Light-emitting device including heterocyclic compound, electronic device and electronic equipment including light-emitting device, and heterocyclic compound
By using the emission layer composed of a specific heterocyclic compound in the light emitting device, the problems of insufficient driving voltage, luminous efficiency and color purity in the prior art are solved, and a high-performance luminous effect is achieved.
Patent Information
- Application Number
- CN202411499838.X
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Priority Date
- 2023-10-25
- Filing Date
- 2024-10-25
- Publication Date
- 2025-04-25
AI Technical Summary
The existing light emitting devices have shortcomings in driving voltage, luminous efficiency and color purity, and it is difficult to meet the needs of high-performance electronic equipment.
Using an emission layer composed of a specific heterocyclic compound, high triplet energy separation is achieved through the structural design of the heterocyclic compound, and driving voltage, luminous efficiency and color purity are improved.
The excellent driving voltage, luminous efficiency and color purity of the luminescent device are achieved to meet the needs of high-performance electronic devices.
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Figure CN119874600A_ABST
Abstract
Description
[0001] CROSS-REFERENCE TO RELATED APPLICATIONS
[0002] This application claims the Korean Patent Application No. 10-2023-0144166 filed on October 25, 2023 in the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference. Technical Field
[0003] One or more embodiments of the present disclosure relate to a light-emitting device including a heterocyclic compound, an electronic device and an electronic equipment including the light-emitting device, and the heterocyclic compound. Background Art
[0004] The organic light-emitting device among the light-emitting devices is a self-emissive device having a relatively wide viewing angle, a relatively high contrast, a relatively short response time, and excellent or appropriate characteristics in terms of brightness, driving voltage, and response speed compared to comparable devices in the art.
[0005] In an example, an organic light-emitting device may have a structure in which a first electrode is arranged on a substrate and a hole transport region, an emission layer, an electron transport region, and a second electrode are sequentially formed on the first electrode. Holes provided from the first electrode move toward the emission layer through the hole transport region, and electrons provided from the second electrode move toward the emission layer through the electron transport region. Carriers (such as holes and electrons) recombine in the emission layer to generate excitons. Excitons may transition from an excited state and decay to a ground state, thereby generating light. Summary of the invention
[0006] One or more aspects of the embodiments of the present disclosure relate to a light-emitting device including a heterocyclic compound, an electronic device and an electronic equipment including the light-emitting device, and the heterocyclic compound.
[0007] Additional aspects will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the embodiments presented in the disclosure.
[0008] According to one or more embodiments of the present disclosure, a light emitting device includes:
[0009] a first electrode;
[0010] a second electrode facing the first electrode (eg, opposite to the first electrode and facing the first electrode);
[0011] an interlayer between the first electrode and the second electrode and including an emissive layer; and
[0012] A heterocyclic compound represented by Formula 1:
[0013] Formula 1
[0014]
[0015] Formula 2
[0016]
[0017] Among them, in formula 1 and formula 2,
[0018] a1 can be an integer selected from 1 to 4,
[0019] R 1 , R 21 To R 28 and R 31 To R 35 Each of them may be independently a group represented by Formula 2, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C 7 -C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Heteroaralkyl, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2)、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),
[0020] Select a1 from R 1 At least one of may be a group represented by Formula 2,
[0021] Selected from R 21 To R 28 At least one of may be a group represented by Formula 2,
[0022] R 41 To R 48 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C 7 -C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Heteroaralkyl, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),
[0023] Selected from R 1 , R 21 To R 28 , R 31 To R 35 and R 41 To R 48 Two or more of the R may be optionally bonded to each other to form an unsubstituted or substituted R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,
[0024] R 10a Can be:
[0025] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;
[0026] Each unsubstituted or substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof;
[0027] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or
[0028] -Si(Q 31 )(Q32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),
[0029] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Can be independently:
[0030] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 alkoxy; or
[0031] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 alkoxy, phenyl, biphenyl or any combination thereof, and
[0032] *Indicates the bonding site to the adjacent atom.
[0033] According to one or more embodiments of the present disclosure, an electronic device includes a light emitting device.
[0034] According to one or more embodiments of the present disclosure, an electronic device includes a light emitting device.
[0035] According to one or more embodiments of the present disclosure, a heterocyclic compound represented by Formula 1 is provided. BRIEF DESCRIPTION OF THE DRAWINGS
[0036] The accompanying drawings are included to provide a further understanding of the present disclosure, and are incorporated into and constitute a part of the present disclosure. The accompanying drawings illustrate embodiments of the present disclosure and, together with the description, are used to explain the principles of the present disclosure. The above and other aspects, features and advantages of certain embodiments of the present disclosure will become more apparent from the following description in conjunction with the accompanying drawings, in which:
[0037] Figure 1 is a schematic cross-sectional view of the structure of a light emitting device according to one or more embodiments of the present disclosure;
[0038] Figure 2 is a schematic cross-sectional view of the structure of a light emitting device according to one or more embodiments of the present disclosure;
[0039] Figure 3 is a schematic cross-sectional view of the structure of a light emitting device according to one or more embodiments of the present disclosure;
[0040] Figure 4 is a schematic perspective view of an electronic device including a light emitting device according to one or more embodiments of the present disclosure;
[0041] Figure 5 is a schematic diagram of the exterior of a vehicle as an electronic device including a light emitting device according to one or more embodiments of the present disclosure; and
[0042] Fig. 6A , Figure 6B and Figure 6C Each is a schematic diagram of the interior of a vehicle according to one or more embodiments of the present disclosure. DETAILED DESCRIPTION
[0043] The embodiments in the accompanying drawings will now be explained in more detail with reference to their examples, wherein the same reference numerals refer to the same elements throughout the disclosure, and for the sake of brevity, their repeated descriptions may not be provided. In this regard, the embodiments of the present disclosure may have different forms and should not be interpreted as being limited to the descriptions set forth herein. Accordingly, the embodiments of the present disclosure are described only by reference to the accompanying drawings to explain the various aspects of the present disclosure. As used herein, the term "and / or" or "or" may include any and all combinations of one or more related enumerated items. Throughout the present disclosure, statements such as "at least one of ...", "one of ..." and "selected from ...", when before / after the list of elements, modify the entire list of elements, without modifying the individual elements of the list. For example, "at least one of a, b and c", "selected from at least one of a, b and c", "selected from at least one of a to c", etc., may indicate only a, only b, only c, both a and b (e.g., a and b at the same time), both a and c (e.g., a and c at the same time), both b and c (e.g., b and c at the same time), all a, b and c, or variations thereof. As used herein, “ / ” may be interpreted as “and” or “or” as appropriate.
[0044] According to one or more embodiments of the present disclosure, a light-emitting device (e.g., an organic light-emitting device) may include: a first electrode; a second electrode facing the first electrode (e.g., opposite to the first electrode and facing the first electrode); an interlayer between the first electrode and the second electrode and including an emission layer; and a heterocyclic compound represented by Formula 1.
[0045] Hereinafter, the heterocyclic compound represented by Formula 1 will be described in more detail:
[0046] Formula 1
[0047]
[0048] Formula 2
[0049]
[0050] Among them, in formula 1 and formula 2,
[0051] a1 can be an integer selected from 1 to 4,
[0052] R 1 , R 21 To R 28 and R 31 To R 35 Each of them may be independently a group represented by Formula 2, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C 7 -C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Heteroaralkyl, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),
[0053] Select a1 from R 1 At least one of may be a group represented by Formula 2,
[0054] Selected from R 21 To R 28 At least one of may be a group represented by Formula 2,
[0055] R 41 To R 48 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C 7 -C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Heteroaralkyl, -Si(Q 1 )(Q 2 )(Q 3 )、-N(Q 1 )(Q 2 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),
[0056] Selected from R 1 , R 21 To R 28 , R 31 To R 35 and R 41 To R 48 Two or more of the R may be optionally bonded to each other to form an unsubstituted or substituted R 10a Substituted C 3 -C60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,
[0057] R 10a Can be:
[0058] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;
[0059] Each unsubstituted or substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof;
[0060] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C2 -C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or
[0061] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),
[0062] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33Can be independently:
[0063] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 alkoxy; or
[0064] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 alkoxy, phenyl, biphenyl or any combination thereof, and
[0065] *Indicates the bonding site to the adjacent atom.
[0066] In one or more embodiments, R 1 , R 21 To R 28 and R 31 To R 35 Each of them may be independently a group represented by Formula 2, hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 30 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 30 Aryl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 30 Heteroaryl, -Si(Q 1 )(Q 2 )(Q 3 ) or -N(Q 1 )(Q 2 ).
[0067] In one or more embodiments, R 1 , R 21 To R 28 and R 31To R 35 They may each independently be a group represented by Formula 2, hydrogen or deuterium.
[0068] In one or more embodiments, R 41 To R 48 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 30 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 30 Aryl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 30 Heteroaryl, -Si(Q 1 )(Q 2 )(Q 3 ) or -N(Q 1 )(Q 2 ).
[0069] In one or more embodiments, R 41 To R 48 may be independently hydrogen, deuterium or unsubstituted or substituted by at least one R 10a Substituted phenyl.
[0070] In one or more embodiments, R 23 and R 26 At least one of them may be a group represented by Formula 2.
[0071] In one or more embodiments, selected from R 1 , R 21 To R 28 , R 31 To R 35 and R 41 To R 48 At least one of may be deuterium.
[0072] In one or more embodiments, the heterocyclic compound represented by Formula 1 may be represented by one selected from Formula 1-1 to Formula 1-3:
[0073] Formula 1-1
[0074]
[0075] Formula 1-2
[0076]
[0077] Formula 1-3
[0078]
[0079] Among them, in Formula 1-1 to Formula 1-3,
[0080] R 21 To R 28 and R 31 To R 35 each being the same as described herein, and
[0081] R 11 To R 14 Can be independently compared with R 1 Same as described.
[0082] In one or more embodiments, R in Formula 1-1 11 It may be a group represented by Formula 2, or R in Formula 1-2 and Formula 1-3 11 and R 14 At least one of them may be a group represented by Formula 2.
[0083] In one or more embodiments, in Formula 1-1 to Formula 1-3, R 11 To R 14 , R 21 To R 28 and R 31 To R 35 At least one of may be deuterium.
[0084] In one or more embodiments, the heterocyclic compound represented by Formula 1 may be one selected from Compound 1 to Compound 12:
[0085]
[0086] The heterocyclic compound represented by Formula 1 according to the present disclosure may include a biphenyl structure substituted with a carbazole group, and therefore, the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) of the heterocyclic compound represented by Formula 1 may be effectively separated in the molecule, thereby achieving high triplet energy.
[0087] In one or more embodiments, in the heterocyclic compound represented by Formula 1 according to the present disclosure, the number of R selected from a1 1 At least one of the groups may be a group represented by Formula 2 and is selected from R 21 To R 28 At least one of may be a group represented by Formula 2. Accordingly, due to a steric effect, high triplet energy may be achieved.
[0088] As a result, a light-emitting device including the heterocyclic compound represented by Formula 1 may have excellent or appropriate driving voltage, luminous efficiency, and / or color purity.
[0089] The synthesis method of the heterocyclic compound represented by Formula 1 can be identified by one of ordinary skill in the art by referring to the synthesis examples and / or embodiments provided herein.
[0090] At least one heterocyclic compound represented by Formula 1 can be used in a light-emitting device (e.g., an organic light-emitting device). Accordingly, the light-emitting device may include: a first electrode; a second electrode facing the first electrode; an interlayer between the first electrode and the second electrode and including an emission layer; and a heterocyclic compound represented by Formula 1.
[0091] In one or more embodiments,
[0092] The first electrode of the light emitting device may be an anode,
[0093] The second electrode of the light emitting device may be a cathode,
[0094] The interlayer may further include a hole transport region between the first electrode and the emissive layer and an electron transport region between the emissive layer and the second electrode,
[0095] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof, and
[0096] The electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.
[0097] In one or more embodiments, the heterocyclic compound represented by Formula 1 may be included between a first electrode and a second electrode of a light emitting device.
[0098] In one or more embodiments, the heterocyclic compound represented by Formula 1 may be included in at least one of a hole injection layer, a hole transport layer, an electron injection layer, and an electron transport layer of a light emitting device.
[0099] In one or more embodiments, the heterocyclic compound represented by Formula 1 may be included in an interlayer of a light-emitting device, for example, in an emission layer of the interlayer.
[0100] In one or more embodiments, the emission layer of the interlayer of the light emitting device may include a dopant and a host, and the heterocyclic compound represented by Formula 1 may be included in the dopant. For example, in some embodiments, the heterocyclic compound represented by Formula 1 may serve as a dopant.
[0101] In one or more embodiments, the emission layer of the interlayer of the light-emitting device may include a dopant and a host, and the heterocyclic compound represented by Formula 1 may be included in the host. For example, in some embodiments, the heterocyclic compound represented by Formula 1 may serve as a host. For example, the heterocyclic compound represented by Formula 1 may be used as a phosphorescent host of the light-emitting device.
[0102] In one or more embodiments, an emission layer of an interlayer of a light-emitting device may include a dopant and a host, and the heterocyclic compound represented by Formula 1 may be used as a thermally activated delayed fluorescence (TADF) dopant of the light-emitting device.
[0103] In one or more embodiments, the emission layer of the interlayer of the light-emitting device may include a dopant and a host, and the heterocyclic compound represented by Formula 1 may be used as a TADF host of the light-emitting device. More details about the emission layer and the dopant may be independently the same as described herein.
[0104] In one or more embodiments, the heterocyclic compound represented by Formula 1 may be included in an emission layer of an interlayer of a light-emitting device, and any one selected from a red layer (configured to emit red light), a green layer (configured to emit green light), a blue layer (configured to emit blue light), and a white layer (configured to emit white light (e.g., combined white light)) of the emission layer may include a phosphorescent compound.
[0105] In one or more embodiments, the light emitting device may include a capping layer disposed outside the first electrode (eg, on the first electrode) and / or outside the second electrode (eg, on the second electrode).
[0106] For example, in one or more embodiments, the light-emitting device may further include at least one of a first capping layer disposed outside the first electrode (e.g., on the first electrode) and a second capping layer disposed outside the second electrode (e.g., on the second electrode), and at least one of the first capping layer and the second capping layer may include a heterocyclic compound represented by Formula 1. More details about the first capping layer and / or the second capping layer may be the same as described herein, each independently.
[0107] In one or more embodiments, the light emitting device may include:
[0108] a first capping layer disposed outside the first electrode (eg, on the first electrode) and including a heterocyclic compound represented by Formula 1;
[0109] a second capping layer disposed outside the second electrode (eg, on the second electrode) and including a heterocyclic compound represented by Formula 1; or
[0110] A first capping layer and a second capping layer.
[0111] As used herein, the expression “(the interlayer and / or the capping layer) includes the heterocyclic compound represented by Formula 1” may be understood as “(the interlayer and / or the capping layer) may include one kind of the heterocyclic compound represented by Formula 1 or two or more different kinds of heterocyclic compounds each represented by Formula 1”.
[0112] In one or more embodiments, the interlayer and / or the capping layer may include only compound 1 (which is a heterocyclic compound represented by Formula 1) as the heterocyclic compound. In this regard, compound 1 may be present in the emission layer of the light-emitting device. In one or more embodiments, the interlayer may include compound 1 (which is a heterocyclic compound represented by Formula 1) and compound 2 (which is another heterocyclic compound represented by Formula 1). In this regard, compound 1 and compound 2 may be present in substantially the same layer (for example, both compound 1 and compound 2 (for example, at the same time) may be present in the emission layer) or may be present in different layers (for example, compound 1 may be present in the emission layer, and compound 2 may be present in the electron transport region).
[0113] The term "interlayer" as used herein refers to a single layer and / or a plurality of layers disposed between a first electrode and a second electrode of a light emitting device.
[0114] According to one or more embodiments, the electronic device may include a light emitting device. In some embodiments, the electronic device may further include a thin film transistor. For example, the electronic device may further include a thin film transistor including a source electrode and a drain electrode, wherein the first electrode of the light emitting device may be electrically connected to the source electrode or the drain electrode of the thin film transistor. In one or more embodiments, the electronic device may further include a color filter, a color conversion layer, a touch screen layer, a polarization layer, or any combination thereof. More details about the electronic device may be the same as described herein.
[0115] Figure 1 Description
[0116] Figure 1 1 is a schematic cross-sectional view of a structure of a light emitting device 10 according to one or more embodiments of the present disclosure. The light emitting device 10 may include a first electrode 110 , an interlayer 130 , and a second electrode 150 .
[0117] In the following, reference will be made to Figure 1 The structure of the light emitting device 10 and a method of manufacturing the light emitting device 10 according to one or more embodiments are described in more detail.
[0118] First electrode 110
[0119] exist Figure 1In one or more embodiments, a substrate may be additionally provided and arranged below the first electrode 110 and / or on the second electrode 150. In one or more embodiments, a glass substrate or a plastic substrate may be used as the substrate. In one or more embodiments, the substrate may be a flexible substrate and may include a plastic having excellent or appropriate heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.
[0120] The first electrode 110 may be formed, for example, by depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be a high work function material that facilitates injection of holes.
[0121] The first electrode 110 may be a reflective electrode, a semi-transmissive electrode, or a transmissive electrode. In one or more embodiments, when the first electrode 110 is a transmissive electrode, a material for forming the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO 2 ), zinc oxide (ZnO), or any combination thereof. In one or more embodiments, when the first electrode 110 is a semi-transmissive electrode or a reflective electrode, the material used to form the first electrode 110 may include magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof.
[0122] The first electrode 110 may have a single-layer structure including (eg, consisting of) a single layer or a multi-layer structure including a plurality of layers. For example, in some embodiments, the first electrode 110 may have a triple-layer structure of ITO / Ag / ITO.
[0123] Mezzanine 130
[0124] The interlayer 130 is disposed on the first electrode 110. The interlayer 130 may include an emission layer.
[0125] In one or more embodiments, the interlayer 130 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 150 .
[0126] In one or more embodiments, the interlayer 130 may further include metal-containing compounds (such as organometallic compounds) and / or inorganic materials (such as quantum dots), etc., in addition to one or more suitable organic materials.
[0127] In one or more embodiments, the interlayer 130 may include i) two or more emission units sequentially stacked between the first electrode 110 and the second electrode 150, and ii) a charge generation layer between the two or more emission units. When the interlayer 130 includes two or more emission units and a charge generation layer, the light-emitting device 10 may be a tandem light-emitting device.
[0128] Hole transport region in interlayer 130
[0129] The hole transport region may have i) a single-layer structure including (e.g., consisting of) a single layer including (e.g., consisting of) a single material, ii) a single-layer structure including (e.g., consisting of) a single layer including a plurality of materials different from each other, or iii) a multi-layer structure including a plurality of layers including a plurality of materials different from each other.
[0130] The hole transport region may include a hole injection layer, a hole transport layer, an emission assisting layer, an electron blocking layer, or any combination thereof.
[0131] For example, in one or more embodiments, the hole transport region may have a multi-layer structure, including a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission assisting layer structure, a hole injection layer / emission assisting layer structure, a hole transport layer / emission assisting layer structure or a hole injection layer / hole transport layer / emission assisting layer structure, wherein the constituent layers of each structure are stacked in sequence from the first electrode 110 in the order described.
[0132] In one or more embodiments, the hole transport region may include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof:
[0133] Formula 201
[0134]
[0135] Formula 202
[0136]
[0137] Among them, in equation 201 and equation 202,
[0138] L 201 To L 204 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,
[0139] L 205 Can be *-O-*', *-S-*', *-N(Q 201 )-*', unsubstituted or replaced by at least one R 10a Substituted C 1 -C 20 Alkylene, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 20 Alkenylene, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,
[0140] xa1 to xa4 may each independently be an integer selected from 0 to 5,
[0141] xa5 may be an integer selected from 1 to 10,
[0142] R 201 To R 204 and Q 201 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,
[0143] R 201 and R 202 may be optionally substituted by a single bond, unsubstituted or by at least one R 10a Substituted C 1 -C 5 Alkylene is either unsubstituted or substituted with at least one R 10a Substituted C 2 -C 5 The alkenylene groups are bonded to each other to form an unsubstituted or substituted group. 10a Substituted C 8 -C 60 Polycyclic groups (eg, carbazole groups, etc.) (eg, see compound HT16, etc.),
[0144] R 203 and R 204 may be optionally substituted by a single bond, unsubstituted or by at least one R 10a Substituted C 1 -C 5Alkylene is either unsubstituted or substituted with at least one R 10a Substituted C 2 -C 5 The alkenylene groups are bonded to each other to form an unsubstituted or substituted group. 10a Substituted C 8 -C 60 polycyclic groups, and
[0145] na1 may be an integer selected from 1 to 4.
[0146] For example, in some embodiments, each of Formula 201 and Formula 202 may include at least one selected from the groups represented by Formula CY201 to Formula CY217:
[0147]
[0148] Among them, in formula CY201 to formula CY217, R 10b and R 10c Can be respectively with respect to R 10a Same as described, CY 201 To Ring CY 204 Can be independently C 3 -C 20 Carbocyclic or C 1 -C 20 heterocyclic group, and at least one hydrogen in Formula CY201 to Formula CY217 may be unsubstituted or replaced by R 10a replace.
[0149] In one or more embodiments, in Formula CY201 to Formula CY217, ring CY 201 To Ring CY 204 Each independently may be phenyl, naphthyl, phenanthryl or anthracenyl.
[0150] In one or more embodiments, each of Formula 201 and Formula 202 may include at least one selected from the groups represented by Formula CY201 to Formula CY203.
[0151] In one or more embodiments, Formula 201 may include at least one selected from the groups represented by Formulas CY201 to CY203 and at least one selected from the groups represented by Formulas CY204 to CY217.
[0152] In one or more embodiments, in Formula 201, xa1 may be 1, R 201 may be one of the groups represented by the formula CY201 to the formula CY203, xa2 may be 0, and R 202 It may be one selected from the group represented by the formula CY204 to the formula CY207.
[0153] In one or more embodiments, each of Formula 201 and Formula 202 may not include (eg, may exclude) any one of the groups represented by Formula CY201 to Formula CY203.
[0154] In one or more embodiments, each of Formula 201 and Formula 202 may not include (eg, may exclude) any one of the groups represented by Formula CY201 to Formula CY203, and may include at least one selected from the groups represented by Formula CY204 to Formula CY217.
[0155] In one or more embodiments, each of Formula 201 and Formula 202 may not include (e.g., may exclude) any of the groups represented by Formula CY201 to Formula CY217. In the present disclosure, "does not include one or any 'component'", "excludes one or any 'component'" and / or "does not contain a 'component'", etc., means that the 'component' is not added, selected or used as a component in the composition / element / structure, but, in some embodiments, due to other impurities and / or external factors, less than an appropriate amount of the 'component' may still be included.
[0156] For example, in one or more embodiments, the hole transport region may include: at least one selected from the group consisting of compounds HT1 to HT46; 4,4′,4″-[tris(3-methylphenyl)phenylamino]triphenylamine (m-MTDATA); 4,4′,4″-tris(N,N-diphenylamino)triphenylamine (TDATA); 4,4′,4″-tris[N-(2-naphthyl)-N-phenylamino]-triphenylamine (2-TNATA); N,N′-di(naphthalene-1-yl)-N,N′-diphenyl-benzidine (NPB (NPD)); β-NPB; TPD; spiroTPD; spiroNPB; methylated NPB; 4,4′-cyclohexylenebis[N,N-bis(4-methylphenyl)aniline] (TAPC); 4,4′-bis[N,N′-(3-methylphenyl)amino]-3,3′-dimethylbiphenyl (HMTPD); 4,4′,4″-tri(N-carbazolyl)triphenylamine (TCTA); polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA); poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS); polyaniline / camphorsulfonic acid (PANI / CSA); polyaniline / poly(4-styrenesulfonate) (PANI / PSS); or any combination thereof:
[0157]
[0158]
[0159]
[0160]
[0161]
[0162] The thickness of the hole transport region may be about to about For example, about to about When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may be about to about For example, about to about and the thickness of the hole transport layer may be in the range of about to about For example, about to about When the thickness of the hole transport region, the hole injection layer and the hole transport layer is within the above range, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.
[0163] The emission auxiliary layer can increase the luminous efficiency by compensating the optical resonance distance according to the wavelength of the light emitted by the emission layer, and the electron blocking layer can block or reduce the leakage of electrons from the emission layer to the hole transport region. The materials that can be included in the hole transport region can be included in the emission auxiliary layer and the electron blocking layer.
[0164] p-dopant
[0165] In one or more embodiments, in addition to the above materials, the hole transport region may further include a charge generation material for improvement of the conductive properties. The charge generation material may be substantially uniformly or non-uniformly dispersed in the hole transport region (e.g., in the form of a single layer including (e.g., consisting of) the charge generation material).
[0166] The charge generating material may be, for example, a p-dopant.
[0167] For example, in one or more embodiments, the p-dopant may have a LUMO level of -3.5 eV or less.
[0168] In one or more embodiments, the p-dopant may include a quinone derivative, a cyano-containing compound, a compound including the element EL1 and the element EL2, or any combination thereof.
[0169] Non-limiting examples of the quinone derivative may be tetracyanoquinodimethane (TCNQ) and / or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ), and the like.
[0170] Non-limiting examples of the cyano group-containing compound may be dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile (HAT-CN) and / or a compound represented by Formula 221, etc.:
[0171]
[0172] Formula 221
[0173]
[0174] Among them, in formula 221,
[0175] R 221 To R 223 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 a heterocyclic group, and
[0176] Selected from R 221 To R 223 At least one of them may be independently C each substituted by 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group: cyano; -F; -Cl; -Br; -I; C substituted by cyano, -F, -Cl, -Br, -I or any combination thereof 1 -C 20 or any combination thereof.
[0177] In a compound including an element EL1 and an element EL2, the element EL1 may be a metal, a metalloid, or any combination thereof, and the element EL2 may be a nonmetal, a metalloid, or any combination thereof.
[0178] Non-limiting examples of metals may be: alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), etc.); transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt (Co), etc. (Co), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), gold (Au), etc.); late transition metals (e.g., zinc (Zn), indium (In), tin (Sn), etc.); and / or lanthanide metals (e.g., lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), lutetium (Lu), etc.), etc.
[0179] Non-limiting examples of the metalloid may be silicon (Si), antimony (Sb), and / or tellurium (Te), among others.
[0180] Non-limiting examples of the non-metal may be oxygen (O) and / or halogen (eg, F, Cl, Br, I, etc.), and the like.
[0181] For example, the compound including element EL1 and element EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides, metalloid iodides, etc.), metal tellurides, or any combination thereof.
[0182] Non-limiting examples of metal oxides may be tungsten oxides (eg, WO, W 2 O 3 , WO 2 , WO 3 , W 2 O 5 etc.), vanadium oxides (e.g., VO, V 2 O 3 , VO 2 、V 2 O 5 etc.), molybdenum oxides (e.g., MoO, Mo 2 O 3 、MoO 2 、MoO 3 、Mo 2 O 5 etc.) and / or rhenium oxide (e.g., ReO3 etc.
[0183] Non-limiting examples of the metal halide may be alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and / or lanthanide metal halides, and the like.
[0184] Non-limiting examples of alkali metal halides may be LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI and / or CsI, etc.
[0185] A non-limiting example of the alkaline earth metal halide may be BeF 2 MgF 2 , CaF 2 , SrF 2 , BaF 2 、BeCl 2 MgCl 2 , CaCl 2 、SrCl 2 、BaCl 2 ,BeBr 2 MgBr 2 , CaBr 2 , SrBr 2 ,BaBr 2 ,BeI 2 MgI 2 ,CaI 2 , SrI 2 and / or BaI 2 wait.
[0186] Non-limiting examples of transition metal halides may be titanium halides (eg, TiF 4 、TiCl 4 、TiBr 4 、TiI 4 etc.), zirconium halides (e.g., ZrF 4 、ZrCl 4 , ZrBr 4 , ZrI 4 etc.), hafnium halides (e.g., HfF 4 , HfCl 4 , HfBr 4 , HfI 4 etc.), vanadium halides (e.g., VF 3 、VCl 3 , VBr 3 VI 3 etc.), niobium halides (e.g., NbF3 、NbCl 3 , NbBr 3 , NbI 3 etc.), tantalum halides (e.g., TaF 3 、TaCl 3 、TaBr 3 、TaI 3 etc.), chromium halides (e.g., CrF 3 CrCl 3 CrBr 3 CrI 3 etc.), molybdenum halides (e.g., MoF 3 、MoCl 3 、MoBr 3 、MoI 3 etc.), tungsten halides (e.g., WF 3 、WCl 3 , WBr 3 , WI 3 etc.), manganese halides (e.g., MnF 2 、MnCl 2 、MnBr 2 、MnI 2 etc.), technetium halides (e.g., TcF 2 , TcCl 2 , TcBr 2 , TcI 2 etc.), rhenium halides (e.g., ReF 2 、ReCl 2 、ReBr 2 、ReI 2 etc.), ferrous halides (e.g., FeF 2 、FeCl 2 , FeBr 2 ,FeI 2 etc.), ruthenium halides (e.g., RuF 2 、RuCl 2 ,RuBr 2 , RuI 2 etc.), osmium halides (e.g., OsF 2 , OsCl 2 、OsBr 2 , OsI 2 etc.), cobalt halides (e.g., CoF 2 、CoCl 2 ,CoBr 2 、CoI 2 etc.), rhodium halides (e.g., RhF 2 , RhCl 2 , RhBr2 , RhI 2 etc.), iridium halides (e.g., IrF 2 、IrCl 2 ,IrBr 2 ,IrI 2 etc.), nickel halides (e.g., NiF 2 、NiCl 2 、NiBr 2 , NiI 2 etc.), palladium halides (e.g., PdF 2 , PdCl 2 , PdBr 2 , PdI 2 etc.), platinum halides (e.g., PtF 2 , PtCl 2 , PtBr 2 , PtI 2 etc.), cuprous halides (e.g., CuF, CuCl, CuBr, CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr, AgI, etc.) and / or gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.), etc.
[0187] Non-limiting examples of late transition metal halides may be zinc halides (e.g., ZnF 2 、ZnCl 2 、ZnBr 2 、ZnI 2 etc.), indium halides (e.g., InI 3 etc.) and / or tin halides (e.g., SnI 2 etc.
[0188] Non-limiting examples of lanthanide metal halides may be YbF, YbF 2 , YbF 3 、SmF 3 、YbCl、YbCl 2 YbCl 3 、SmCl 3 , YbBr, YbBr 2 , YbBr 3 、SmBr 3 、YbI、YbI 2 ,YbI 3 and / or SmI 3 wait.
[0189] Non-limiting examples of metalloid halides may be antimony halides (e.g., SbCl 5 etc.
[0190] Non-limiting examples of metal tellurides may be alkali metal tellurides (e.g., Li 2 Te、Na 2 Te, K 2 Te、Rb 2 Te, Cs 2 Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, BaTe, etc.), transition metal tellurides (e.g., TiTe 2 、ZrTe 2 、HfTe 2 、V 2 Te 3 , Nb 2 Te 3 、 2 Te 3 Cr 2 Te 3 、Mo 2 Te 3 , W 2 Te 3 , MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu 2 Te, CuTe, Ag 2 Te, AgTe, Au 2 Te, etc.), late transition metal tellurides (e.g., ZnTe, etc.) and / or lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.), etc.
[0191] Emission layer in interlayer 130
[0192] When the light-emitting device 10 is a full-color light-emitting device, the emission layer may be patterned into a red emission layer, a green emission layer and / or a blue emission layer according to the sub-pixel. In one or more embodiments, the emission layer may have a stacked structure of two or more layers selected from the red emission layer, the green emission layer and the blue emission layer, wherein the two or more layers are in contact with each other or separated from each other to emit white light (e.g., combined white light). In one or more embodiments, the emission layer may include two or more materials selected from the red light-emitting material, the green light-emitting material and the blue light-emitting material, wherein the two or more materials are mixed with each other in a single layer to emit white light (e.g., combined white light).
[0193] In one or more embodiments, the emission layer may include a host and a dopant. The dopant may include a phosphorescent dopant, a fluorescent dopant, or any combination thereof.
[0194] The amount of the dopant in the emission layer may be in the range of about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host.
[0195] In one or more embodiments, the emissive layer may include quantum dots.
[0196] In one or more embodiments, the emission layer may include a delayed fluorescent material. The delayed fluorescent material may act as a host or a dopant in the emission layer.
[0197] The thickness of the emission layer can be about to about For example, about to about When the thickness of the emission layer is within the above range, excellent or appropriate light emitting characteristics can be obtained without significantly increasing the driving voltage.
[0198] main body
[0199] The host may include a heterocyclic compound represented by Formula 1.
[0200] In one or more embodiments, the host may further include a compound represented by Formula 301:
[0201] Formula 301
[0202] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 ,
[0203] Wherein, in Formula 301,
[0204] Ar 301 and L 301 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,
[0205] xb11 can be 1, 2 or 3,
[0206] xb1 may be an integer selected from 0 to 5,
[0207] R 301 It may be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a Substituted C1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) or -P(=O)(Q 301 )(Q 302 ),
[0208] xb21 may be an integer selected from 1 to 5, and
[0209] Q 301 To Q 303 can be respectively compared with the Q 1 Same as described.
[0210] In some embodiments, when xb11 in Formula 301 is 2 or greater, two or more Ar 301 Can be connected to each other via a single bond.
[0211] In one or more embodiments, the host may include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:
[0212] Formula 301-1
[0213]
[0214] Formula 301-2
[0215]
[0216] Among them, in Formula 301-1 and Formula 301-2,
[0217] Ring A 301 To Ring A 304 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,
[0218] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),
[0219] xb22 and xb23 can each independently be 0, 1 or 2,
[0220] L 301 , xb1 and R 301 may each be the same as described herein,
[0221] L 302 To L 304 Can be independently compared with reference L 301 Same as described,
[0222] xb2 to xb4 may each independently be the same as described for xb1, and
[0223] R 302 To R 305 and R 311 To R 314 Can be respectively with respect to R 301 Same as described.
[0224] In one or more embodiments, the host may include an alkaline earth metal complex, a late transition metal complex, or any combination thereof. In one or more embodiments, the host may include a Be complex (eg, compound H55), a Mg complex, a Zn complex, or any combination thereof.
[0225] In one or more embodiments, the host may include: at least one selected from Compound H1 to Compound H128; 9,10-di(2-naphthyl)anthracene (ADN); 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN); 9,10-di(2-naphthyl)-2-tert-butyl-anthracene (TBADN); 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP); 1,3-di(9H-carbazol-9-yl)benzene (mCP); 1,3,5-tri(carbazol-9-yl)benzene (TCP); or any combination thereof:
[0226]
[0227]
[0228]
[0229]
[0230]
[0231]
[0232]
[0233] Phosphorescent dopants
[0234] The phosphorescent dopant may include at least one transition metal as a central metal.
[0235] The phosphorescent dopant may include a monodentate ligand, a bidentate ligand, a tridentate ligand, a tetradentate ligand, a pentadentate ligand, a hexadentate ligand, or any combination thereof.
[0236] The phosphorescent dopant may be electrically neutral.
[0237] For example, in one or more embodiments, the phosphorescent dopant may include an organometallic compound represented by Formula 401:
[0238] Formula 401
[0239] M(L 401 ) xc1 (L 402 ) xc2
[0240] Formula 402
[0241]
[0242] Among them, in equation 401 and equation 402,
[0243] M may be a transition metal (e.g., iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)),
[0244] L 401 may be a ligand represented by Formula 402, and xc1 may be 1, 2 or 3, wherein when xc1 is 2 or greater, two or more L 401 may be the same or different from each other,
[0245] L 402 may be an organic ligand, and xc2 may be 0, 1, 2, 3 or 4, wherein when xc2 is 2 or greater, two or more L 402 may be the same or different from each other,
[0246] X 401 and X 402 can be independently N or C,
[0247] Ring A 401 and Ring A 402 Can be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,
[0248] T 401 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*',
[0249] *-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*'or*=C=*',
[0250] X 403 and X 404 can be independently a chemical bond (e.g., a covalent bond or a coordination bond), O, S, N (Q 413 )、B(Q 413 )、P(Q 413 )、C(Q 413 )(Q 414 ) or Si(Q 413 )(Q 414 ),
[0251] Q 411 To Q 414 Can be respectively with respect to Q1 Same as described,
[0252] R 401 and R 402 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 20 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) or -P(=O)(Q 401 )(Q 402 ),
[0253] Q 401 To Q 403 Can be respectively with respect to Q 1 Same as described,
[0254] xc11 and xc12 may each independently be an integer selected from 0 to 10, and
[0255] * and *' in Formula 402 each indicate a bonding site to M in Formula 401.
[0256] In one or more embodiments, in Formula 402, i) X 401 may be nitrogen and X 402 Can be carbon, or ii) X 401 and X 402 Each of may be nitrogen.
[0257] In one or more embodiments, when xc1 in Formula 401 is 2 or greater, two or more L 401 The two rings A 401 Optionally, T as a linker 402connected to each other, and two or more L 401 The two rings A 402 Optionally, T as a linker 403 Connected to each other (see Compound PD1 to Compound PD4 and Compound PD7). 402 and T 403 Can be respectively with respect to T 401 Same as described.
[0258] In formula 401, L 402 It can be an organic ligand. For example, L 402 It may include halogen, diketone group (e.g., acetylacetonate group), carboxylic acid group (e.g., picolinate group), -C(=O), isonitrile group, -CN group, phosphorus-containing group (e.g., phosphine group, phosphite group, etc.) or any combination thereof.
[0259] In one or more embodiments, the phosphorescent dopant may include, for example, one selected from Compound PD1 to Compound PD39 or any combination thereof:
[0260]
[0261]
[0262]
[0263] Fluorescent dopants
[0264] The fluorescent dopant may include an amine-containing compound, a styryl-containing compound, or any combination thereof.
[0265] For example, in some embodiments, the fluorescent dopant may include a compound represented by Formula 501:
[0266] Formula 501
[0267]
[0268] Wherein, in Formula 501,
[0269] Ar 501 , L 501 To L 503 , R 501 and R 502 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,
[0270] xd1 to xd3 may each independently be 0, 1, 2 or 3, and
[0271] xd4 can be 1, 2, 3, 4, 5 or 6.
[0272] In some embodiments, Ar in Formula 501 501 It may be a condensed ring group in which three or more monocyclic groups are condensed together (for example, anthracenyl, 1,2-triphenylenyl, pyrenyl, etc.).
[0273] In one or more embodiments, xd4 in equation 501 may be 2.
[0274] In one or more embodiments, the fluorescent dopant may include: at least one selected from Compound FD1 to Compound FD37; 4,4'-bis(2,2-diphenylvinyl)-1,1'-biphenyl (DPVBi); 4,4'-bis[4-(N,N-diphenylamino)phenylvinyl]biphenyl (DPAVBi); or any combination thereof:
[0275]
[0276]
[0277]
[0278] Delayed fluorescence material
[0279] In one or more embodiments, the emission layer may include a delayed fluorescent material.
[0280] The delayed fluorescence material described herein may be selected from compounds capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.
[0281] The delayed fluorescent material included in the emission layer may act as a host or a dopant depending on the types or kinds of other materials included in the emission layer.
[0282] In one or more embodiments, the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material may be in the range of about 0 eV to about 0.5 eV. When the difference between the triplet energy level (eV) of the delayed fluorescent material and the singlet energy level (eV) of the delayed fluorescent material is satisfied within the above range, up-conversion of the delayed fluorescent material from the triplet state to the singlet state may effectively occur, and thus, the light emitting device 10 may have improved luminous efficiency.
[0283] For example, in one or more embodiments, the delayed fluorescent material may include i) at least one electron donor (eg, a π-electron-rich C 3 -C 60Cyclic groups, such as carbazolyl, etc.) and at least one electron acceptor (e.g., sulfoxide, cyano, π-electron-deficient nitrogen-containing C 1 -C 60 ii) a material comprising at least two cyclic groups fused to each other and sharing boron (B); 8 -C 60 Materials of polycyclic groups, and / or iii) analogs.
[0284] Non-limiting examples of the delayed fluorescent material may include at least one selected from Compound DF1 to Compound DF14:
[0285]
[0286]
[0287] quantum dots
[0288] In one or more embodiments, the emissive layer may include quantum dots.
[0289] The term "quantum dot" as used herein refers to a crystal of a semiconductor compound, and may include any material capable of emitting light at one or more appropriate emission wavelengths depending on the size of the crystal.
[0290] The diameter of the quantum dot may be, for example, in the range of about 1 nanometer (nm) to about 10 nm. In the present disclosure, when the quantum dot, a plurality of quantum dots, or a quantum dot particle is spherical, "diameter" indicates the particle size or average particle size, and when the particle is non-spherical, "diameter" indicates the major axis length or average major axis length. The diameter of the particle can be measured using a scanning electron microscope or a particle size analyzer. As a particle size analyzer, for example, a HORIBA, LA-950 laser particle size analyzer can be used. When the size of the particle is measured using a particle size analyzer, the average particle diameter is referred to as D 50 . D 50 It refers to the average diameter of particles whose cumulative volume corresponds to 50% by volume in a particle size distribution (e.g., cumulative distribution), and refers to the value of the particle size corresponding to 50% starting from the smallest particle when the total number of particles is 100% in a distribution curve accumulated in the order from the smallest particle size to the largest particle size.
[0291] The quantum dots may be synthesized by a wet chemical process, a metal organic chemical vapor deposition (MOCVD) process, a molecular beam epitaxy (MBE) process, or any process similar thereto.
[0292] The wet chemical process is a method that includes mixing the precursor material of the quantum dot with an organic solvent and then growing the quantum dot particle crystal. When the quantum dot particle crystal grows, the organic solvent naturally acts as a dispersant coordinated on the surface of the quantum dot particle crystal and controls the growth of the quantum dot particle crystal so that the growth of the quantum dot particle crystal can be controlled or selected by a process that is lower in cost and easier than vapor deposition methods such as metal organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE).
[0293] Quantum dots may include: Group II-VI semiconductor compounds; Group III-V semiconductor compounds; Group III-VI semiconductor compounds; Group I-III-VI semiconductor compounds; Group IV-VI semiconductor compounds; Group IV elements or compounds; or any combination thereof.
[0294] Non-limiting examples of II-VI semiconductor compounds may be binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe and / or MgS, etc.; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, Cd ... dZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe and / or MgZnS, etc.; quaternary compounds, such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe and / or HgZnSTe, etc.; or any combination thereof.
[0295] Non-limiting examples of III-V semiconductor compounds may be binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, and / or InSb, etc.; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, and / or InPSb, etc.; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, and / or InAlPSb, etc.; or any combination thereof. In some embodiments, the III-V semiconductor compound may further include a Group II element. Non-limiting examples of the Group III-V semiconductor compound further including a Group II element may be InZnP, InGaZnP, and / or InAlZnP, and the like.
[0296] Non-limiting examples of III-VI semiconductor compounds may be: binary compounds such as GaS, GaSe, Ga 2 Se 3 、GaTe、InS、InSe、In 2 S 3 、In 2 Se 3 and / or InTe, etc.; ternary compounds, such as InGaS 3 and / or InGaSe 3 etc.; or any combination thereof.
[0297] Non-limiting examples of Group I-III-VI semiconductor compounds may be: ternary compounds such as AgInS, AgInS 2 、CuInS、CuInS 2 、CuGaO 2 、AgGaO 2 and / or AgAlO 2 etc.; or any combination thereof.
[0298] Non-limiting examples of Group IV-VI semiconductor compounds may be: binary compounds, such as SnS, SnSe, SnTe, PbS, PbSe and / or PbTe, etc.; ternary compounds, such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe and / or SnPbTe, etc.; quaternary compounds, such as SnPbSSe, SnPbSeTe and / or SnPbSTe, etc.; or any combination thereof.
[0299] Non-limiting examples of the Group IV element or compound may be: a single element, such as Si and / or Ge, etc.; a binary compound, such as SiC and / or SiGe, etc.; or any combination thereof.
[0300] Each element included in the multi-element compound such as the binary compound, the ternary compound, and the quaternary compound may be present in the particle at a substantially uniform concentration or a non-substantially uniform concentration.
[0301] In one or more embodiments, the quantum dot may have a single structure in which the concentration of each element in the quantum dot is substantially uniform, or may have a core-shell dual structure. For example, the material included in the core and the material included in the shell may be different from each other.
[0302] The shell of the quantum dot can act as a protective layer to prevent chemical denaturation of the core to maintain semiconductor properties and / or act as a charging layer to impart electrophoretic properties to the quantum dot. The shell can be monolayer or multilayer. The interface between the core and the shell can have a concentration gradient, wherein the concentration of the element present in the shell decreases toward the center of the core.
[0303] Examples of the shell of a quantum dot may be metal oxides, metalloid oxides or non-metal oxides, semiconductor compounds, or any combination thereof. Non-limiting examples of metal oxides, metalloid oxides or non-metal oxides may be: 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 / or NiO, etc.; ternary compounds, such as MgAl 2 O 4 、CoFe 2 O4 、NiFe 2 O 4 and / or CoMn 2 O 4 etc.; or any combination thereof. Examples of semiconductor compounds may be: as described herein, Group II-VI semiconductor compounds; Group III-V semiconductor compounds; Group III-VI semiconductor compounds; Group I-III-VI semiconductor compounds; Group IV-VI semiconductor compounds; or any combination thereof. For example, semiconductor compounds suitable as shells may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.
[0304] The quantum dots may have a full width at half maximum (FWHM) of an emission spectrum of about 45 nm or less, e.g., about 40 nm or less, or e.g., about 30 nm or less. When the FWHM of the quantum dots is within these ranges, the quantum dots may have improved color purity or improved color reproducibility. In some embodiments, because the light emitted by the quantum dots is emitted in all directions, a wide viewing angle may be improved.
[0305] In one or more embodiments, the quantum dots may be in the form of spherical nanoparticles, pyramidal nanoparticles, multi-armed nanoparticles, cubic nanoparticles, nanotubes, nanowires, nanofibers, and / or nanoplates, among others.
[0306] Because the energy band gap of quantum dots can be adjusted by controlling the size of quantum dots, light having one or more appropriate wavelength bands can be obtained from the quantum dot emission layer. Accordingly, by utilizing quantum dots of different sizes, a light emitting device that emits light of one or more appropriate wavelength bands can be realized. In one or more embodiments, the size of the quantum dots can be selected to ensure that the quantum dots emit red light, green light, and / or blue light. In some embodiments, quantum dots of appropriate size can be configured to emit white light through a combination of one or more appropriate colors of light.
[0307] Electron transport region in interlayer 130
[0308] The electron transport region may have: i) a single-layer structure including (e.g., consisting of) a single layer including (e.g., consisting of) a single material (e.g., consisting of a single material), ii) a single-layer structure including (e.g., consisting of) a single layer including multiple materials different from each other, or iii) a multi-layer structure including multiple layers including multiple materials different from each other.
[0309] The electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.
[0310] For example, in one or more embodiments, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein the constituent layers of each structure are stacked in sequence from the emission layer in the order described.
[0311] In one or more embodiments, the electron transport region (eg, a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer in the electron transport region) may include a nitrogen-containing C 1 -C 60 Metal-free compounds of cyclic groups.
[0312] For example, in some embodiments, the electron transport region may include a compound represented by Formula 601:
[0313] Formula 601
[0314] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 ,
[0315] Wherein, in Formula 601,
[0316] Ar 601 and L 601 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,
[0317] xe11 can be 1, 2 or 3,
[0318] xe1 can be 0, 1, 2, 3, 4 or 5,
[0319] R 601 may be unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) or -P(=O)(Q 601 )(Q 602 ),
[0320] Q 601 To Q 603 Can be respectively with respect to Q 1 Same as described,
[0321] xe21 can be 1, 2, 3, 4, or 5, and
[0322] Selected from Ar 601 , L 601 and R 601 At least one of them may be independently unsubstituted or substituted by at least one R 10a Substituted π-electron-deficient nitrogen-containing C 1 -C 60 Cyclic group.
[0323] In one or more embodiments, when xe11 in Formula 601 is 2 or greater, two or more Ar 601 Can be connected to each other via a single bond.
[0324] In one or more embodiments, Ar in Formula 601 601 may be unsubstituted or substituted with at least one R 10a Substituted anthracenyl.
[0325] In one or more embodiments, the electron transport region may include a compound represented by Formula 601-1:
[0326] Formula 601-1
[0327]
[0328] Among them, in formula 601-1,
[0329] X 614 Can be N or C(R 614 ), X 615 Can be N or C(R 615 ), X 616 Can be N or C(R 616 ), and selected from X 614 To X 616 At least one of may be N,
[0330] L 611 To L 613Each with reference L 601 Same as described,
[0331] xe611 to xe613 may each be the same as described for xe1,
[0332] R 611 To R 613 Can be respectively with respect to R 601 Same as described, and
[0333] R 614 To R 616 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group.
[0334] In some embodiments, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 may each independently be 0, 1, or 2.
[0335] In one or more embodiments, the electron transport region may include: at least one selected from the group consisting of Compound ET1 to Compound ET45; 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP); 4,7-diphenyl-1,10-phenanthroline (Bphen); tris(8-hydroxyquinoline)aluminum (Alq 3 ); bis(2-methyl-8-hydroxyquinoline-N1,08)-(1,1′-biphenyl-4-hydroxy)aluminum (BAlq); 3-(biphenyl-4-yl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ); 4-(naphthalene-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ); or any combination thereof:
[0336]
[0337]
[0338]
[0339]
[0340] The thickness of the electron transport region can be about to about For example, about to about When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may be about to about For example, about to about and the thickness of the electron transport layer can be in the range of about to about For example, about to about When the thickness of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer and / or the electron transport region is within the above range, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.
[0341] In one or more embodiments, the electron transport region (eg, an electron transport layer in the electron transport region) may further include a metal-containing material in addition to one or more of the above-mentioned materials.
[0342] The metal-containing material may include an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The metal ion of the alkali metal complex may be a Li ion, a Na ion, a K ion, a Rb ion, or a Cs ion, and the metal ion of the alkaline earth metal complex may be a Be ion, a Mg ion, a Ca ion, a Sr ion, or a Ba ion. The ligand coordinated to the metal ion of the alkali metal complex or to the metal ion of the alkaline earth metal complex may include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.
[0343] For example, in some embodiments, the metal-containing material may include a Li complex. The Li complex may include, for example, compound ET-D1 (Liq) or compound ET-D2:
[0344]
[0345] In one or more embodiments, the electron transport region may include an electron injection layer that facilitates injection of electrons from the second electrode 150. The electron injection layer may directly contact the second electrode 150.
[0346] The electron injection layer may have: i) a single-layer structure including a single layer (e.g., consisting of a single layer) that includes a single material (e.g., consisting of a single material), ii) a single-layer structure including a single layer (e.g., consisting of a single layer) that includes a plurality of layers different from each other, or iii) a multi-layer structure including a plurality of layers that include a plurality of materials different from each other.
[0347] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.
[0348] The alkali metal may include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metal may include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metal may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.
[0349] The alkali metal compound, the alkaline earth metal compound, and the rare earth metal compound may be oxides, halides (e.g., fluorides, chlorides, bromides, iodides, etc.), or tellurides of the alkali metal, the alkaline earth metal, and the rare earth metal, respectively, or any combination thereof.
[0350] The alkali metal compound may include: alkali metal oxides, such as Li 2 O, Cs 2 O, and / or K 2 O, etc.; alkali metal halides, such as LiF, NaF, CsF, KF, LiI, NaI, CsI, and / or KI, etc.; or any combination thereof. The alkaline earth metal compound may include alkaline earth metal oxides, such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying 0 < x < 1) and / or Ba x Ca 1-x O (where x is a real number satisfying 0 < x < 1), etc. The rare earth metal compound may include YbF 3 、ScF 3 、Sc 2 O 3 、Y 2 O 3 、Ce 2 O 3 、GdF 3 、TbF 3 、YbI 3 、ScI 3 、TbI 3Or any combination thereof. In one or more embodiments, the rare earth metal-containing compound may include a lanthanide metal telluride. Non-limiting examples of lanthanide metal tellurides may be LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, LaTe, 2 Te 3 、Ce 2 Te 3 , Pr 2 Te 3 、Nd 2 Te 3 、Pm 2 Te 3 、Sm 2 Te 3 、Eu 2 Te 3 , Gd 2 Te 3 , Tb 2 Te 3 、Dy 2 Te 3 、Ho 2 Te 3 , Er 2 Te 3 、Tm 2 Te 3 , Yb 2 Te 3 and / or Lu 2 Te 3 wait.
[0351] The alkali metal complex, the alkaline earth metal complex and the rare earth metal complex may respectively include i) one of the metal ions of the alkali metal, one of the metal ions of the alkaline earth metal and one of the metal ions of the rare earth metal, and ii) a ligand bonded to the corresponding metal ion, for example, hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or any combination thereof.
[0352] In one or more embodiments, the electron injection layer may include (e.g., consist of) an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof as described above. In one or more embodiments, the electron injection layer may further include an organic material (e.g., a compound represented by Formula 601).
[0353] In one or more embodiments, the electron injection layer may include (e.g., consist of): i) an alkali metal compound (e.g., an alkali metal halide), or ii) a) an alkali metal compound (e.g., an alkali metal halide); and b) an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. For example, in some embodiments, the electron injection layer may be a KI:Yb co-deposition layer, a RbI:Yb co-deposition layer, and / or a LiF:Yb co-deposition layer, etc.
[0354] When the electron injection layer further includes an organic material, an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof may be substantially uniformly or non-uniformly dispersed in a matrix including the organic material.
[0355] The thickness of the electron injection layer can be about to about or, for example, about to about When the thickness of the electron injection layer is within the above range, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage.
[0356] The second electrode 150
[0357] The second electrode 150 may be disposed on the interlayer 130 having the above structure. The second electrode 150 may be a cathode as an electron injection electrode, and as a material for forming the second electrode 150, metals, alloys, conductive compounds, or any combination thereof each having a low work function may be used.
[0358] The second electrode 150 may include Li, Ag, Mg, Al, Al-Li, Ca, Mg-In, Mg-Ag, Yb, Ag-Yb, ITO, IZO, or any combination thereof. The second electrode 150 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.
[0359] The second electrode 150 may have a single-layer structure or a multi-layer structure including a plurality of layers.
[0360] Capping layer
[0361] The first capping layer may be disposed outside the first electrode 110 (e.g., on the first electrode 110), and / or the second capping layer may be disposed outside the second electrode 150 (e.g., on the second electrode 150). In one or more embodiments, the light emitting device 10 may have a structure in which the first capping layer, the first electrode 110, the interlayer 130, and the second electrode 150 are sequentially stacked in the order recited, a structure in which the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are sequentially stacked in the order recited, or a structure in which the first capping layer, the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are sequentially stacked in the order recited.
[0362] In some embodiments, light generated in the emission layer of the interlayer 130 of the light emitting device 10 can be extracted toward the outside through the first electrode 110 as a semi-transmissive electrode or a transmissive electrode and the first capping layer. In some embodiments, light generated in the emission layer of the interlayer 130 of the light emitting device 10 can be extracted toward the outside through the second electrode 150 as a semi-transmissive electrode or a transmissive electrode and the second capping layer.
[0363] The first capping layer and the second capping layer can increase the external emission efficiency according to the principle of constructive interference. Accordingly, the light extraction efficiency of the light emitting device 10 is increased, so that the light emitting efficiency of the light emitting device 10 can be improved.
[0364] One of the first capping layer and the second capping layer may include a material having a refractive index of 1.6 or greater (eg, at 589 nm).
[0365] The first capping layer and the second capping layer may each independently be an organic capping layer including an organic material, an inorganic capping layer including an inorganic material, or an organic-inorganic composite capping layer including an organic material and an inorganic material.
[0366] At least one of the first capping layer and the second capping layer may (for example, the first capping layer and the second capping layer may each independently) include a carbocyclic compound, a heterocyclic compound, an amine-containing compound, a porphyrin derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, the heterocyclic compound, and the amine-containing compound may each be optionally substituted with a substituent including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof. In one or more embodiments, at least one of the first capping layer and the second capping layer may (for example, the first capping layer and the second capping layer may each independently) include an amine-containing compound.
[0367] In one or more embodiments, at least one of the first capping layer and the second capping layer may (eg, the first capping layer and the second capping layer may each independently) include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof.
[0368] In one or more embodiments, at least one of the first capping layer and the second capping layer may (for example, the first capping layer and the second capping layer may each independently) include at least one selected from compounds HT28 to HT33, at least one selected from compounds CP1 to CP6, β-NPB, or any combination thereof:
[0369]
[0370] membrane
[0371] The heterocyclic compound represented by Formula 1 may be included in one or more suitable films. Accordingly, one or more aspects of the embodiments of the present disclosure relate to a film including a heterocyclic compound represented by Formula 1. The film may be, for example, an optical member (or light control element) (e.g., a color filter, a color conversion member, a capping layer, a light extraction efficiency enhancement layer, a selective light absorption layer, a polarization layer, a quantum dot content layer, etc.), a light blocking member (e.g., a light reflection layer, a light absorption layer, etc.) and / or a protective member (e.g., an insulating layer, a dielectric layer, etc.), etc.
[0372] Electronic devices
[0373] The light emitting device may be included in one or more suitable electronic devices. For example, the electronic device including the light emitting device may be a light emitting device and / or an authentication device, etc.
[0374] In one or more embodiments, in addition to the light-emitting device, the electronic device (e.g., a light-emitting device) may further include, i) a color filter, ii) a color conversion layer, or iii) a color filter and a color conversion layer. The color filter and / or the color conversion layer may be arranged in at least one direction of travel of the light emitted from the light-emitting device. For example, in some embodiments, the light emitted from the light-emitting device may be blue light or white light (e.g., combined white light). The details about the light-emitting device may be independently the same as described herein. In one or more embodiments, the color conversion layer may include quantum dots. The quantum dots may be, for example, the quantum dots described herein.
[0375] The electronic device may include a first substrate, the first substrate may include a plurality of sub-pixel regions, the color filter may include a plurality of color filter regions respectively corresponding to the plurality of sub-pixel regions, and the color conversion layer may include a plurality of color conversion regions respectively corresponding to the plurality of sub-pixel regions.
[0376] The pixel defining layer may be disposed between the plurality of sub-pixel regions to define each of the plurality of sub-pixel regions.
[0377] The color filter may further include a plurality of color filter regions and a light shielding pattern disposed between the plurality of color filter regions, and the color conversion layer may further include a plurality of color conversion regions and a light shielding pattern disposed between the plurality of color conversion regions.
[0378] The plurality of color filter regions (or the plurality of color conversion regions) may include a first region configured to emit a first color light, a second region configured to emit a second color light, and / or a third region configured to emit a third color light, wherein the first color light, the second color light, and / or the third color light may have different maximum emission wavelengths from each other. For example, in one or more embodiments, the first color light may be red light, the second color light may be green light, and the third color light may be blue light. For example, in one or more embodiments, the plurality of color filter regions (or the plurality of color conversion regions) may include quantum dots. In some embodiments, the first region may include red quantum dots to emit red light, the second region may include green quantum dots to emit green light, and the third region may not include (e.g., may exclude) any quantum dots. The details regarding the quantum dots may each independently be the same as described herein. The first region, the second region, and / or the third region may each further include a scatterer.
[0379] For example, in one or more embodiments, the light emitting device may be used to emit a first light, the first region may be used to absorb the first light to emit a first-first color light, the second region may be used to absorb the first light to emit a second-first color light, and the third region may be used to absorb the first light to emit a third-first color light. In this regard, the first-first color light, the second-first color light, and the third-first color light may have different maximum emission wavelengths. In some embodiments, the first light may be blue light, the first-first color light may be red light, the second-first color light may be green light, and the third-first color light may be blue light.
[0380] In one or more embodiments, in addition to the light emitting device described above, the electronic device may further include a thin film transistor. The thin film transistor may include a source electrode, a drain electrode and an active layer, wherein one selected from the source electrode and the drain electrode may be electrically connected to the first electrode or the second electrode of the light emitting device.
[0381] The thin film transistor may further include a gate electrode and / or a gate insulating film, etc.
[0382] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, and / or an oxide semiconductor, etc.
[0383] In one or more embodiments, the electronic device may further include a sealing portion for sealing the light emitting device. The sealing portion may be arranged between the color filter and / or the color conversion layer and the light emitting device. The sealing portion allows light from the light emitting device to be extracted to the outside, and at the same time (e.g., synchronously) prevents ambient air and moisture from penetrating into the light emitting device. The sealing portion may be a sealing substrate including a transparent glass substrate or a plastic substrate. The sealing portion may be a thin film encapsulation layer including at least one of an organic layer and an inorganic layer. When the sealing portion is a thin film encapsulation layer, the electronic device may be flexible.
[0384] In addition to the color filter and / or color conversion layer, various functional layers may be further arranged on the sealing portion according to the purpose of the electronic device. Non-limiting examples of the functional layer may be a touch screen layer and / or a polarization layer, etc. The touch screen layer may be a pressure-sensitive touch screen layer, a capacitive touch screen layer, or an infrared touch screen layer.
[0385] The authentication device may be, for example, a biometric authentication device that authenticates an individual by using biometric information of a living body (eg, fingertip, pupil, etc.) In addition to the light emitting device as described above, the authentication device may further include a biometric information collector.
[0386] The electronic device can be applied to one or more displays, light sources, lighting equipment, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, electronic game consoles, medical tools (e.g., electronic thermometers, blood pressure monitors, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram displays, ultrasound diagnostic devices, or endoscope displays), fish finders, one or more appropriate measuring tools, instruments (e.g., instruments for vehicles, aircraft, or ships), and / or projectors, etc.
[0387] Electronic equipment
[0388] The light emitting device may be included in one or more suitable electronic devices.
[0389] For example, electronic equipment including light-emitting devices may include (e.g., be) at least one of a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a retractable display, a laser printer, a telephone, a portable telephone, a tablet personal computer, a tablet mobile computer, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays stitched together, a theater screen, a stadium screen, a light therapy device, and a sign.
[0390] The light emitting device may have excellent or appropriate light emitting efficiency and a long lifespan, and thus, electronic equipment including the light emitting device may have desired characteristics such as high brightness, high resolution, and low power consumption.
[0391] Figure 2 and Figure 3 Description
[0392] Figure 2 is a schematic cross-sectional view of the structure of a light emitting device according to one or more embodiments of the present disclosure.
[0393] Figure 2 The light emitting apparatus may include a substrate 100, a thin film transistor (TFT), a light emitting device, and an encapsulation portion 300 that seals the light emitting device.
[0394] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. The buffer layer 210 may be on the substrate 100. The buffer layer 210 may prevent or reduce penetration of impurities through the substrate 100 and may provide a flat surface on the substrate 100.
[0395] The TFT may be on the buffer layer 210. The TFT may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.
[0396] The active layer 220 may include an inorganic semiconductor such as silicon or polysilicon, an organic semiconductor, or an oxide semiconductor, and may include a source region, a drain region, and a channel region.
[0397] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be on the active layer 220 , and the gate electrode 240 may be on the gate insulating film 230 .
[0398] The interlayer insulating film 250 may be on the gate electrode 240. The interlayer insulating film 250 may be disposed between the gate electrode 240 and the source electrode 260 and between the gate electrode 240 and the drain electrode 270 to insulate each other.
[0399] The source electrode 260 and the drain electrode 270 may be on the interlayer insulating film 250. The interlayer insulating film 250 and the gate insulating film 230 may be formed to expose the source region and the drain region of the active layer 220, and the source electrode 260 and the drain electrode 270 may be arranged to contact the exposed portions of the source region and the drain region of the active layer 220, respectively.
[0400] The TFT may be electrically connected to the light emitting device to drive the light emitting device, and may be covered and protected by the passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or any combination thereof. The light emitting device may be provided on the passivation layer 280. The light emitting device may include a first electrode 110, an interlayer 130, and a second electrode 150.
[0401] The first electrode 110 may be on the passivation layer 280. The passivation layer 280 may be arranged to expose a portion of the drain electrode 270 without completely covering the drain electrode 270, and the first electrode 110 may be arranged to be connected to the exposed portion of the drain electrode 270.
[0402] A pixel defining layer 290 including an insulating material may be on the first electrode 110. The pixel defining layer 290 may expose a specific region of the first electrode 110, and the interlayer 130 may be formed in the exposed region of the first electrode 110. The pixel defining layer 290 may be a polyimide-based organic film or a polyacrylic organic film. In some embodiments, at least some layers of the interlayer 130 may extend beyond the upper portion of the pixel defining layer 290 and be arranged in the form of a common layer.
[0403] The second electrode 150 may be on the interlayer 130, and the capping layer 170 may be additionally formed on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.
[0404] The encapsulation part 300 may be on the capping layer 170. The encapsulation part 300 may be arranged on the light emitting device to protect the light emitting device from moisture and / or oxygen. The encapsulation part 300 may include: an inorganic film including silicon nitride (SiN x ), silicon oxide (SiO x ), indium tin oxide, indium zinc oxide or any combination thereof; an organic film comprising polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyvinyl sulfonate, polyoxymethylene, polyaromatic ester, hexamethyldisiloxane, acrylic resin (e.g., polymethyl methacrylate, polyacrylic acid, etc.), epoxy resin (e.g., aliphatic glycidyl ether (AGE), etc.) or any combination thereof; or any combination of an inorganic film and an organic film.
[0405] Figure 3 is a schematic cross-sectional view of the structure of a light emitting device according to one or more embodiments of the present disclosure.
[0406] Figure 3 Light emitting devices and Figure 2 The light emitting device is substantially the same as that of FIG. 1 , except that the light shielding pattern 500 and the functional area 400 are additionally arranged on the encapsulation portion 300. The functional area 400 may be i) a color filter area, ii) a color conversion area, or iii) a combination of a color filter area and a color conversion area. In one or more embodiments, the light emitting device includes Figure 3 The light-emitting device in the light-emitting apparatus may be a series light-emitting device.
[0407] Figure 4 Description
[0408] Figure 4Schematic perspective view of an electronic device 1 including a light-emitting device according to one or more embodiments of the present disclosure. As a device for displaying moving images or still images, the electronic device 1 may be a portable electronic device (such as a mobile phone, a smart phone, a tablet personal computer (PC), a mobile communication terminal, an electronic notebook computer, an e-book, a portable multimedia player (PMP), a navigation or ultra mobile PC (UMPC)) and one or more appropriate products (such as a TV, a laptop computer, a monitor, a billboard or an Internet of Things (IOT) device). The electronic device 1 may be such a product as above or a part thereof. In some embodiments, the electronic device 1 may be a wearable device, such as a smart watch, a watch phone, a glasses-type or glasses-like display or a head-mounted display (HMD), or a part of a wearable device. However, the embodiments of the present disclosure are not limited thereto. For example, the electronic device 1 may include a dashboard of a vehicle, a center console of a vehicle, a central information display arranged on the dashboard of a vehicle, an interior rearview mirror display replacing a side mirror of a vehicle, an entertainment display for a rear seat of a vehicle, a display arranged on a backrest of a front seat thereof, a head-up display (HUD) mounted in front of the vehicle or projected on a front windshield, and / or a computer-generated holographic augmented reality head-up display (CGH AR HUD). For convenience of explanation, Figure 4 An embodiment is explained in which the electronic device 1 is a smart phone.
[0409] The electronic equipment 1 may include a display area DA and a non-display area NDA outside the display area DA. The display device of the electronic equipment 1 may realize an image through a plurality of pixel arrays two-dimensionally arranged in the display area DA.
[0410] The non-display area NDA is an area where no image is displayed, and may completely surround the display area DA. In the non-display area NDA, a driver for providing an electrical signal or power to a display element arranged in the display area DA may be arranged. In the non-display area NDA, a pad that may be electrically connected to an electronic element or a printed circuit board may be arranged.
[0411] In the electronic device 1, the length in the x-axis direction and the length in the y-axis direction (eg, width) may be different from each other. Figure 4 , the length in the x-axis direction may be shorter than the length (e.g., width) in the y-axis direction. In one or more embodiments, the length in the x-axis direction may be substantially the same as the length (e.g., width) in the y-axis direction. In one or more embodiments, the length in the x-axis direction may be longer than the length (e.g., width) in the y-axis direction.
[0412] Figure 5 and FIG. 6A to FIG. 6C Description
[0413] Figure 5 is a schematic diagram of the exterior of a vehicle 1000 as an electronic device including a light emitting device according to one or more embodiments. FIG. 6A to FIG. 6C Each is a schematic diagram of the interior of a vehicle 1000 according to one or more embodiments.
[0414] refer to Figure 5 , Fig. 6A , Figure 6B and Figure 6C The vehicle 1000 may refer to one or more suitable devices for moving an object to be transported (such as a person, object, or animal) from a starting point to a destination point. The vehicle 1000 may include a vehicle traveling on a road or track, a ship moving on an ocean or river, and / or an airplane flying in the air using the action of air.
[0415] In one or more embodiments, the vehicle 1000 may travel on a road or track. The vehicle 1000 may move in a set or predetermined direction according to the rotation of at least one wheel thereof. For example, the vehicle 1000 may include a three-wheeled or four-wheeled vehicle, an engineering machine, a two-wheeled vehicle, a prime mover device, a bicycle, or a train traveling on a track.
[0416] The vehicle 1000 may include a body having an interior and an exterior, and a chassis in which mechanical equipment required for driving is installed as other parts outside the body. The exterior of the body may include a front panel, a hood, a roof panel, a rear panel, a trunk, and / or pillars provided at the boundaries between doors, etc. The chassis of the vehicle 1000 may include a power generation device, a power transmission device, a drive device, a steering device, a brake device, a suspension device, a transmission device, a fuel device, front and rear wheels, and left and right wheels, etc.
[0417] The vehicle 1000 may include side window glasses 1100 , a front window glass 1200 , side mirrors 1300 , an instrument panel 1400 , a center console 1500 , a passenger seat instrument panel 1600 , and a display device 2 .
[0418] The side window glass 1100 and the front window glass 1200 may be separated by pillars disposed between the side window glass 1100 and the front window glass 1200 .
[0419] The side window glass 1100 may be mounted on the side of the vehicle 1000. In some embodiments, the side window glass 1100 may be mounted on a door of the vehicle 1000. A plurality of side window glasses 1100 may be provided and may face each other. In some embodiments, the side window glass 1100 may include a first side window glass 1110 and a second side window glass 1120. In some embodiments, the first side window glass 1110 may be arranged adjacent to the instrument panel 1400. The second side window glass 1120 may be arranged adjacent to the passenger seat instrument panel 1600.
[0420] In one or more embodiments, the side window glass 1100 may be spaced apart from each other in the x-axis direction or the -x-axis direction (the direction opposite to the x-axis direction). For example, in some embodiments, the first side window glass 1110 and the second side window glass 1120 may be spaced apart from each other in the x-axis direction or the -x-axis direction. In other words, the imaginary straight line L connecting the side window glass 1100 may extend in the x-axis direction or the -x-axis direction. For example, the imaginary straight line L connecting the first side window glass 1110 and the second side window glass 1120 to each other may extend in the x-axis direction or the -x-axis direction.
[0421] The front window glass 1200 may be installed at the front of the vehicle 1000. The front window glass 1200 may be disposed between the side window glasses 1100 facing each other.
[0422] The side view mirror 1300 may provide a rear view of the vehicle 1000. The side view mirror 1300 may be mounted on the exterior of the vehicle body. In some embodiments, a plurality of side view mirrors 1300 may be provided. Any one of the plurality of side view mirrors 1300 may be arranged outside the first side window glass 1110. Another one of the plurality of side view mirrors 1300 may be arranged outside the second side window glass 1120.
[0423] Instrument panel 1400 may be arranged in front of the steering wheel. Instrument panel 1400 may include a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn indicator, a high beam indicator, a warning light, a seat belt warning light, an odometer, a speedometer, an automatic gear lever indicator, a door open warning light, an oil warning light, and / or a low fuel warning light.
[0424] The center console 1500 may include a control panel on which a plurality of buttons for adjusting an audio device, an air conditioning device, and / or a seat heater are arranged. The center console 1500 may be arranged at one side of the instrument panel 1400 .
[0425] The passenger seat instrument panel 1600 may be spaced apart from the instrument panel 1400, and the center console 1500 is disposed between the passenger seat instrument panel 1600 and the instrument panel 1400. In some embodiments, the instrument panel 1400 may be disposed corresponding to the driver's seat, and the passenger seat instrument panel 1600 may be disposed corresponding to the passenger seat. In some embodiments, the instrument panel 1400 may be adjacent to the first side window glass 1110, and the passenger seat instrument panel 1600 may be adjacent to the second side window glass 1120.
[0426] In one or more embodiments, the display device 2 may include a display panel 3, and the display panel 3 may display an image. The display device 2 may be arranged inside the vehicle 1000. In some embodiments, the display device 2 may be arranged between side window glasses 1100 facing each other. The display device 2 may be arranged on at least one of the instrument panel 1400, the center console 1500, and the passenger seat instrument panel 1600.
[0427] The display device 2 may include an organic light-emitting display device, an inorganic light-emitting display device, and / or a quantum dot display device, etc. Hereinafter, as the display device 2 according to one or more embodiments of the present disclosure, an organic light-emitting display device including a light-emitting device according to the present disclosure will be described as an example, but one or more appropriate types (kinds) of display devices as described above may be used in the embodiments of the present disclosure.
[0428] refer to Fig. 6A In one or more embodiments, the display device 2 may be arranged on the center console 1500. In some embodiments, the display device 2 may display navigation information. In some embodiments, the display device 2 may display audio, video, or information related to vehicle settings.
[0429] refer to Figure 6B In one or more embodiments, the display device 2 may be arranged on the instrument panel 1400. When the display device 2 is arranged on the instrument panel 1400, the instrument panel 1400 may display driving information and the like through the display device 2. For example, the instrument panel 1400 may be implemented digitally. The instrument panel 1400 may digitally display vehicle information and driving information as images. For example, the needle and instrument of the tachometer and one or more appropriate warning light icons may be displayed through digital signals.
[0430] refer to Figure 6C In one or more embodiments, the display device 2 may be arranged on the passenger seat instrument panel 1600. The display device 2 may be embedded in the passenger seat instrument panel 1600 or arranged on the passenger seat instrument panel 1600. In some embodiments, the display device 2 arranged on the passenger seat instrument panel 1600 may display images related to the information displayed on the instrument panel 1400 and / or the information displayed on the center console 1500. In one or more embodiments, the display device 2 arranged on the passenger seat instrument panel 1600 may display information different from the information displayed on the instrument panel 1400 and / or the information displayed on the center console 1500.
[0431] Manufacturing method
[0432] The layers constituting the hole transport region, the emission layer and the layers constituting the electron transport region can each be formed in a specific region by utilizing one or more appropriate methods (such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing and / or laser induced thermal imaging, etc.).
[0433] When each layer constituting the hole transport region, the emission layer, and each layer constituting the electron transport region are each formed by vacuum deposition, the deposition temperature may be within a range of about 100° C. to about 500° C., depending on the material to be included in the layer to be formed and the structure of the layer to be formed. -8 About 10 -3 Torr range and under vacuum at about to about Deposition is carried out at a deposition rate within a range of .
[0434] Definition of term
[0435] As used herein, the term "C 3 -C 60 "Carbocyclyl" refers to a cyclic group including only carbon atoms as ring-forming atoms (e.g., consisting of carbon atoms as ring-forming atoms) and having 3 to 60 carbon atoms, and the term "C 1 -C 60 The term "heterocyclic group" refers to a cyclic group having 1 to 60 carbon atoms and further having a hetero atom as a ring-constituting atom in addition to the carbon atoms. 3 -C 60 Carbocyclic and C 1 -C 60 The heterocyclic groups may each be a monocyclic group including one ring (eg, only one ring) (eg, consisting of one ring (eg, only one ring)) or a polycyclic group in which two or more rings are fused to each other. 1 -C 60 The number of ring-forming atoms of the heterocyclic group may be 3 to 61.
[0436] As used herein, the term "cyclic group" may (for example, simultaneously) include C 3 -C 60 Carbocyclic and C 1 -C 60 Both heterocyclic groups.
[0437] As used herein, the term "π-electron-rich C 3 -C 60 The term "cyclic group" refers to a cyclic group having 3 to 60 carbon atoms and not including *-N=*' as a ring-forming part, and the term "π-electron-deficient nitrogen-containing C 1 -C60 The "cyclic group" refers to a heterocyclic group having 1 to 60 carbon atoms and including *-N=*' as a ring-forming part.
[0438] For example,
[0439] C 3 -C 60 The carbocyclic group may be i) a group T1 or ii) a fused ring group in which two or more groups T1 are fused to each other (e.g., a cyclopentadienyl group, an adamantyl group, a norbornyl group, a phenyl group, a pentalenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylene group, a pyrenyl group, a 1,2-triphenylene group, a peryl group, a pentaphenanthrenyl group, a heptalenyl group, a tetracenyl group, a phenanthrenyl group, a hexacenyl group, a pentacene group, a rubinyl group, a coronet group, an ovalenyl group, an indenyl group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, an indenophenanthrenyl group, or an indenoanthryl group),
[0440] C 1 -C 60 The heterocyclic group may be i) a group T2, ii) a condensed ring group in which two or more groups T2 are condensed to each other, or iii) a condensed ring group in which at least one group T2 and at least one group T1 are condensed to each other (e.g., pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiorolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiorolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolecarbazolyl, benzofuranocarbazolyl, benzothiophenylcarbazolyl, benzothiorolocarbazolyl, benzoindolcarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiorolyl, benzofuranodibenzofuranyl, benzo furanodibenzothiophenyl, benzothiophenedibenzothiophenyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolinyl, benzisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazine, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiopheneyl, azadibenzofuranyl, etc.),
[0441] Pi-electron-rich C 3 -C 60The cyclic group may be i) a group T1, ii) a fused ring group in which two or more groups T1 are fused to each other, iii) a group T3, iv) a fused ring group in which two or more groups T3 are fused to each other, or v) a fused ring group in which at least one group T3 and at least one group T1 are fused to each other (e.g., C 3 -C 60 carbocyclyl, 1H-pyrrolyl, thiolyl, borocyclopentyl, 2H-pyrrolyl, 3H-pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolecarbazolyl, benzofuranocarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzoindolcarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiolyl, benzofuranodibenzofuranyl, benzofuranodibenzothiophenyl, benzothiophenylodibenzothiophenyl, and the like), and
[0442] π-electron-deficient nitrogen-containing C 1 -C 60 The cyclic group may be i) a group T4, ii) a fused ring group in which two or more groups T4 are fused to each other, iii) a fused ring group in which at least one group T4 and at least one group T1 are fused to each other, iv) a fused ring group in which at least one group T4 and at least one group T3 are fused to each other, or v) a fused ring group in which at least one group T4, at least one group T1 and at least one group T3 are fused to each other (e.g., pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazole yl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, benzisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiopheneyl, azadibenzofuranyl, etc.),
[0443] The radical T1 can be cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantyl, norbornane (or bicyclo[2.2.1]heptane), norbornyl, bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane or phenyl,
[0444] The radical T2 can be furanyl, thienyl, 1H-pyrrolyl, thiolyl, borocyclopentyl, 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathiolyl, azaborolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, tetraazinyl, pyrrolidinyl, imidazolidinyl, dihydropyrrolyl, piperidinyl, tetrahydropyridinyl, dihydropyridinyl, hexahydropyrimidinyl, tetrahydropyrimidinyl, dihydropyrimidinyl, piperazinyl, tetrahydropyrazinyl, dihydropyrazinyl, tetrahydropyridazinyl or dihydropyridazinyl,
[0445] The group T3 may be furyl, thienyl, 1H-pyrrolyl, thiolyl or borocyclopentadienyl, and
[0446] The group T4 can be 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathioyl, azaborolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl or tetrazinyl.
[0447] As used herein, the terms "cyclic group", "C 3 -C 60 Carbocyclic group, "C 1 -C 60 Heterocyclic group", "π-electron-rich C 3 -C 60 Cyclic group" or "π-electron-deficient nitrogen-containing C 1 -C 60 The term "cyclic group" refers to a monovalent group or a polyvalent group fused (e.g., bonded together) to a cyclic group, depending on the structure of the formula using the corresponding term. For example, "phenyl" may be benzo, phenyl and / or phenylene, etc., which can be easily understood by a person of ordinary skill in the art based on the structure of the formula including "phenyl".
[0448] Depending on the context, in the present disclosure, a divalent group may refer to or may be a multivalent (eg, trivalent, tetravalent, etc., not just divalent) group, depending on, for example, the structure of a formula associated with the term used.
[0449] Unit Price C 3 -C 60 Carbocyclic groups and monovalent C 1 -C 60 Non-limiting examples of heterocyclic groups include C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, and a monovalent non-aromatic fused heteropolycyclic group, and a divalent C 3 -C 60 Carbocyclic groups and divalent C 1 -C 60 Non-limiting examples of heterocyclic groups include C 3 -C 10 Cycloalkylene, C 1 -C 10 Heterocycloalkylene, C 3 -C 10 Cycloalkenylene, C 1 -C 10 Heterocycloalkenylene, C 6 -C 60 Arylene, C 1 -C 60 a heteroarylene group, a divalent non-aromatic fused polycyclic group, and a divalent non-aromatic fused heteropolycyclic group.
[0450] As used herein, the term "C 1 -C 60 The term “alkyl” refers to a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and non-limiting examples thereof may be methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl and / or tert-decyl, etc. As used herein, the term “C 1 -C 60 "Alkylene" refers to C 1 -C 60 The alkyl group has a divalent group having substantially the same structure.
[0451] As used herein, the term "C 2 -C 60 "Alkenyl" refers to 2 -C 60 The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon double bond in the middle or at the end thereof, and non-limiting examples thereof may include vinyl, propenyl and / or butenyl, etc. As used herein, the term “C 2 -C 60 "Alkenylene" refers to C 2-C 60 An alkenyl group has a divalent group having substantially the same structure.
[0452] As used herein, the term "C 2 -C 60 "Alkynyl" refers to a C 2 -C 60 The alkyl group is a monovalent hydrocarbon group having at least one carbon-carbon triple bond in the middle or at the end thereof, and non-limiting examples thereof may include ethynyl and / or propynyl, etc. As used herein, the term “C 2 -C 60 "Alkynylidene" refers to a C 2 -C 60 Alkynyl groups have substantially the same structure as divalent groups.
[0453] As used herein, the term "C 1 -C 60 "Alkoxy" refers to -OA 101 (A 101 C 1 -C 60 The term "alkyl" refers to a monovalent group represented by an alkyl group, and non-limiting examples thereof may include a methoxy group, an ethoxy group, and / or an isopropoxy group.
[0454] As used herein, the term "C 3 -C 10 The term "cycloalkyl" as used herein refers to a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and non-limiting examples thereof may be cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl and / or bicyclo[2.2.2]octyl, and the like. As used herein, the term "Cycloalkyl" refers to a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and non-limiting examples thereof may be cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl and / or bicyclo[2.2.2]octyl, and the like. 3 -C 10 "Cycloalkylene" refers to 3 -C 10 The cycloalkyl group has a divalent group having substantially the same structure.
[0455] As used herein, the term "C 1 -C 10 The term "heterocycloalkyl" as used herein refers to a monovalent cyclic group of 1 to 10 carbon atoms further including at least one heteroatom as a ring-forming atom in addition to carbon atoms, and non-limiting examples thereof may be 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl and / or tetrahydrothienyl, etc. 1 -C 10 "Heterocycloalkylene" refers to a C 1 -C 10 The heterocycloalkyl group has a divalent group having substantially the same structure.
[0456] As used herein, the term "C 3 -C 10 The term "cycloalkenyl" as used herein refers to a monovalent cyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and having no aromaticity, and non-limiting examples thereof may be cyclopentenyl, cyclohexenyl and / or cycloheptenyl, etc. 3 -C 10 "Cycloalkenylene" refers to 3 -C 10 The cycloalkenyl group is a divalent group having substantially the same structure.
[0457] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl group" refers to a monovalent cyclic group of 1 to 10 carbon atoms which further includes at least one heteroatom as a ring-forming atom in addition to carbon atoms in its ring structure and has at least one double bond. 1 -C 10 Non-limiting examples of heterocycloalkenyl groups include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl and / or 2,3-dihydrothienyl, etc. As used herein, the term “C 1 -C 10 "Heterocycloalkenylene" refers to a C 1 -C 10 The heterocycloalkenyl group has a divalent group having substantially the same structure.
[0458] As used herein, the term "C 6 -C 60 "Aryl" refers to a monovalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms, and as used herein, the term "C 6 -C 60 "Arylene" refers to a divalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms. 6 -C 60 Non-limiting examples of aryl groups may be phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, perylenyl, pentaphenanthrenyl, heptalenyl, tetracenyl, pyrenyl, hexenyl, pentacene, rubenyl, coronenyl and / or ovalenyl, etc. When C 6 -C 60 Aryl and C 6 -C 60 When the arylene groups each include two or more rings, these rings may be fused to each other.
[0459] As used herein, the term "C 1 -C 60"Heteroaryl" refers to a monovalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms which further includes at least one heteroatom as a ring-forming atom in addition to carbon atoms. As used herein, the term "C 1 -C 60 The term "heteroarylene" refers to a divalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms which further includes at least one heteroatom as a ring-forming atom in addition to carbon atoms. 1 -C 60 Non-limiting examples of heteroaryl groups may be pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthrolinyl, phthalazinyl and / or naphthyridinyl, etc. When C 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene groups each include two or more rings, these rings may be fused to each other.
[0460] The term "monovalent non-aromatic fused polycyclic group" as used herein refers to a monovalent group (e.g., having 8 to 60 carbon atoms) having two or more rings fused to each other, only carbon atoms as ring-forming atoms, and generally having no aromaticity in its entire molecular structure. Non-limiting examples of monovalent non-aromatic fused polycyclic groups may be indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthryl and / or indenoanthryl, etc. The term "divalent non-aromatic fused polycyclic group" as used herein refers to a divalent group having substantially the same structure as a monovalent non-aromatic fused polycyclic group.
[0461] The term “monovalent non-aromatic fused heteropolycyclic group” as used herein refers to a monovalent group (for example, having 1 to 60 carbon atoms) having two or more rings fused to each other, further including at least one heteroatom as a ring-constituting atom in addition to carbon atoms, and having no aromaticity in its entire molecular structure as a whole. Non-limiting examples of the monovalent non-aromatic condensed heteropolycyclic group may be pyrrolyl, thienyl, furanyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothioyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothioyl, dibenzothiophenyl, dibenzofuranyl, azacarbazolyl, azafluorenyl, azadibenzothioyl, azadibenzothiophenyl, azadibenzofuranyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl The term "divalent non-aromatic fused heteropolycyclic group" as used herein refers to a divalent group having substantially the same structure as the monovalent non-aromatic fused heteropolycyclic group.
[0462] As used herein, the term "C 6 -C 60 "Aryloxy" refers to -OA 102 (A 102 C 6 -C 60 aryl), and as used herein, the term "C 6 -C 60 "Arylthio" refers to -SA 103 (A 103 C 6 -C 60 aryl).
[0463] As used herein, the term "C 7 -C 60 "Aralkyl" refers to -A 104 A 105 (A 104 C 1 -C 54 Alkylene, and A 105 C 6 -C 59aryl), and as used herein, the term "C 2 -C 60 "Heteroaralkyl" refers to -A 106 A 107 (A 106 C 1 -C 59 Alkylene, and A 107 C 1 -C 59 heteroaryl).
[0464] As used herein, the term " 10a " can be:
[0465] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;
[0466] Each unsubstituted or substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof;
[0467] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or
[0468] -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ).
[0469] The Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C 1 -C 60 Alkyl; C 2 -C 60 Alkenyl; C 2 -C 60 Alkynyl; C 1 -C 60 alkoxy; or each unsubstituted or substituted by C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 alkoxy, phenyl, biphenyl or any combination thereof.
[0470] As used herein, the term "heteroatom" refers to any atom other than a carbon atom and a hydrogen atom. Non-limiting examples of heteroatoms may be O, S, N, P, Si, B, Ge, Se, and any combination thereof.
[0471] The term "transition metal" as used herein includes Hf, Ta, W, Re, Os, Ir, Pt and / or Au, among others.
[0472] The term "Ph" as used herein refers to a phenyl group, the term "Me" as used herein refers to a methyl group, the term "Et" as used herein refers to an ethyl group, and the terms "tert-Bu" or "Bu" as used herein refer to an ethyl group. t ” refers to a tert-butyl group, and the term “OMe” as used herein refers to a methoxy group.
[0473] As used herein, the term "biphenyl" refers to a "phenyl group substituted by a phenyl group". In some embodiments, the "biphenyl group" is a group having C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.
[0474] As used herein, the term "terphenyl" refers to a "phenyl group substituted by a biphenyl group". In some embodiments, the "terphenyl group" may be a phenyl group substituted by a C 6 -C 60 Aryl substituted C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.
[0475] Unless otherwise defined, * and *' as used herein each refer to a bonding site to an adjacent atom in the corresponding formula or moiety.
[0476] The x-axis, y-axis, and z-axis used herein are not limited to the three axes in the orthogonal coordinate system, and can be broadly interpreted as including these axes. For example, the x-axis, y-axis, and z-axis can refer to those axes that are orthogonal to each other, or can refer to those axes in different directions that are not orthogonal to each other.
[0477] Hereinafter, compounds according to one or more embodiments and light-emitting devices according to one or more embodiments will be described in more detail with reference to synthesis examples and examples. The phrase "replacing A with B" used when describing synthesis examples means replacing A with the same molar equivalent of B.
[0478] Example
[0479] Synthesis Example 1: Synthesis of Compound 2
[0480]
[0481] Synthesis of intermediate 2-1
[0482] 4-Bromo-3-fluoro-1,1'-biphenyl-2',3',4',5',6'-d 5 (1 eq) and 3-(phenyl-d 5 )-9H-carbazole-1,2,4,5,6,7,8-d 7 (1 eq) in tris(dibenzylideneacetone)dipalladium(0)(Pd 2 (dba) 3 The reaction was carried out in the presence of ) (0.1 eq) to obtain intermediate 2-1. Intermediate 2-1 was identified by liquid chromatography-mass spectrometry (LC / MS).
[0483] C 30 H 3 D 17 FN M+1:431.49
[0484] Synthesis of compound 2
[0485] 3 g of intermediate 2-1, 2.37 g of 9H-3,9'-bicarbazole-1',2',3',4',5',6',7',8'-d8 3.7 g of tripotassium phosphate was added to a round-bottom flask (RB) and dissolved in 35 mL of dimethylformamide (DMF), and then the reaction solution was refluxed for 12 hours. After the reaction was completed, the reaction solution was subjected to an extraction process using ethyl acetate to collect the organic layer. The organic layer was dried using magnesium sulfate to obtain a residue. The residue was separated and purified by silica gel column chromatography to obtain 3.98 g (yield: 76%) of compound 2. Compound 2 was characterized by LC-MS and proton nuclear magnetic resonance spectroscopy ( 1 H-NMR) to identify.
[0486] C 54 H 10 D 25 N 3 M+1:751.52
[0487] Synthesis Example 2: Synthesis of Compound 4
[0488]
[0489] Synthesis of intermediate 4-1
[0490] 4-Bromo-3-fluoro-1,1'-biphenyl-2',3',4',5',6'-d 5 (1 eq) and 9H-carbazole-1,2,4,5,6,7,8-d 8 (1 eq) in tris(dibenzylideneacetone)dipalladium(0)(Pd 2 (dba) 3 The reaction was carried out in the presence of ) (0.1 eq) to obtain intermediate 4-1. Intermediate 4-1 was identified by liquid chromatography-mass spectrometry (LC / MS).
[0491] C 24 H 3 D 13 FN M+1: 357.71
[0492] Synthesis of compound 4
[0493] 3 g of intermediate 4-1, 2.42 g of 9H-3,9'-bicarbazole-1,1',2,2',3',4,4',5,5',6,6',7,7',8,8'-d 15 4.7 g of tripotassium phosphate was added to RB and dissolved in 35 mL of DMF, and then, the reaction solution was refluxed for 12 hours. After the reaction was completed, the reaction solution was subjected to an extraction process using ethyl acetate to collect an organic layer. The organic layer was dried using magnesium sulfate to obtain a residue. The residue was separated and purified by silica gel column chromatography to obtain 4.18 g (yield: 80%) of compound 4. Compound 4 was analyzed by LC-MS and1 Identified by H-NMR.
[0494] C 48 H 3 D 28 N 3 M+1: 678.52
[0495] Synthesis Example 3: Synthesis of Compound 6
[0496]
[0497] Synthesis of intermediate 6-1
[0498] 4-Bromo-3-fluoro-1,1'-biphenyl-2',3',4',5',6'-d 5 (1 eq) and 3,6-bis(phenyl-d 5 )-9H-carbazole-1,2,4,5,7,8-d 6 (1eq) in Pd 2 (dba) 3 The reaction was carried out in the presence of 2-nitropropene (0.1 eq) to obtain intermediate 6-1. Intermediate 6-1 was identified by LC / MS.
[0499] C 36 H 3 D 21 FN M+1:511.39
[0500] Synthesis of compound 6
[0501] 3 g of intermediate 6-1, 2.04 g of 9H-3,9'-bicarbazole-1,1',2,2',3',4,4',5,5',6,6',7,7',8,8'-d 15 3.12 g of tripotassium phosphate was added to RB and dissolved in 30 mL of DMF, and then, the reaction solution was refluxed for 12 hours. After the reaction was completed, the reaction solution was subjected to an extraction process using ethyl acetate to collect an organic layer. The organic layer was dried using magnesium sulfate to obtain a residue. The residue was separated and purified by silica gel column chromatography to obtain 3.44 g (yield: 70%) of compound 6. Compound 6 was analyzed by LC-MS and 1 Identified by H-NMR.
[0502] C 60 H 3 D 36 N 3 M+1: 838.64
[0503] Synthesis Example 4: Synthesis of Compound 9
[0504]
[0505] Synthesis of intermediate 9-1
[0506] 3-Bromo-4-fluoro-1,1'-biphenyl-2',3',4',5',6'-d 5 (1 eq) and 3,6-bis(phenyl-d 5 )-9H-carbazole-1,2,4,5,7,8-d 6 (1eq) in Pd 2 dba 3 The reaction was carried out in the presence of 2-nitropropene (0.1 eq) to obtain intermediate 9-1. Intermediate 9-1 was identified by LC / MS.
[0507] C 36 H 3 D 21 FN M+1: 511.40
[0508] Synthesis of compound 9
[0509] 3 g of intermediate 9-1 and 2 g of 9H-3,9'-bicarbazole-1',2',3',4',5',6',7',8'-d 8 3.12 g of tripotassium phosphate was added to RB and dissolved in 30 mL of DMF, and then the reaction solution was refluxed for 12 hours. After the reaction was completed, the reaction solution was subjected to an extraction process using ethyl acetate to collect an organic layer. The organic layer was dried using magnesium sulfate to obtain a residue. The residue was separated and purified by silica gel column chromatography to obtain 3.27 g (yield: 67%) of compound 9. Compound 9 was analyzed by LC-MS and 1 Identified by H-NMR.
[0510] C 60 H 10 D 29 N 3 M+1: 831.88
[0511] Synthesis Example 5: Synthesis of Compound 10
[0512]
[0513] Synthesis of Intermediate 10-1
[0514] 3-Bromo-4-fluoro-1,1'-biphenyl-2',3',4',5',6'-d 5 (1 eq) and 9H-carbazole-1,2,3,4,5,6,7,8-d 8 (1eq) in Pd 2 (dba) 3The reaction was carried out in the presence of 2-nitropropene (0.1 eq) to obtain intermediate 10-1. Intermediate 10-1 was identified by LC / MS.
[0515] C 24 H 3 D 13 FN M+1: 351.47
[0516] Synthesis of compound 10
[0517] 3 g of intermediate 10-1, 2.98 g of 9H-3,9'-bicarbazole-1,1',2,2',3',4,4',5,5',6,6',7,7',8,8'-d 15 4.54 g of tripotassium phosphate was added to RB and dissolved in 40 mL of DMF, and then the reaction solution was refluxed for 12 hours. After the reaction was completed, the reaction solution was subjected to an extraction process using ethyl acetate to collect an organic layer. The organic layer was dried using magnesium sulfate to obtain a residue. The residue was separated and purified by silica gel column chromatography to obtain 4.47 g (yield: 77%) of compound 10. Compound 10 was analyzed by LC-MS and 1 Identified by H-NMR.
[0518] C 48 H 3 D 28 N 3 M+1: 678.52
[0519] Example 1
[0520] As the first electrode, Corning 15Ω / cm 2 The ITO glass substrate was cut into a size of 50 mm×50 mm×0.7 mm, ultrasonicated with isopropyl alcohol and then pure water for 5 minutes each, and then cleaned by exposure to ultraviolet rays and ozone for 30 minutes. The resulting ITO glass substrate was then loaded onto a vacuum deposition apparatus.
[0521] N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine (NPB) was vacuum deposited on the ITO glass substrate to form a hole injection layer. The hole injection layer was formed to have Then, mCP is vacuum deposited on the hole injection layer to form a hole transport layer. The hole transport layer is formed to have Thickness.
[0522] Then, an emission layer including a heterocyclic compound represented by Formula 1 is formed on the hole transport layer. Compound 2 and Ir(pmp) as a dopant material are mixed. 3 The weight ratio of 92:8 was co-deposited to form a thickness of The emission layer.
[0523] Subsequently, 3-(biphenyl-4-yl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ) was deposited on the emission layer to form a film with a thickness of Then, LiF as an alkali metal halide is deposited on the electron transport layer to form a layer with a thickness of An electron injection layer is formed by vacuum deposition of Al thereon to form a layer having a thickness of Thus, a LiF / Al electrode is formed to complete the manufacture of an organic light-emitting device.
[0524] The materials used in the above-mentioned organic light-emitting device can be represented by the following formula:
[0525]
[0526] Examples 2 to 5 and Comparative Examples 1 to 5
[0527] The organic light-emitting devices were each manufactured in substantially the same manner as in Example 1, except that a compound shown in Table 1 was used instead of Compound 2 when forming an emission layer.
[0528] Evaluation Example 1
[0529] To evaluate the characteristics of each of the organic light-emitting devices manufactured according to Examples 1 to 5 and Comparative Examples 1 to 5, the current at 10 mA / cm 2 The driving voltage, luminous efficiency, maximum quantum efficiency and emission color at a current density of . The driving voltage, luminous efficiency and emission color of each of the organic light-emitting devices were measured by using a source meter (Keithley Instrument Inc., 2400 series), and the maximum quantum efficiency was measured by using an external quantum efficiency measurement device C9920-2-12 of Hamamatsu Photonics Inc. When evaluating the maximum quantum efficiency, the brightness was measured by using a luminance meter calibrated for wavelength sensitivity, and the maximum quantum efficiency was converted by assuming the introduction of an angular brightness distribution (Lambert) of an ideal diffuse reflector. The evaluation results of the characteristics of each of the organic light-emitting devices are shown in Table 1.
[0530] Table 1
[0531] category Emission Layer Driving voltage(V) Luminous efficiency (cd / A) Maximum quantum efficiency (%) Emission Color Example 1 Compound 2 4.0 19.5 29.1 blue Example 2 Compound 4 3.8 19.9 29.5 blue Example 3 Compound 6 4.2 18.6 28.4 blue Example 4 Compound 9 4.4 18.1 27.6 blue Example 5 Compound 10 4.1 18.9 28.7 blue Comparative Example 1 Compound C1 5.7 12.8 22.4 blue Comparative Example 2 Compound C2 4.9 11.2 20.8 blue Comparative Example 3 Compound C3 5.3 12.0 21.5 blue Comparative Example 4 Compound C4 4.6 15.4 25.2 blue Comparative Example 5 Compound C5 4.9 12.2 22.6 blue
[0532]
[0533] Referring to the results of Table 1, it is confirmed that each of the organic light-emitting devices of Examples 1 to 5 has excellent or appropriate driving voltage and high efficiency compared to the organic light-emitting devices of Comparative Examples 1 to 5.
[0534] According to one or more embodiments of the present disclosure, by including the heterocyclic compound represented by Formula 1, the light-emitting device can have significantly improved color purity and thus have excellent or appropriate driving voltage and efficiency characteristics, and high-quality electronic devices and electronic equipment can be manufactured by using the light-emitting device.
[0535] In the present disclosure, it will be understood that the terms “comprise(s)”, “include(s)” or “have / has” indicate the presence of stated features, integers, steps, operations, elements and / or components, but do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components and / or groups thereof.
[0536] Throughout this disclosure, when it is mentioned that a component (such as a layer, film, region, or plate) is placed "on" another component (such as a layer, film, region, or plate), it will be understood that it can be directly on the other component (such as a layer, film, region, or plate) or another component (such as a layer, film, region, or plate) can be inserted therebetween. In some embodiments, "directly on..." can mean that there are no additional layers, films, regions, plates, etc. between the layer, film, region, plate, etc. and other parts. For example, "directly on..." can mean that two layers or two components are arranged without using additional components such as bonding components therebetween.
[0537] In the present disclosure, although the terms "first", "second", etc. may be used as described herein to describe one or more elements, components, regions and / or layers, these elements, components, regions and / or layers should not be limited by these terms. These terms are only used to distinguish one component from another component.
[0538] As used herein, the singular forms "a", "an", "one", and "the" are intended to include the plural forms as well, unless the context clearly indicates otherwise. Further, the use of "may" when describing embodiments of the present disclosure refers to "one or more embodiments of the present disclosure."
[0539] As used herein, the terms "substantially," "about," or similar terms are used as terms of approximation and not as terms of degree, and are intended to take into account the inherent deviations of measured or calculated values that one of ordinary skill in the art will recognize. "About," as used herein, includes the recited value and means within an acceptable range of deviations of the particular value as determined by one of ordinary skill in the art taking into account the measurement in question and the errors associated with the measurement of the particular quantity (i.e., the limitations of the measurement system). For example, "about" may mean within one or more standard deviations of the recited value, or within ±30%, ±20%, ±10%, or ±5% of the recited value.
[0540] Any numerical range set forth in this article is intended to include all sub-ranges of the same numerical precision falling within the range set forth. For example, the range of "1.0 to 10.0" is intended to include between the minimum value of 1.0 set forth and the maximum value of 10.0 set forth (and including 1.0 and 10.0), that is, all sub-ranges with a minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, such as, for example, 2.4 to 7.6. Any maximum numerical limit set forth in this article is intended to include all lower numerical limits falling therein and any minimum numerical limit set forth in this disclosure is intended to include all higher numerical limits falling therein. Accordingly, the applicant reserves the right to modify the disclosure including the claims to explicitly set forth any sub-range falling within the range explicitly set forth herein.
[0541] The light-emitting device, light-emitting device, display device, electronic device, electronic equipment or any other related device or component according to the embodiment of the present disclosure described herein can be implemented using any appropriate hardware, firmware (e.g., a dedicated integrated circuit), software or a combination of software, firmware and hardware. For example, the various components of the device can be formed on an integrated circuit (IC) chip or on a separate IC chip. Further, the various components of the device can be implemented on a flexible printed circuit film, a tape carrier package (TCP) or a printed circuit board (PCB), or formed on a substrate. Further, the various components of the device can be processes or threads running on one or more processors in one or more computing devices, executing computer program instructions and interacting with other system components to perform various functions described herein. The computer program instructions are stored in a memory, which can be implemented in a computing device using a standard memory device (such as, for example, a random access memory (RAM)). The computer program instructions may also be stored in other non-temporary computer-readable media (such as, for example, a CD-ROM or a flash drive, etc.). Furthermore, those skilled in the art will recognize that the functionality of various computing devices may be combined or integrated into a single computing device, or the functionality of a dedicated computing device may be distributed across one or more other computing devices without departing from the scope of the embodiments of the present disclosure.
[0542] It should be understood that the embodiments described herein should be considered in a descriptive sense only and not for limiting purposes. The description of features or aspects in each embodiment should generally be considered to be applicable to other similar features or aspects in other embodiments. Although one or more embodiments have been described with reference to the accompanying drawings, it will be understood by those of ordinary skill in the art that one or more appropriate changes in form and detail may be made therein without departing from the spirit and scope defined by the appended claims and their equivalents.
Claims
1. A light emitting device, comprising: a first electrode; a second electrode facing the first electrode; an interlayer between the first electrode and the second electrode and including an emitting layer; as well as A heterocyclic compound represented by Formula 1: Formula 1 Formula 2 Among them, in formula 1 and formula 2, a1 is an integer selected from 1 to 4, R1, R 21 To R 28 and R 31 To R 35 Each is independently a group represented by Formula 2, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C7-C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 heteroarylalkyl, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2), At least one selected from a1 number of R1 is a group represented by Formula 2, Selected from R 21 To R 28 At least one of them is a group represented by Formula 2, R 41 To R 48 Each is independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or replaced by at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C7-C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 heteroarylalkyl, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2), Selected from R1, R 21 To R 28 , R 31 To R 35 and R 41 To R 48 Two or more of the R 10a Substituted C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, R 10a for: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; Each unsubstituted or substituted C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof; Each unsubstituted or substituted C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each independently is: Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 alkoxy; or Each unsubstituted or substituted C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl: deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 alkoxy, phenyl, biphenyl or any combination thereof, and *Indicates the bonding site to the adjacent atom. 2 . The light emitting device of claim 1 , wherein the emission layer comprises a host and a dopant, the host comprising the heterocyclic compound represented by Formula 1. 3 .
3. An electronic device comprising the light emitting device according to any one of claims 1 and 2.
4. An electronic device comprising the light emitting device according to any one of claims 1 and 2.
5. A heterocyclic compound represented by Formula 1: Formula 1 Formula 2 in, In equation 1 and equation 2, a1 is an integer selected from 1 to 4, R1, R 21 To R 28 and R 31 To R 35 Each is independently a group represented by Formula 2, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C7-C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 heteroarylalkyl, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2), At least one selected from a1 number of R1 is a group represented by Formula 2, Selected from R 21 To R 28 At least one of them is a group represented by Formula 2, R 41 To R 48 Each is independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or replaced by at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C7-C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 heteroarylalkyl, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2), Selected from R1, R 21 To R 28 , R 31 To R 35 and R 41 To R 48 Two or more of the R 10a Substituted C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, R 10a for: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; Each unsubstituted or substituted C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof; Each unsubstituted or substituted C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each independently is: Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 alkoxy; or Each unsubstituted or substituted C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl: deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 alkoxy, phenyl, biphenyl or any combination thereof, and *Indicates the bonding site to the adjacent atom.
6. The heterocyclic compound as claimed in claim 5, wherein R1, R 21 To R 28 and R 31 To R 35 Each is independently a group represented by Formula 2, hydrogen or deuterium.
7. The heterocyclic compound as claimed in claim 5, wherein R 41 To R 48 are each independently hydrogen, deuterium, or unsubstituted or substituted with at least one R 10a Substituted phenyl.
8. The heterocyclic compound as claimed in claim 5, wherein R 23 and R 26 At least one of them is a group represented by Formula 2.
9. The heterocyclic compound according to claim 5, wherein the heterocyclic compound represented by Formula 1 is represented by one selected from Formula 1-1 to Formula 1-3: Formula 1-1 Formula 1-2 Formula 1-3 In Formula 1-1 to Formula 1-3, R 21 To R 28 and R 31 To R 35 are each the same as defined in Formula 1, and R 11 To R 14 are each independently the same as defined for R1 in Formula 1.
10. The heterocyclic compound according to claim 5, wherein the heterocyclic compound represented by Formula 1 is one selected from Compound 1 to Compound 12:
Citation Information
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