the above ranges, satisfactory electron transport properties can be obtained without significantly increasing the driving voltage. If the electron transport region ETR includes an electron injection layer EIL, the thickness of the electron injection layer EIL can be about To about For example, the thickness of the electron injection layer EIL can be about To about If the thickness of the electron injection layer EIL satisfies any of the above ranges, satisfactory electron injection properties can be obtained without causing a significant increase in driving voltage.

[0598] 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 embodiment is not limited thereto. For example, if the first electrode EL1 is an anode, the second electrode EL2 may be a cathode, and if the first electrode EL1 is a cathode, the second electrode EL2 may be an anode.

[0599] The second electrode EL2 may be a transmissive electrode, a semi-transmissive reflective electrode or a reflective electrode. If the second electrode EL2 is a transmissive electrode, the second electrode EL2 may include a transparent metal oxide such as ITO, IZO, ZnO, ITZO or the like.

[0600] If the second electrode EL2 is a semi-transmissive reflective electrode or a reflective electrode, the second electrode EL2 may include Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, Mo, Ti, Yb, W, a compound thereof, or a mixture thereof (e.g., AgMg, AgYb, or MgYb), or a material such as LiF / Ca (a stacked structure of LiF and Ca), LiF / Al (a stacked structure of LiF and Al). In an embodiment, the second electrode EL2 may have a multilayer structure including a reflective layer or a semi-transmissive reflective layer formed of the above materials and a transparent conductive layer formed of ITO, IZO, ZnO, ITZO, etc. For example, the second electrode EL2 may include the aforementioned metal material, a combination of two or more metal materials selected from the aforementioned metal materials, or an oxide of the aforementioned metal material.

[0601] Although not shown in the drawings, the second electrode EL2 may be electrically connected to the auxiliary electrode. If the second electrode EL2 is electrically connected to the auxiliary electrode, the resistance of the second electrode EL2 may be reduced.

[0602] In an embodiment, the light emitting element ED may further include a cover layer CPL disposed on the second electrode EL2. The cover layer CPL may be a multi-layer or a single layer.

[0603] In an embodiment, the cover layer CPL may include an organic layer or an inorganic layer. For example, if the cover layer CPL includes an inorganic material, the inorganic material may include an alkali metal compound such as LiF, an alkali metal compound such as MgF 2 Alkaline earth metal compounds, SiON, SiN x 、SiO y wait.

[0604] For example, if 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 or acrylate resin such as methacrylate resin. In an embodiment, the cover layer CPL may include at least one of compounds P1 to P5, but embodiments are not limited thereto.

[0605]

[0606]

[0607] The refractive index of the cover layer CPL may be equal to or greater than about 1.6. For example, with respect to light in a wavelength range of about 550 nm to about 660 nm, the refractive index of the cover layer CPL may be equal to or greater than about 1.6.

[0608] Figures 7 to 10 Each is a schematic cross-sectional view of a display device according to an embodiment. Figures 7 to 10 In the description of the display device of the embodiment shown in FIG. 1 , the above description of Figures 1 to 6 The features described, and the different features will be explained.

[0609] refer to Figure 7 The display device DD-a according to the embodiment may include a display panel DP, a light control layer CCL disposed on the display panel DP, and a color filter layer CFL, and the display panel DP includes a display device layer DP-ED.

[0610] exist Figure 7 In the embodiment shown in , the display panel DP includes a base layer BS, a circuit layer DP-CL provided on the base layer BS, and a display device layer DP-ED, and the display device layer DP-ED may include a light emitting element ED.

[0611] The light emitting element ED may include: a first electrode EL1, a hole transport region HTR disposed on the first electrode EL1, an emission layer EML disposed on the hole transport region HTR, an electron transport region ETR disposed on the emission layer EML, and a second electrode EL2 disposed on the electron transport region ETR. In an embodiment, Figure 7 The structure of the light emitting element ED shown in FIG. 1 may be the same as that described above according to Figures 3 to 6The structure of one of the light emitting elements ED is the same.

[0612] The emission layer EML of the light emitting element ED included in the display device DD-a according to the embodiment may include the condensed polycyclic compound according to the embodiment described above.

[0613] refer to 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 separated by the pixel defining film PDL and provided to each of the light emitting regions PXA-R, PXA-G, and PXA-B accordingly may emit light in the same wavelength region. In the display device DD-a, the emission layer EML may emit blue light. Although not shown in the drawings, in an embodiment, the emission layer EML may be provided as a common layer for each of the light emitting regions PXA-R, PXA-G, and PXA-B.

[0614] 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 or a phosphor. The light converter may convert the wavelength of the provided light and emit the resulting light. For example, the light control layer CCL may be a layer including quantum dots or a layer including phosphors.

[0615] The light-controlling layer CCL may include light-controlling parts CCP1, CCP2, and CCP3. The light-controlling parts CCP1, CCP2, and CCP3 may be spaced apart from each other.

[0616] refer to Figure 7 , the separation pattern BMP may be disposed between the light-controlling parts CCP1, CCP2, and CCP3 that are spaced apart from each other, but the embodiment is not limited thereto. Figure 7 , it is shown that the separation pattern BMP does not overlap with the light-controlling portions CCP1 , CCP2 , and CCP3 , but edges of the light-controlling portions CCP1 , CCP2 , and CCP3 may overlap with at least a portion of the separation pattern BMP.

[0617] 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 includes a first quantum dot QD1 that converts a first color light provided from the light emitting element ED into a second color light, the second light control part CCP2 includes a second quantum dot QD2 that converts the first color light into a third color light, and the third light control part CCP3 transmits the first color light.

[0618] In an embodiment, 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 element ED. For example, the first quantum dot QD1 may be a red quantum dot, and the second quantum dot QD2 may be a green quantum dot. The quantum dots QD1 and QD2 may each be a quantum dot as described above.

[0619] The light control layer CCL may further include a scatterer SP. The first light control part CCP1 may include first quantum dots QD1 and a scatterer SP, the second light control part CCP2 may include second quantum dots QD2 and a scatterer SP, and the third light control part CCP3 may not include quantum dots but may include a scatterer SP.

[0620] The scatterer SP may be inorganic particles. For example, the scatterer SP may include TiO 2 、ZnO、Al 2 O 3 、SiO 2 and hollow silica. The scatterer SP may include 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 in hollow silica.

[0621] The first light control part CCP1, the second light control part CCP2, and the third light control part CCP3 may each include base resins BR1, BR2, and BR3 in which quantum dots QD1 and QD2 and scatterers SP are dispersed. In an embodiment, the first light control part CCP1 may include first quantum dots QD1 and scatterers SP dispersed in the first base resin BR1, the second light control part CCP2 may include second quantum dots QD2 and scatterers SP dispersed in the second base resin BR2, and the third light control part CCP3 may include scatterers SP dispersed in the third base resin BR3.

[0622] The matrix resins BR1, BR2 and BR3 are the medium in which the quantum dots QD1 and QD2 and the scatterers SP are dispersed, and may be composed of various resin compositions that may generally be referred to as adhesives. For example, the matrix resins BR1, BR2 and BR3 may be acrylic resins, urethane resins, siloxane resins, epoxy resins, etc. The matrix resins BR1, BR2 and BR3 may each be a transparent resin. In an embodiment, 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.

[0623] The light control layer CCL may include a blocking layer BFL1. The blocking layer BFL1 may block the penetration of moisture and / or oxygen (hereinafter, referred to as "moisture / oxygen"). The blocking layer BFL1 may block the light control parts CCP1, CCP2, and CCP3 from being exposed to moisture / oxygen. The blocking layer BFL1 may cover the light control parts CCP1, CCP2, and CCP3. The color filter layer CFL, which will be described later, may include a blocking layer BFL2 disposed on the light control parts CCP1, CCP2, and CCP3.

[0624] The barrier layers BFL1 and BFL2 may each independently include at least one inorganic layer. For example, the barrier layers BFL1 and BFL2 may each independently include an inorganic material. For example, the barrier layers BFL1 and BFL2 may each independently include silicon nitride, aluminum nitride, zirconium nitride, titanium nitride, hafnium nitride, tantalum nitride, silicon oxide, aluminum oxide, titanium oxide, tin oxide, cerium oxide, silicon oxynitride, or a metal film that ensures light transmittance. The barrier layers BFL1 and BFL2 may each independently further include an organic layer. The barrier layers BFL1 and BFL2 may each be formed by a single layer or by a multilayer.

[0625] In the display device DD-a, the color filter layer CFL may be disposed on the light control layer CCL. In an embodiment, the color filter layer CFL may be directly disposed on the light control layer CCL. For example, the blocking layer BFL2 may be omitted.

[0626] The color filter layer CFL may include color filters CF1, CF2, and CF3. The first, second, and third color 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.

[0627] The color filter layer CFL may include a first color filter CF1 that transmits a second color light, a second color filter CF2 that transmits a third color light, and a third color filter CF3 that transmits the first color light. For example, the first color filter CF1 may be a red color filter, the second color filter CF2 may be a green color filter, and the third color filter CF3 may be a blue color filter. The color filters CF1, CF2, and CF3 may each include a polymer photosensitive resin and a pigment or dye. The first color filter CF1 may include a red pigment or dye, the second color filter CF2 may include a green pigment or dye, and the third color filter CF3 may include a blue pigment or dye.

[0628] However, the embodiment is not limited thereto, and the third color filter CF3 may not include a pigment or dye. The third color filter CF3 may include a polymer photosensitive resin and may not include a pigment or dye. The third color filter CF3 may be transparent. The third color filter CF3 may be formed of a transparent photosensitive resin.

[0629] In an embodiment, the first color filter CF1 and the second color filter CF2 may each be a yellow color filter. The first filter CF1 and the second filter CF2 may be integrally provided without distinction.

[0630] Although not shown in the drawings, the color filter layer CFL may further include a light blocking portion (not shown). The light blocking portion (not shown) may be a black matrix. The light blocking portion (not shown) may include an organic light blocking material or an inorganic light blocking material, each of which includes a black pigment or a black dye. The light blocking portion (not shown) may prevent light leakage and may separate the boundaries between the adjacent color filters CF1, CF2, and CF3.

[0631] The base substrate BL may be disposed on the color filter layer CFL. The base substrate BL may provide 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 embodiment is not limited thereto, and the base substrate BL may include an inorganic layer, an organic layer, or a composite material layer. Although not shown in the drawings, in an embodiment, the base substrate BL may be omitted.

[0632] Figure 8 is a schematic cross-sectional view of a portion of a display device according to an embodiment. In the display devices DD-TD according to the embodiments, the light emitting elements ED-BT may include light emitting structures OL-B1, OL-B2, and OL-B3.

[0633] The light emitting element ED-BT may include first and second electrodes EL1 and EL2 facing each other and light emitting structures OL-B1, OL-B2, and OL-B3 stacked in a thickness direction between the first and second electrodes EL1 and EL2. The light emitting structures OL-B1, OL-B2, and OL-B3 may each include an emission layer EML (see Figure 7 ) and a hole transport region HTR and an electron transport region ETR, and an emission layer EML (see Figure 7 ) is arranged between the hole transport region HTR and the electron transport region ETR.

[0634] For example, the light emitting elements ED-BT included in the display devices DD-TD may be light emitting elements having a tandem structure and including a plurality of emission layers.

[0635] exist Figure 8 In the embodiment shown in , the light emitted from each of the light emitting structures OL-B1, OL-B2, and OL-B3 may be blue light. However, the embodiment is not limited thereto, and the light emitted from each of the light emitting structures OL-B1, OL-B2, and OL-B3 may have a wavelength region different from each other. For example, the light emitting element ED-BT including the light emitting structures OL-B1, OL-B2, and OL-B3 emitting light having a wavelength region different from each other may emit white light.

[0636] The charge generation layers CGL1 and CGL2 may each be disposed between adjacent light emitting structures among the light emitting structures OL-B1, OL-B2, and OL-B3. The charge generation layers CGL1 and CGL2 may each independently include a p-type charge generation layer and / or an n-type charge generation layer.

[0637] At least one of the light emitting structures OL-B1, OL-B2, and OL-B3 in the display devices DD-TD may include the fused polycyclic compound according to the embodiments described above. For example, at least one of the emission layers included in the light emitting elements ED-BT may include a fused polycyclic compound.

[0638] Fig. 9 is a schematic cross-sectional view of a display device according to an embodiment. Fig.10 is a schematic cross-sectional view of a display device according to an embodiment.

[0639] refer to Fig. 9 , the display device DD-b according to the embodiment may include light emitting elements ED-1, ED-2, and ED-3 in which two emission layers are stacked. Figure 2 Compared with the display device DD shown in Fig. 9The difference of the embodiment shown in at least is that the first light-emitting element ED-1, the second light-emitting element ED-2 and the third light-emitting element ED-3 each include two emission layers stacked in the thickness direction. In each of the first light-emitting element ED-1, the second light-emitting element ED-2 and the third light-emitting element ED-3, the two emission layers can emit light in the same wavelength region.

[0640] The first light-emitting element ED-1 may include a first red emission layer EML-R1 and a second red emission layer EML-R2. The second light-emitting element ED-2 may include a first green emission layer EML-G1 and a second green emission layer EML-G2. The third light-emitting element ED-3 may include a first blue emission layer EML-B1 and a second blue emission layer EML-B2. The emission auxiliary portion OG may be disposed 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.

[0641] The emission auxiliary part OG may be a single layer or a multilayer. The emission auxiliary part OG may include a charge generation layer. For example, the emission auxiliary part OG may include an electron transport region, a charge generation layer, and a hole transport region stacked in the following order. The emission auxiliary part OG may be provided as a common layer for each of the first light-emitting element ED-1, the second light-emitting element ED-2, and the third light-emitting element ED-3. However, the embodiment is not limited thereto, and the emission auxiliary part OG may be provided by patterning in the opening OH defined in the pixel defining film PDL.

[0642] 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, respectively. 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, respectively.

[0643] For example, the first light-emitting element 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 the following order. The second light-emitting element 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 the following order. The third light-emitting element 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 the following order.

[0644] 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 the reflection of the display panel DP to external light. Although not shown in the drawings, in an embodiment, the optical auxiliary layer PL may be omitted from the display device DD-b.

[0645] Included in Fig. 9 At least one emission layer in the display device DD-b shown in FIG. 1 may include the condensed polycyclic compound according to the embodiment described above. For example, in the embodiment, at least one of the first blue emission layer EML-B1 and the second blue emission layer may include a condensed polycyclic compound.

[0646] and Figure 8 and Fig. 9 compared to, Fig.10 A display device DD-c is shown, which differs at least in that it includes four light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1. The light emitting element ED-CT may include a first electrode EL1 and a second electrode EL2 facing each other and a first light emitting structure OL-B1, a second light emitting structure OL-B2, a third light emitting structure OL-B3, and a fourth light emitting structure OL-C1 stacked in the thickness direction between the first electrode EL1 and the second electrode EL2. In an embodiment, 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 may be stacked in the order stated in the thickness direction.

[0647] The charge generation layers CGL1, CGL2, and CGL3 may be respectively disposed between adjacent light emitting structures among the first light emitting structure OL-B1, the second light emitting structure OL-B2, the third light emitting structure OL-B3, and the fourth light emitting structure OL-C1. For example, the first charge generation layer CGL1 may be disposed between the first light emitting structure OL-B1 and the fourth light emitting structure OL-C1. For example, the second charge generation layer CGL2 may be disposed between the first light emitting structure OL-B1 and the second light emitting structure OL-B2. For example, the third charge generation layer CGL3 may be disposed between the second light emitting structure OL-B2 and the third light emitting structure OL-B3.

[0648] Among the four light emitting structures, the first light emitting structure OL-B1, the second light emitting structure OL-B2, and the third light emitting structure OL-B3 may each emit blue light, and the fourth light emitting structure OL-C1 may emit green light. However, the embodiment is not limited thereto, and the first light emitting structure OL-B1, the second light emitting structure OL-B2, the third light emitting structure OL-B3, and the fourth light emitting structure OL-C1 may emit light having different wavelengths from each other.

[0649] The charge generation layers CGL1, CGL2, and CGL3 disposed between adjacent light emitting structures among the first, second, third, and fourth light emitting structures OL-B1, OL-B2, OL-B3, and OL-C1 may each independently include a p-type charge generation layer and / or an n-type charge generation layer.

[0650] In the display device DD-c, at least one of the first light emitting structure OL-B1, the second light emitting structure OL-B2, the third light emitting structure OL-B3 and the fourth light emitting structure OL-C1 may each independently include the condensed polycyclic compound according to the embodiment described above. For example, in the embodiment, at least one of the first light emitting structure OL-B1, the second light emitting structure OL-B2 and the third light emitting structure OL-B3 may each independently include a condensed polycyclic compound.

[0651] The light emitting element ED according to the embodiment may include the fused polycyclic compound according to the embodiment in at least one functional layer disposed between the first electrode EL1 and the second electrode EL2, thereby exhibiting excellent luminous efficiency and improved lifespan. For example, the emission layer EML of the light emitting element ED may include the fused polycyclic compound, and the light emitting element ED may exhibit a long lifespan.

[0652] In an embodiment, the electronic device may include a display device and a control portion, the display device including a plurality of light emitting elements, and the control portion controlling the display device. The electronic device may be a device activated according to an electrical signal. The electronic device may include a display device according to various embodiments. Examples of electronic devices may include televisions, monitors, large display devices such as billboards, personal computers, laptop computers, personal digital terminals, vehicle display devices, game consoles, portable electronic devices, and medium or small display devices such as cameras.

[0653] Fig.11 is a schematic perspective view of a vehicle AM ​​in which a first display device DD-1, a second display device DD-2, a third display device DD-3, and a fourth display device DD-4 are provided according to an embodiment. At least one of the first display device DD-1, the second display device DD-2, the third display device DD-3, and the fourth display device DD-4 may have a display device according to the above reference Figure 1 , Figure 2 and Figures 7 to 10 The structure of one of the display devices DD, DD-TD, DD-a, DD-b and DD-c is described.

[0654] exist Fig.11 In the embodiment, the vehicle AM ​​is shown as a car, but this is only an example, and the first display device DD-1, the second display device DD-2, the third display device DD-3, and the fourth display device DD-4 may be provided in various means of transportation such as a bicycle, a motorcycle, a train, a ship, or an airplane. In an embodiment, at least one of the first display device DD-1, the second display device DD-2, the third display device DD-3, and the fourth display device DD-4 having a structure according to one of the display devices DD, DD-TD, DD-a, DD-b, and DD-c may be included in a personal computer, a laptop computer, a personal digital terminal, a game console, a portable electronic device, a television set, a monitor, or a billboard, etc. However, these are only suggested as examples, and the display device may be included in other electronic devices.

[0655] At least one of the first display device DD-1, the second display device DD-2, the third display device DD-3, and the fourth display device DD-4 may each independently include a display device according to the reference Figures 3 to 6 The light emitting element ED of the embodiment described in any of the figures in the drawings. The light emitting element ED may include the fused polycyclic compound according to the embodiment. At least one of the first display device DD-1, the second display device DD-2, the third display device DD-3, and the fourth display device DD-4 may include a light emitting element ED including the fused polycyclic compound according to the embodiment, thereby exhibiting an extended lifespan.

[0656] refer to Fig.11 The vehicle AM ​​may include a steering wheel HA and a shift lever GR for operation of the vehicle AM. The vehicle AM ​​may include a front window GL disposed to face the driver.

[0657] 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 displaying first information of the vehicle AM. The first information may include a first scale indicating the driving speed of the vehicle AM, a second scale indicating the engine speed (e.g., as revolutions per minute (RPM)), a fuel gauge, and the like. The first scale and the second scale may be represented by digital images.

[0658] 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 arranged with a steering wheel 11A. For example, the second display device DD-2 can be a head-up display (HUD) that displays the second information of the vehicle AM. The second display device DD-2 can be optically transparent. The second information may include a digital number indicating the driving speed of the vehicle AM, and may also include information such as the current time. Although not shown in the accompanying drawings, in an embodiment, the second information of the second display device DD-2 can be displayed by projection on the front window GL.

[0659] The third display device DD-3 may be disposed in a third area adjacent to the shift lever GR. For example, the third display device DD-3 may be a center information display (CID) for the vehicle disposed between the driver's seat and the passenger seat and displaying the third information. The passenger seat may be a seat spaced apart from the driver's seat, and the shift lever GR is disposed between the passenger seat and the driver's seat. The third information may include information on traffic or road conditions (e.g., navigation information), playing music or radio, displaying images or videos, or temperature in the vehicle AM, etc.

[0660] The fourth display device DD-4 may be disposed in a fourth area spaced apart from the steering wheel HA and the shift lever GR and adjacent to one side of the vehicle AM. For example, the fourth display device DD-4 may be a digital side mirror that displays the fourth information. The fourth display device DD-4 may display an image of the exterior of the vehicle AM ​​captured by a camera module CM disposed outside the vehicle AM. The fourth information may include an image of the exterior of the vehicle AM.

[0661] The first to fourth information described above are provided only as examples, and the first display device DD-1, the second display device DD-2, the third display device DD-3, and the fourth display device DD-4 may also display information about the interior and exterior of the vehicle AM. The first to fourth information may include information different from each other. However, the embodiment is not limited thereto, and part of the first to fourth information may include the same information.

[0662] Hereinafter, a fused polycyclic compound according to an embodiment and a light emitting element according to an embodiment will be described with reference to examples and comparative examples. The examples described below are provided only as illustrations to help understand the present disclosure, and the scope thereof is not limited thereto.

[0663] [Example]

[0664] 1. Synthesis of fused polycyclic compounds

[0665] The synthesis method of the fused polycyclic compound according to the embodiment will be described in detail by describing the synthesis methods of Compound 19, Compound 74, Compound 81, and Compound 151. The synthesis method of the fused polycyclic compound described below is provided only as an example, and the synthesis method of the fused polycyclic compound according to the embodiment is not limited to the following example.

[0666] (1) Synthesis of Compound 19

[0667] (Synthesis of Intermediate 19-1)

[0668]

[0669] In a nitrogen atmosphere, 1,3-dibromo-5-(tert-butyl)benzene (1 equivalent), 5'-phenyl-[1,1':3',1"-terphenyl]-2'-amine (2.2 equivalents), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (1.5 equivalent) were added and dissolved in o-xylene, and the reaction solution was stirred at about 140° C. for about 1 day. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4 Dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified and separated by silica gel column chromatography to obtain Intermediate 19-1. (Yield: 76%)

[0670] (Synthesis of Intermediate 19-2)

[0671]

[0672] In a nitrogen atmosphere, intermediate 19-1 (1 equivalent), 2-iodochlorobenzene (2.2 equivalents), Pd 2 (dba) 3 (0.5 equivalent), tri-tert-butylphosphine (1 equivalent) and sodium tert-butoxide (4 equivalents) were added and dissolved in o-xylene, and the reaction solution was stirred at about 160° C. for about 3 days. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4 The reaction mixture was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified and separated by silica gel column chromatography to obtain Intermediate 19-2.

[0673] (yield: 65%)

[0674] (Synthesis of Intermediate 19-3)

[0675]

[0676] In a nitrogen atmosphere, intermediate 19-2 (1 equivalent) was dissolved in o-dichlorobenzene, cooled with water and ice, and BBr was slowly added dropwise thereto. 3 (5 equivalents), and the reaction solution was stirred at about 180° C. for about 24 hours. After the reaction solution was cooled, the reaction was terminated by adding triethylamine (5 equivalents), and H 2 O / CH 2 Cl 2 The reaction solution was extracted to collect an organic layer, and the organic layer was treated with MgSO 4 The reaction mixture was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified by silica gel column chromatography and recrystallized to obtain Intermediate 19-3.

[0677] (Yield: 54%).

[0678] (Synthesis of Intermediate 19-4)

[0679]

[0680] In a nitrogen atmosphere, intermediate 19-3 (1 equivalent), 9H-carbazole-1,2,3,4,5,6,7,8-d8 (1.1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were added and dissolved in o-xylene, and the reaction solution was stirred at about 150° C. for about 1 day. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4Dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified by silica gel column chromatography and recrystallized to obtain Intermediate 19-4. (Yield: 47%).

[0681] (Synthesis of Compound 19)

[0682]

[0683] In a nitrogen atmosphere, intermediate 19-4 (1 equivalent), 11-phenyl-11,12-dihydroindole[2,3-a]carbazole (1.1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were added and dissolved in o-xylene, and the reaction solution was stirred at about 140° C. for about 1 day. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4 The reaction mixture was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified and separated by silica gel column chromatography to obtain Compound 19. (Yield: 58%).

[0684] (2) Synthesis of Compound 74

[0685] (Synthesis of Intermediate 74-1)

[0686]

[0687] In a nitrogen atmosphere, 1,3-dibromo-5-(tert-butyl)benzene (1 equivalent), 5'-(tert-butyl)-[1,1':3',1"-terphenyl]-2'-amine (2.1 equivalents), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (1.5 equivalent) were added and dissolved in o-xylene, and the reaction solution was stirred at about 140° C. for about 1 day. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4 Dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified and separated by silica gel column chromatography to obtain Intermediate 74-1. (Yield: 64%)

[0688] (Synthesis of Intermediate 74-2)

[0689]

[0690] In a nitrogen atmosphere, intermediate 74-1 (1 equivalent), 1-chloro-3-iodobenzene (2.2 equivalents), Pd 2 (dba) 3 (0.5 equivalent), tri-tert-butylphosphine (1 equivalent) and sodium tert-butoxide (4 equivalents) were added and dissolved in o-xylene, and the reaction solution was stirred at about 160° C. for about 3 days. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4 Dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified and separated by silica gel column chromatography to obtain Intermediate 74-2. (Yield: 60%)

[0691] (Synthesis of Intermediate 74-3)

[0692]

[0693] In a nitrogen atmosphere, intermediate 74-2 (1 equivalent) was dissolved in o-dichlorobenzene, cooled with water and ice, and BBr was slowly added dropwise thereto. 3 (5 equivalents), and the reaction solution was stirred at about 180° C. for about 24 hours. After the reaction solution was cooled, the reaction was terminated by adding triethylamine (5 equivalents), and H 2 O / CH 2 Cl 2 The reaction solution was extracted to collect an organic layer, and the organic layer was treated with MgSO 4 Dry and filter. In the filtrate, the solvent is removed under reduced pressure to obtain a reaction product. The reaction product thus obtained is purified by silica gel column chromatography and recrystallized to obtain Intermediate 74-3. (Yield: 53%)

[0694] (Synthesis of Compound 74)

[0695]

[0696] In a nitrogen atmosphere, intermediate 74-3 (1 equivalent), 5-phenyl-5,12-dihydroindole[3,2-a]carbazole (2.4 equivalents), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were added and dissolved in o-xylene, and the reaction solution was stirred at about 140° C. for about 1 day. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4The reaction mixture was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified and separated by silica gel column chromatography to obtain Compound 74. (Yield: 70%)

[0697] (3) Synthesis of Compound 81

[0698] (Synthesis of Intermediate 81-1)

[0699]

[0700] In a nitrogen atmosphere, 1,3-dibromo-5-(tert-butyl)benzene (1 equivalent), [1,1':3',1"-terphenyl]-2'-amine (1.1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (1.5 equivalent) were added and dissolved in o-xylene, and the reaction solution was stirred at about 140° C. for about 1 day. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4 Dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified and separated by silica gel column chromatography to obtain Intermediate 81-1. (Yield: 75%)

[0701] (Synthesis of Intermediate 81-2)

[0702]

[0703] In a nitrogen atmosphere, intermediate 81-1 (1 equivalent), 3,5-di-tert-butyl-3'-iodo-1,1'-biphenyl (1.2 equivalents), Pd 2 (dba) 3 (0.5 equivalent), tri-tert-butylphosphine (1 equivalent) and sodium tert-butoxide (4 equivalents) were added and dissolved in o-xylene, and the reaction solution was stirred at about 160° C. for about 3 days. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4 Dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified and separated by silica gel column chromatography to obtain Intermediate 81-2. (Yield: 70%)

[0704] (Synthesis of Intermediate 81-3)

[0705]

[0706] In a nitrogen atmosphere, intermediate 81-2 (1 equivalent), [1,1':3',1"-terphenyl]-2'-amine (1.1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (1.5 equivalent) were added and dissolved in o-xylene, and the reaction solution was stirred at about 140° C. for about 1 day. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4 Dry and filter. In the filtrate, the solvent is removed under reduced pressure to obtain a reaction product. The reaction product thus obtained is purified by silica gel column chromatography and recrystallized to obtain Intermediate 81-3. (Yield: 64%)

[0707] (Synthesis of Intermediate 81-4)

[0708]

[0709] In a nitrogen atmosphere, intermediate 81-3 (1 equivalent), 1-chloro-3-iodobenzene (1.2 equivalents), Pd 2 (dba) 3 (0.5 equivalent), tri-tert-butylphosphine (1 equivalent) and sodium tert-butoxide (4 equivalents) were added and dissolved in o-xylene, and the reaction solution was stirred at about 160° C. for about 3 days. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4 The reaction mixture was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified by silica gel column chromatography and recrystallized to obtain Intermediate 81-4. (Yield: 61%)

[0710] (Synthesis of Intermediate 81-5)

[0711]

[0712] In a nitrogen atmosphere, intermediate 81-4 (1 equivalent) was dissolved in o-dichlorobenzene, cooled with water and ice, and BBr was slowly added dropwise thereto. 3 (5 equivalents), and the reaction solution was stirred at about 180° C. for about 12 hours. After the reaction solution was cooled, the reaction was terminated by adding triethylamine (5 equivalents), and H 2 O / CH 2 Cl 2 The reaction solution was extracted to collect an organic layer, and the organic layer was purified by MgSO 4Dry and filter. In the filtrate, the solvent is removed under reduced pressure to obtain a reaction product. The reaction product thus obtained is purified by silica gel column chromatography and recrystallized to obtain Intermediate 81-5. (Yield: 52%)

[0713] (Synthesis of Compound 81)

[0714]

[0715] In a nitrogen atmosphere, intermediate 81-5 (1 equivalent), 5-phenyl-5,11-dihydroindole[3,2-b]carbazole (1.2 equivalents), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were added and dissolved in o-xylene, and the reaction solution was stirred at about 140° C. for about 1 day. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4 The reaction mixture was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified and separated by silica gel column chromatography to obtain Compound 81. (Yield: 63%)

[0716] (4) Synthesis of Compound 151

[0717] (Synthesis of Intermediate 151-1)

[0718]

[0719] In a nitrogen atmosphere, 1,3-dibromo-5-(tert-butyl)benzene (1 equivalent), 4',5-di-tert-butyl-[1,1'-biphenyl]-2-amine (2.2 equivalents), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (1.5 equivalent) were added and dissolved in o-xylene, and the reaction solution was stirred at about 140° C. for about 1 day. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4 Dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified and separated by silica gel column chromatography to obtain Intermediate 151-1. (Yield: 71%)

[0720] (Synthesis of Intermediate 151-2)

[0721]

[0722] In a nitrogen atmosphere, intermediate 151-1 (1 equivalent), 2-iodochlorobenzene (2.2 equivalents), Pd 2 (dba) 3 (0.5 equivalent), tri-tert-butylphosphine (1 equivalent) and sodium tert-butoxide (4 equivalents) were added and dissolved in o-xylene, and the reaction solution was stirred at about 160° C. for about 3 days. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4 The reaction mixture was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified and separated by silica gel column chromatography to obtain Intermediate 151-2.

[0723] (Yield: 68%)

[0724] (Synthesis of Intermediate 151-3)

[0725]

[0726] In a nitrogen atmosphere, intermediate 151-2 (1 equivalent) was dissolved in o-dichlorobenzene, cooled with water and ice, and BBr was slowly added dropwise thereto. 3 (5 equivalents), and the reaction solution was stirred at about 180° C. for about 24 hours. After the reaction solution was cooled, the reaction was terminated by adding triethylamine (5 equivalents), and H 2 O / CH 2 Cl 2 The reaction solution was extracted to collect an organic layer, and the organic layer was purified by MgSO 4 Dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified by silica gel column chromatography and recrystallized to obtain Intermediate 151-3. (Yield: 55%)

[0727] (Synthesis of Intermediate 151-4)

[0728]

[0729] In a nitrogen atmosphere, intermediate 151-3 (1 equivalent), 3,6-di-tert-butyl-9H-carbazole (1.1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were added and dissolved in o-xylene, and the reaction solution was stirred at about 140° C. for about 1 day. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4Dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified by silica gel column chromatography and recrystallized to obtain Intermediate 151-4. (Yield: 53%)

[0730] (Synthesis of Compound 151)

[0731]

[0732] In a nitrogen atmosphere, intermediate 151-4 (1 equivalent), 5-phenyl-5,7-dihydroindole[2,3-b]carbazole (1.1 equivalent), Pd 2 (dba) 3 (0.05 equivalent), tri-tert-butylphosphine (0.1 equivalent) and sodium tert-butoxide (3 equivalents) were added and dissolved in o-xylene, and the reaction solution was stirred at about 140° C. for about 1 day. After cooling, the reaction solution was extracted by adding water and ethyl acetate to collect an organic layer, and the organic layer was purified by MgSO 4 The reaction mixture was dried and filtered. In the filtrate, the solvent was removed under reduced pressure to obtain a reaction product. The reaction product thus obtained was purified and separated by silica gel column chromatography to obtain Compound 151. (Yield: 73%)

[0733] 2. Fabrication and evaluation of light-emitting elements

[0734] The light-emitting element according to the embodiment including the fused polycyclic compound according to the embodiment in the emission layer was manufactured as follows. Compound 19, Compound 74, Compound 81 and Compound 151, which are the example compounds described above, were used as dopant materials for the emission layer to manufacture the light-emitting elements of Examples 1 to 8. Comparative Examples 1 to 8 correspond to light-emitting elements manufactured by using Comparative Example Compounds C1 to C4 as dopant materials for the emission layer.

[0735] [Example Compounds]

[0736]

[0737] [Comparative Example Compounds]

[0738]

[0739] (Manufacturing of light-emitting elements)

[0740] In the light emitting elements of the examples and comparative examples, a layer of about 15 Ω / cm 2 (About A glass substrate (manufactured by Corning Co.) with an ITO electrode as an anode was cut into a size of about 50 mm×50 mm×0.7 mm, cleaned by ultrasonic wave using isopropyl alcohol and pure water for about 5 minutes each, irradiated with ultraviolet light for about 30 minutes, and exposed to ozone and cleaned. The glass substrate was mounted on a vacuum deposition apparatus.

[0741] NPD is deposited on the upper part of the anode to form A thick hole injection layer is formed by depositing compound H-1-1 on the upper portion of the hole injection layer. A thick hole transport layer is formed, and CzSi is deposited on the upper portion of the hole transport layer to form Thick emission assist layer.

[0742] A mixed body in which the second compound according to the embodiment and the third compound are mixed in a weight ratio of about 1:1, the fourth compound according to the embodiment, and the example compound or the comparative example compound are co-deposited in a weight ratio of about 85:14:1 to form On top of the emission layer, TSPO1 is deposited to form On top of the hole blocking layer, TPBi is deposited to form A thick electron transport layer is formed, and LiF is deposited on the upper portion of the electron transport layer to form Aluminum (Al) is used to form a thick electron injection layer. A thick second electrode is formed to form a LiF / Al electrode.

[0743] Each layer is formed by vacuum deposition method. Among the compounds in compound group 2, compound HT2 and compound HT3 are used as the second compound. Among the compounds in compound group 3, compound ETH66 and compound ETH86 are used as the third compound. Among the compounds in compound group 4, compound AD-37 and compound AD-38 are used as the fourth compound.

[0744] The compounds used to produce the light-emitting elements of Examples and Comparative Examples are disclosed below. The following materials were used to produce the elements by sublimation purification of commercial products.

[0745]

[0746]

[0747] (Evaluation of Light Emitting Element Characteristics)

[0748] The element efficiency and element service life of the light-emitting elements manufactured using the example compounds 19, compound 74, compound 81 and compound 151 described above and the comparative example compounds C1 to C4 were evaluated. The evaluation results of the light-emitting elements in Examples 1 to 8 and Comparative Examples 1 to 8 are listed in Table 1. In the characteristic evaluation results of the examples and comparative examples listed in Table 1, the driving voltage and current density were measured by using a V7000 OLED IVL test system (Polaronix). In order to evaluate the characteristics of the light-emitting elements manufactured in Examples 1 to 8 and Comparative Examples 1 to 8, the current density at 10 mA / cm 2 The driving voltage (V) and luminous efficiency (cd / A) at a current density of 10 mA / cm 2 The degradation time from the initial value to 95% luminance when continuously operated at a current density of 1.5 Å was compared with that of Comparative Example 1 and evaluated.

[0749] [Table 1]

[0750]

[0751]

[0752] Referring to the results of Table 1, it can be confirmed that the light emitting element of the example in which the condensed polycyclic compound according to the embodiment is used as the light emitting material exhibits a low driving voltage and has improved light emitting efficiency and lifetime characteristics compared to the comparative example.

[0753] The example compounds each include a first substituent linked to a first aromatic ring of a condensed ring core, and thus can effectively protect a boron atom, thereby achieving high luminous efficiency and long lifetime.

[0754] The example compounds each include a first substituent including an indole and carbazole moiety in a planar skeleton structure centered on a boron atom. The indole and carbazole moiety may be connected to a first aromatic ring connected to a boron atom in a fused ring core, and the indole and carbazole moiety may be connected at the para position of the boron atom. In detail, the nitrogen atom of the indole and carbazole moiety may be connected to the fused ring core. Therefore, due to the improvement of the electron donor properties of the indole and carbazole moiety, the fused polycyclic compound may have an improved multiple resonance effect, and therefore it may be expected that it has a highly improved delayed fluorescence luminescence characteristic. The example compounds may improve luminous efficiency, and may suppress the red shift of the emission wavelength, because intermolecular interactions may be suppressed by introducing the first substituent, thereby controlling the formation of an excimer or an excimer complex. The example compounds each have an increase in the distance between adjacent molecules due to a large steric hindrance structure, thereby suppressing Dexter energy transfer, and therefore the degradation of the service life caused by the increase in triplet exciton concentration may be suppressed. The light emitting element according to the example includes the condensed polycyclic compound according to the example compound as a light emitting dopant of a thermally activated delayed fluorescence (TADF) light emitting element, and thus can achieve high element efficiency in a blue wavelength region such as a deep blue wavelength region.

[0755] Compared with the examples, Comparative Examples 1 and 5 show the results that the driving voltage is high and the service life and efficiency of the element are reduced. The comparative example compound C1 included in Comparative Examples 1 and 5 includes a fused ring structure centered on one boron atom and two nitrogen atoms, but does not include the first substituent according to the embodiment in the fused ring skeleton, and therefore the effect of spatially protecting the boron atom within the planar structure of the fused ring core is reduced, and it is difficult to expect the inhibition of the intermolecular interaction effect, etc. Therefore, it can be confirmed that when applied to the element, the comparative example compound C1 has a high driving voltage and reduced luminous efficiency and service life compared with the examples.

[0756] When comparing Comparative Examples 2 and 6 with the examples, it can be seen that the comparative example compound C2 included in Comparative Examples 2 and 6 has a structure in which the indole and carbazole moiety is connected to a fused ring core centered on a boron atom, but includes an oxygen atom instead of a nitrogen atom as a fused ring constituent atom, and thus the luminous efficiency and service life are reduced compared to the examples. In the case of a polycyclic compound that does not include a nitrogen atom as a fused ring constituent atom such as the comparative example compound C2, the multiple resonance effect is reduced compared to the examples, and thus the luminous efficiency is reduced. In contrast, in the fused polycyclic compound according to the embodiment, including a nitrogen atom as an atom constituting the fused ring core and introducing a first substituent at the fused ring core can achieve high luminous efficiency and long service life in the blue light wavelength region.

[0757] Compared with the examples, Comparative Examples 3 and Comparative Examples 7 show the results of high driving voltage and reduced element service life and efficiency. Comparative Example Compound C3 included in Comparative Examples 3 and Comparative Examples 7 includes a fused ring structure centered on a boron atom and two nitrogen atoms, but does not include the first substituent according to the embodiment in the fused ring skeleton, and therefore when applied to the element, Comparative Example Compound C3 contributes to high driving voltage and reduced luminous efficiency and service life compared with the examples. Comparative Example Compound C3 is different from the example compound in that the carbazole portion is substituted at the position where the indole and carbazole portion of the first substituent according to the embodiment is substituted. Because the carbazole portion does not have enough effect of spatially protecting the fused ring core, the effect of reducing intermolecular interactions or inhibiting Dexter energy transfer to reduce the concentration of triplet excitons is reduced compared with the examples.

[0758] Compared with the examples, Comparative Examples 4 and Comparative Examples 8 show the results of high driving voltage and reduced element life and efficiency. Compared with the example compounds, the comparative example compound C4 included in Comparative Examples 4 and Comparative Examples 8 has different indole and carbazole part connection positions. In the fused polycyclic compound represented by Formula 1 according to the embodiment, the positions A1 and A2 of the fused ring core can be defined as follows. When the indole and carbazole part is substituted at the position A2 of the fused ring core, the donor property is stronger than the case where the indole and carbazole part is substituted at the position A1, thereby weakening the electron acceptor property of the boron atom, thereby causing a further blue shift than the desired wavelength. When the wavelength is blue-shifted as described above, the absorption wavelength is also blue-shifted, and therefore the spectral overlap of the emission spectrum of the host and the absorption spectrum of the dopant is reduced, thereby reducing the energy transfer efficiency, and reducing the luminous efficiency and service life characteristics. In contrast, it is believed that in the example compounds, because the indole and carbazole part is substituted at the A1 position, the emission wavelength and the absorption wavelength can be appropriately adjusted, thereby improving the energy transfer efficiency with the host, and thus achieving high efficiency and long service life.

[0759]

[0760] Fig. 12A is a diagram showing a three-dimensional molecular model of Example Compound 34. Fig. 12B 3 is a diagram showing a three-dimensional molecular model of Comparative Example Compound C5. Comparative Example Compound C5 is different from Example Compound 34 in that Comparative Example Compound C5 includes a carbazole moiety instead of an indolocarbazole moiety.

[0761]

[0762] refer to Fig. 12A and 12B, Example compound 34 has a very rigid and long-shaped molecular model, and because the indole and carbazole part completely surrounds the core in a spherical shape, it is difficult for external nucleophiles, free radicals, and decomposition products in the element to approach the fused ring core. Example compound 34 has a steric hindrance effect sufficient to interfere with Dexter energy transfer, which is a short-range transfer process, and thus can contribute to the improvement of service life and efficiency. In contrast, because the structure of comparative example compound C5 has a carbazole part arranged in a direction away from the boron atom of the fused ring, the effect of spatially protecting the boron atom is small compared to example compound 34, and the effect of reducing the triplet exciton concentration by inhibiting Dexter energy transfer is reduced.

[0763] The light emitting element according to the embodiment may exhibit improved element characteristics with high efficiency and long lifetime.

[0764] The fused polycyclic compound according to the embodiment may be included in an emission layer of a light emitting element, thereby contributing to high efficiency and long lifetime of the light emitting element.

[0765] The display device according to the embodiment may exhibit excellent display quality.

[0766] Embodiments have been disclosed herein, and although terms are employed, they are used and interpreted in a general and descriptive sense only and not for purposes of limitation. In some cases, as will be apparent to one of ordinary skill in the art, features, characteristics, and / or elements described in conjunction with an embodiment may be used alone or in combination with features, characteristics, and / or elements described in conjunction with other embodiments, unless otherwise specifically stated. Therefore, one of ordinary skill in the art will understand that various changes in form and detail may be made without departing from the spirit and scope of the present disclosure as set forth in the claims.

Claims

1. A fused polycyclic compound, wherein: The fused polycyclic compound is represented by Formula 1: [Formula 1] Among them, in formula 1, Q is a group represented by formula 2, 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, R1 to R3 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, 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, n1 and n3 are each independently an integer from 0 to 3, and n2 is an integer from 0 to 4; [Formula 2] Among them, in formula 2, R4 and R a To R d each independently represents a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, 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, or bonds with an adjacent group to form a ring, n4 is an integer from 0 to 4, and The part represented by formula 3 and R a To R d Adjacent pairs are fused: [Formula 3] Among them, in formula 3, ——* is the same as R in formula 2 a To R d Where one of the adjacent pairs is fused, Ar3 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, R5 is a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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, n5 is an integer from 0 to 4.

2. The fused polycyclic compound according to claim 1, wherein The fused polycyclic compound is represented by Formula 4-1 or Formula 4-2: [Formula 4-1] [Formula 4-2] Among them, in formula 4-1 and formula 4-2, R6 to R 10 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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, n6 is an integer from 0 to 4, n7, n9 and n10 are each independently an integer from 0 to 5, n8 is an integer from 0 to 3, and Ar2, R1 to R4, R a To R d and n1 to n4 are the same as those defined in Equations 1 and 2.

3. The fused polycyclic compound according to claim 1, wherein The group represented by Formula 2 is a group represented by one of Formulas 2-1 to 2-4: [Formula 2-1] [Formula 2-2] [Formula 2-3] [Formula 2-4] Among them, in Formula 2-1 to Formula 2-4, Ar3, R4, R5, R a , R c , R d , n4 and n5 are the same as those defined in Equation 2 and Equation 3.

4. The fused polycyclic compound according to claim 1, wherein The fused polycyclic compound is represented by one of Formula 5-1 to Formula 5-4: [Formula 5-1] [Formula 5-2] [Formula 5-3] [Formula 5-4] Among them, in Formula 5-1 to Formula 5-4, R 11 is a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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, n11 is an integer from 0 to 5, and Ar1, Ar2, R1 to R5, R a , R c , R d and n1 to n5 are the same as those defined in Equation 1, Equation 2, and Equation 3.

5. The fused polycyclic compound according to claim 1, wherein Ar1 and Ar2 are each independently a group represented by one of 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, Z a is O or S, R a1 To R a7 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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, m1, m4 and m5 are each independently an integer from 0 to 5, m2 and m7 are each independently an integer from 0 to 4, and m3 and m6 are each independently an integer from 0 to 3.

6. The fused polycyclic compound according to claim 1, wherein The fused polycyclic compound is represented by Formula 6: [Formula 6] Among them, in formula 6, R6, R7 and Z1 to Z7 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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, n6 is an integer from 0 to 4, n7 is an integer from 0 to 5, and At least one of Z1 to Z7 is each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a group represented by one of Formula B-1 to Formula B-3: [Formula B-1] [Formula B-2] [Formula B-3] Among them, in Formula B-1 to Formula B-3, Z b is O or S, R b1 To R b5 each independently represents a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 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, or bonds with an adjacent group to form a ring, m11 is an integer from 0 to 5, m12, m13 and m15 are each independently an integer from 0 to 4, and m14 is an integer from 0 to 3, and Among them, in formula 6, Ar2, R1, R4, R a To R d , n1 and n4 are the same as defined in Equation 1 and Equation 2.

7. The fused polycyclic compound according to claim 1, wherein The fused polycyclic compound is represented by one of Formula 7-1 to Formula 7-3: [Formula 7-1] [Formula 7-2] [Formula 7-3] Among them, in Formula 7-1 to Formula 7-3, R2'、R 13 To R 16 and R e To R h each independently represents a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, 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, or bonds with an adjacent group to form a ring, a1 is an integer from 0 to 3, n13 is an integer from 0 to 5, n14 to n16 are each independently an integer from 0 to 4, and The part represented by formula 8 and R e To R h Adjacent pairs are fused: [Formula 8] Among them, in formula 8, ——* is the same as R in formula 7-3 e To R h Where one of the adjacent pairs is fused, Ar4 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, R 17 is a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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 n17 is an integer from 0 to 4, and Among them, in Formula 7-1 to Formula 7-3, Ar1, Ar2, R1, R3, R4, R a To R d , n1, n3 and n4 are the same as defined in Formula 1 and Formula 2.

8. The fused polycyclic compound according to claim 1, wherein The fused polycyclic compound is represented by Formula 9-1 or Formula 9-2: [Formula 9-1] [Formula 9-2] Among them, in formula 9-1 and formula 9-2, A1 is a group represented by one of formula C-1 to formula C-3, A2 is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, B1 to B5 are each independently a hydrogen atom or a deuterium atom, R6 to R 10 and R 18 To R 22 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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, n6 and n18 are each independently an integer from 0 to 4, n7, n9, n10, n19, n21 and n22 are each independently an integer from 0 to 5, and n8 and n20 are each independently an integer from 0 to 3; [Formula C-1] [Formula C-2] [Formula C-3] Among them, in Formula C-1 to Formula C-3, R c1 To R c4 and R i To R l each independently represents a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, 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, or bonds with an adjacent group to form a ring, m21 is an integer from 0 to 5, and m22 to m24 are each independently an integer from 0 to 4, and Wherein, in formula C-3, The part represented by formula 10 and R i To R l Adjacent pairs are fused: [Formula 10] Among them, in formula 10, ——* is the same as R in formula C-3 i To R l Where one of the adjacent pairs is fused, R c5 and R c6 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, 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, m15 is an integer from 0 to 4, and m16 is an integer from 0 to 5, and Among them, in formula 9-1 and formula 9-2, R1, R4, R a To R d , n1 and n4 are the same as defined in Equation 1 and Equation 2.

9. The fused polycyclic compound according to claim 1, wherein The fused polycyclic compound represented by Formula 1 is selected from Compound Group 1: [Compound Group 1] 10. A light emitting element, wherein: The light emitting element comprises: a first electrode; a second electrode disposed on the first electrode; and An emission layer is provided 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 each independently N or C (R 51 ), L1 is a directly linked, 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 For direct connection, C(R 52 )(R 53 ) or Si(R 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 each independently represents a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, or bonds to an adjacent group to form a ring; [Formula ET-1] Among them, in formula ET-1, Z a To Z c At least one of them is N, Z a To Z c The remaining groups in are each independently C(R 56 ), R 56 is a hydrogen atom, a deuterium atom, 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 a hydrogen atom, a deuterium atom, 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 directly linked, 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; [Formula D-1] Wherein, in formula D-1, Q1 to Q4 are each 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 Each is independently connected to directly, *—o—*, *—o—*, 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 each independently 0 or 1, R 61 To R 66 each independently represents a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thiol group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, or bonds to an adjacent group to form a ring, and d1 to d4 are each independently an integer of 0 to 4.

12. A display device, wherein: The display device comprises: A circuit layer is disposed on the substrate layer; and The display element layer is disposed on the circuit layer and includes a light emitting element, wherein: The light emitting element comprises: a first electrode; a second electrode disposed on the first electrode; and An emission layer is provided between the first electrode and the second electrode and includes the condensed polycyclic compound according to any one of claims 1 to 9.

13. The display device according to claim 12, wherein: The light emitting element further includes a capping layer disposed on the second electrode, and The cover layer has a refractive index equal to or greater than 1.6 with respect to light in a wavelength range of 550 nm to 660 nm.

14. The display device according to claim 12, wherein: The display device further includes: A light control layer is disposed on the display element layer and includes quantum dots, wherein: The light emitting element emits light of a first color, and The light control layer comprises: A first light control portion including a first quantum dot that converts the first color light into a second color light in a longer wavelength region than the first color light; a second light control portion including a second quantum dot that converts the second color light into a third color light in a longer wavelength region than the second color light; and The third light control portion transmits the first color light.

15. The display device according to claim 14, wherein: The display device further includes: A color filter layer is disposed on the light control layer, wherein: The color filter layer comprises: a first color filter, transmitting the second color light; a second color filter that transmits the third color light; and The third color filter transmits the first color light.

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  • Display device

    KR1020230099953A