Light-emitting device, electronic device, electronic equipment, and amine-containing compound

By using an amine-containing compound represented by Formula 1 as an intermediate layer material in the light-emitting device, hole transport capability and thermal stability are improved, solving the problems of high driving voltage, low luminous efficiency and short lifetime in the prior art, and achieving more efficient light-emitting performance.

CN119263993APending Publication Date: 2025-01-07SAMSUNG DISPLAY CO LTD
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Patent Information

Application Number
CN202410510786.5
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2023-07-06
Filing Date
2024-04-25
Publication Date
2025-01-07

AI Technical Summary

Technical Problem

Existing light-emitting devices have shortcomings in hole transport capability and thermal stability, resulting in problems such as high driving voltage, low luminous efficiency and short lifespan.

Method used

Using an amine-containing compound represented by Formula 1 as an intermediate layer material, the hole transport capability is improved and the thermal stability is enhanced by connecting multiple amine linkers with two phenyl-substituted p-terphenyl groups, thereby reducing the sublimation temperature.

Benefits of technology

It achieves the effects of reducing driving voltage, enhancing luminous efficiency and extending lifespan, and exhibits excellent performance, especially in organic light-emitting devices.

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Abstract

Provided are a light-emitting device including an amine-containing compound represented by Formula 1, an electronic apparatus and electronic equipment including the light-emitting device, and an amine-containing compound represented by Formula 1 wherein variables in Formula 1 are defined in the specification. Formula 1 # imgabs0 #
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Description

[0001] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0087895 filed in the Korean Intellectual Property Office on July 6, 2023, the entire contents of which are incorporated herein by reference. Technical Field

[0002] One or more embodiments of the present disclosure relate to a light emitting device including an amine-containing compound, an electronic device and electronic equipment including the light emitting device, and the amine-containing compound. Background Art

[0003] Among light emitting devices, self-emitting devices (eg, organic light emitting devices) have relatively wide viewing angles, high contrast, short response times, and excellent or suitable characteristics in terms of brightness, driving voltage, and response speed.

[0004] In the light-emitting device, a first electrode is disposed on a substrate, and a hole transport region, an emission layer, an electron transport region, and a second electrode are sequentially disposed 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. These excitons transition from an excited state and decay to a ground state, thereby generating light. Summary of the invention

[0005] One or more aspects of the embodiments of the present disclosure relate to a light emitting device including an amine-containing compound, an electronic device and electronic equipment including the light emitting device, and the amine-containing compound.

[0006] Additional aspects will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the presented embodiments of the disclosure.

[0007] According to one or more embodiments of the present disclosure, a light emitting device includes:

[0008] a first electrode;

[0009] a second electrode facing the first electrode; and

[0010] an intermediate layer between the first electrode and the second electrode and including an emission layer, and

[0011] The light emitting device further includes an amine-containing compound represented by Formula 1:

[0012]

[0013] Among them, in formula 1,

[0014] R 1To R 5 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkylthio, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),

[0015] L 1 To L 6 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 30 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 30 Heterocyclic group,

[0016] Ar 1 To Ar 4 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 30 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 30 Heterocyclic group,

[0017] a1 and a3 may each independently be an integer from 1 to 4,

[0018] a2 and a4 may each independently be an integer from 1 to 5,

[0019] a5 can be 1 or 2,

[0020] b1 to b6 may each independently be an integer from 0 to 5,

[0021] When b1 is 0, * -(L 1 ) b1 - *′ Can be a single bond, when b2 is 0, * -(L 2 ) b2 - *′ It can be a single bond. When b3 is 0, * -(L 3 ) b3 - *′ It can be a single bond. When b4 is 0, * -(L 4 ) b4 - *′ It can be a single bond. When b5 is 0, * -(L 5 ) b5 - *′ can be a single bond, and when b6 is 0, * -(L 6 ) b6 - *′ Can be a single key,

[0022] c1 to c4 may each independently be an integer from 1 to 5,

[0023] R 10a It can be:

[0024] hydrogen, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0025] Unsubstituted or substituted with 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, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q12 )、-C(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0026] Unsubstituted or substituted with 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, -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 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy or C 6 -C 60 arylthio; or

[0027] -Si(Q 31 )(Q 32 )(Q33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 ) or -P(=O)(Q 31 )(Q 32 ),and

[0028] 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 unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 C alkoxy, phenyl, biphenyl or any combination thereof 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group.

[0029] According to one or more embodiments of the present disclosure, an electronic device includes a light emitting device.

[0030] According to one or more embodiments of the present disclosure, electronic equipment includes a light emitting device.

[0031] According to one or more embodiments of the present disclosure, an amine-containing compound represented by Formula 1 is provided. BRIEF DESCRIPTION OF THE DRAWINGS

[0032] 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 disclosure will become more apparent through the following description in conjunction with the accompanying drawings, in which:

[0033] Figure 1 is a schematic diagram of the structure of a light emitting device according to one or more embodiments of the present disclosure;

[0034] Figure 2 is a schematic diagram of a structure of an electronic device according to one or more embodiments of the present disclosure;

[0035] Figure 3 is a schematic diagram of a structure of an electronic device according to one or more embodiments of the present disclosure; and

[0036] Figure 4 , Figure 5 , Fig. 6A , Figure 6B and Figure 6C Each of them is a schematic diagram of the structure of electronic equipment according to one or more embodiments of the present disclosure. DETAILED DESCRIPTION

[0037] Now will refer to embodiment in more detail, the example of embodiment is shown in the accompanying drawings, wherein, the same reference numeral refers to the same element throughout the present disclosure, and for the sake of simplicity, its repeated description may not be provided.In this respect, the embodiment of the present disclosure may have different forms, and should not be interpreted as being limited to the description set forth herein.Therefore, the embodiment of the present disclosure is described only by reference to the accompanying drawings, to explain the aspects of the present disclosure.As utilized herein, the term "and / or" or "or" may include any combination and all combinations of one or more of the related listed items.In the entire disclosure, when such as "at least one (kind / person) in ... ", "one (kind / person) in ... " and "selected from ... " are expressed before / after a column of elements (elements), the entire column of elements (elements) is modified, rather than the individual elements (elements) of the list being modified. For example, "at least one of a, b and c", "at least one selected from a, b and c", "at least one selected from a to c", etc. may represent only a, only b, only c, both a and b (e.g., simultaneously), both a and c (e.g., simultaneously), both b and c (e.g., simultaneously), all of a, b and c, or variations thereof. Depending on the circumstances, the " / " used herein may be interpreted as "and" or "or".

[0038] According to one or more embodiments of the present disclosure, there is provided an amine-containing compound represented by Formula 1:

[0039]

[0040] In Formula 1, R 1 To R 5 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkylthio, -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ).

[0041] About R 10a and Q 1 To Q 3 Details can be found in the description provided elsewhere herein.

[0042] In Formula 1, a1 and a3 may each independently be an integer of 1 to 4, a2 and a4 may each independently be an integer of 1 to 5, and a5 may be 1 or 2. When a1 is 2 or greater, R 1 Two or more of may be the same or different from each other. When a2 is 2 or greater, R 2 Two or more of may be the same or different from each other. When a3 is 2 or greater, R 3 Two or more of may be the same or different from each other. When a4 is 2 or greater, R 4 Two or more of may be the same or different from each other, and when a5 is 2, two R 5 May be the same as or different from each other.

[0043] In one or more embodiments, R 1 To R 5 can all independently be:

[0044] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl or C 1 -C 20 Alkoxy;

[0045] All substituted with deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, C 1 -C 20 C alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridinyl, pyrimidinyl, or any combination thereof 1 -C 20 Alkyl or C 1 -C 20 Alkoxy;

[0046] All are unsubstituted or substituted with hydrogen, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, (C 1 -C 10 alkyl)phenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthryl, pyrenyl, yl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzothiazolyl, benzisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazine, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, -O(Q31 )、-S(Q 31 )、-Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-P(=O)(Q 31 )(Q 32 ) or any combination thereof, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl or cycloheptenyl; or

[0047] -C(Q 1 )(Q 2 )(Q 3 )、-Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O) 2 (Q 1 ) or -P(=O)(Q 1 )(Q 2 ),and

[0048] Q 1 To Q 3 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 unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 C alkoxy, phenyl, biphenyl or any combination thereof 3 -C 60 Carbocyclic or C 1-C 60 Heterocyclic group.

[0049] In one or more embodiments, R 1 To R 5 can all independently be:

[0050] Hydrogen, deuterium, -F, -Cl, -Br, -I, cyano or C 1 -C 20 alkyl;

[0051] Substituted with deuterium, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , cyano, C 1 -C 10 C alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, or any combination thereof 1 -C 20 alkyl;

[0052] All are unsubstituted or substituted with hydrogen, -F, -Cl, -Br, -I, -CD 3 、-CD 2 H.-CDH 2 , -CF 3 , -CF 2 H, -CFH 2 , cyano, C 1 -C 20 alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, -Si(Q 31 )(Q 32 )(Q 33 ) or any combination thereof, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl or cycloheptenyl; or

[0053] -C(Q 1 )(Q 2 )(Q 3 ) or -Si(Q 1 )(Q 2 )(Q 3 ),and

[0054] Q 1 To Q 3 and Q 31 To Q33 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl or C 2 -C 60 Alkynyl.

[0055] In one or more embodiments, R 1 To R 5 and may each independently be hydrogen or deuterium.

[0056] In formula 1, L 1 To L 6 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 30 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 30 Heterocyclic group.

[0057] About R 10a The details can be found in the description provided herein.

[0058] In Formula 1, b1 to b6 may each independently be an integer of 0 to 5. When b1 is 2 or greater, L 1 Two or more of them may be the same or different from each other. When b2 is 2 or greater, L 2 Two or more of may be the same or different from each other. When b3 is 2 or greater, L 3 Two or more of them may be the same or different from each other. When b4 is 2 or greater, L 4 Two or more of them may be the same or different from each other. When b5 is 2 or greater, L 5 Two or more of L may be the same as or different from each other, and when b6 is 2 or greater, L 6 Two or more of may be the same as or different from each other.

[0059] In one or more embodiments, when b1 is 0, * -(L 1 ) b1 - *′ Can be a single bond, when b2 is 0, * -(L 2 ) b2 - *′ It can be a single bond. When b3 is 0, * -(L 3 ) b3 - *′It can be a single bond. When b4 is 0, * -(L 4 ) b4 - *′ It can be a single bond. When b5 is 0, * -(L 5 ) b5 - *′ can be a single bond, and when b6 is 0, * -(L 6 ) b6 - *′ Can be a single bond.

[0060] In one or more embodiments, L 1 To L 6 can all independently be:

[0061] unsubstituted or substituted with at least one R 10a phenyl group, unsubstituted or substituted with at least one R 10a The naphthyl group, unsubstituted or substituted with at least one R 10a The carbazole group is unsubstituted or substituted with at least one R 10a The fluorene group is unsubstituted or substituted with at least one R 10a The dibenzofuranyl group is either unsubstituted or substituted with at least one R 10a of the dibenzothiophene group.

[0062] In one or more embodiments, L 1 To L 6 Each may be independently a group represented by one selected from Formula L1 to Formula L3 and Formula L7 to Formula L13:

[0063]

[0064] Among them, in Formulas L1 to L3 and Formulas L7 to L13,

[0065] R 6 About R 10a The same definition,

[0066] a64 can be an integer from 0 to 4.

[0067] a66 can be an integer from 0 to 6, and

[0068] * and *' both represent the binding sites with adjacent atoms.

[0069] In one or more embodiments, b5 and b6 may both be zero.

[0070] In formula 1, Ar 1 To Ar 4may be independently unsubstituted or substituted with at least one R 10a C 3 -C 30 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 30 Heterocyclic group.

[0071] About R 10a The details can be found in the description provided herein.

[0072] In Formula 1, c1 to c4 may each independently be an integer of 1 to 5. When c1 is 2 or greater, Ar 1 Two or more of them may be the same or different from each other. When c2 is 2 or greater, Ar 2 Two or more of them may be the same or different from each other. When c3 is 2 or greater, Ar 3 Two or more of may be the same or different from each other, and when c4 is 2 or greater, Ar 4 Two or more of may be the same as or different from each other.

[0073] In one or more embodiments, Ar 1 To Ar 4 may be each independently a group represented by one selected from formula AR1 to formula AR16:

[0074]

[0075]

[0076] Among them, in formulas AR1 to AR16,

[0077] CY 1 To CY 4 can all be independently C 5 -C 30 Carbocyclic or C 1 -C 30 Heterocyclic group,

[0078] Y 1 Can be O, S, N (T 5 )、P(T 5 )、C(T 5 )(T 6 ) or Si(T 5 )(T 6 ),

[0079] Y 2 Can be N, P, C (T 5 ) or Si(T 5 ),

[0080] T 1 To T 6 can be independently compared with the 10a The same definition,

[0081] c3 can be an integer from 0 to 3,

[0082] c4 can be an integer from 0 to 4,

[0083] c5 can be an integer from 0 to 5,

[0084] c7 can be an integer from 0 to 7,

[0085] c9 can be an integer from 0 to 9,

[0086] ca to cd may each independently be an integer from 0 to 10, and

[0087] * indicates the binding site with the adjacent atom.

[0088] In one or more embodiments, selected from Ar 1 To Ar 4 At least one of them may be selected from the groups represented by Formula AR14 to Formula AR16.

[0089] In one or more embodiments, CY 1 To CY 4 Each may independently be benzene or naphthalene.

[0090] In one or more embodiments, Y 1 Can be O, S or C (T 5 )(T 6 ),and

[0091] Y 2 It can be C(T 5 ).

[0092] In one or more embodiments, the amine-containing compound may satisfy at least one condition selected from Condition 1 to Condition 4:

[0093] Condition 1

[0094] In formula 1, Ar 1 with Ar 2 ,Ar 3 and Ar 4 At least one of the

[0095] Condition 2

[0096] In formula 1, Ar 2 with Ar 1 ,Ar 3and Ar 4 At least one of the

[0097] Condition 3

[0098] In formula 1, Ar 3 with Ar 1 ,Ar 2 and Ar 4 At least one of the

[0099] Condition 4

[0100] In formula 1, Ar 4 with Ar 1 ,Ar 2 and Ar 3 At least one of is different.

[0101] Unless otherwise defined, R in Formula 1 10a It can be:

[0102] hydrogen, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0103] Unsubstituted or substituted with 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, -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 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0104] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1 -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, -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 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy or C 6 -C 60 arylthio; or

[0105] -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 ).

[0106] Unless otherwise defined, Q in Equation 1 is 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q31 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 unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 C alkoxy, phenyl, biphenyl or any combination thereof 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group.

[0107] In one or more embodiments, the amine-containing compound can be selected from Compound 1 to Compound 308:

[0108]

[0109]

[0110]

[0111]

[0112]

[0113]

[0114]

[0115]

[0116]

[0117]

[0118]

[0119]

[0120]

[0121] The amine-containing compound represented by Formula 1 includes a p-terphenyl group substituted by two phenyl groups through a linker connecting multiple amines, and the two phenyl groups substituted on the p-terphenyl group do not include substituents such as aryl and / or heteroaryl groups. Therefore, the amine-containing compound represented by Formula 1 can exhibit excellent or suitable hole transport capabilities while maintaining a relatively small molecular weight. Therefore, compared with a comparative compound including a p-terphenyl group substituted by two phenyl groups including a substituent group (such as aryl and / or heteroaryl groups, etc.) with a large molecular weight, the amine-containing compound represented by Formula 1 can have a low sublimation temperature and excellent or suitable thermal stability. In one or more embodiments, compared with a comparative compound including a p-terphenyl group substituted by two phenyl groups including a substituent group (such as aryl and / or heteroaryl groups, etc.) with a large molecular weight, the amine-containing compound represented by Formula 1 causes relatively little stacking. Therefore, assuming the same molecular weight, the increase in sublimation temperature can be relatively small compared to the increase in molecular weight. Due to this low sublimation temperature and excellent or suitable thermal stability, the amine-containing compound represented by Formula 1 can exhibit enhanced luminous efficiency during the deposition process. For example, the thermal stability of amine-containing compounds can be determined by the first derivative peak temperature (Tp) in vacuum thermogravimetric analysis.

[0122] In one or more embodiments, in the amine-containing compound represented by Formula 1, two amine groups are connected through a p-terphenyl group substituted with two phenyl groups, and the p-terphenyl group substituted with two phenyl groups does not contain an additional amine substituent, such as -N(Q 1 )(Q 2 ) etc. Therefore, the amine-containing compound represented by Formula 1 satisfies an appropriate or suitable energy level for injecting holes into the emission layer, thereby exhibiting improved hole transport capability, and thus, when applied to a light-emitting device, the driving voltage can be reduced. For example, an appropriate or suitable energy level for injecting holes into the emission layer can be determined by the highest occupied molecular orbital (HOMO) energy level of the amine-containing compound.

[0123] Therefore, by using the amine-containing compound represented by Formula 1, an electronic device (eg, an organic light-emitting device) having a reduced driving voltage, enhanced luminous efficiency and brightness, and increased lifespan may be realized.

[0124] A synthesis method of the amine-containing compound represented by Formula 1 may be recognized by a person of ordinary skill in the art with reference to synthesis examples and / or examples to be described later.

[0125] According to one or more embodiments of the present disclosure, at least one of the amine-containing compounds represented by Formula 1 can be used in a light-emitting device (e.g., an organic light-emitting device). Therefore, a light-emitting device is provided, which may include: a first electrode; a second electrode facing the first electrode; and an intermediate layer between the first electrode and the second electrode and including an emission layer, the intermediate layer including the amine-containing compound represented by Formula 1 as described herein.

[0126] In one or more embodiments,

[0127] The first electrode of the light emitting device may be an anode,

[0128] The second electrode of the light emitting device may be a cathode,

[0129] The intermediate layer may further include a hole transport region between the first electrode and the emission layer and an electron transport region between the emission layer and the second electrode.

[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, and

[0131] 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.

[0132] In one or more embodiments, the amine-containing compound may be included between the first electrode and the second electrode of the light-emitting device. Thus, the amine-containing compound may be included in an intermediate layer of the light-emitting device, for example, in a hole transport region of the intermediate layer.

[0133] In one or more embodiments, the hole transport layer may include an amine-containing compound.

[0134] In one or more embodiments, the emission layer in the intermediate layer of the light emitting device may include a dopant and a host. The emission layer may emit red light, green light, blue light, or white light (e.g., combined white light). For example, in some embodiments, the emission layer may emit blue light. The blue light may have a maximum emission wavelength of, for example, about 400 nm to about 490 nm.

[0135] In one or more embodiments, the maximum emission wavelength of blue light can be in the range of about 430nm to about 480nm, about 430nm to about 475nm, about 440nm to about 475nm, about 450nm to about 475nm, about 430nm to about 470nm, about 440nm to about 470nm, about 450nm to about 470nm, about 430nm to about 465nm, about 440nm to about 465nm, about 450nm to about 465nm, about 430nm to about 460nm, about 440nm to about 460nm, or about 450nm to about 460nm.

[0136] In one or more embodiments, the host can include an amine-containing compound. For example, an amine-containing compound can serve as a host.

[0137] In one or more embodiments, the emission layer in the intermediate layer of the light-emitting device may include a dopant and a host, the dopant may include a transition metal-containing compound, and the transition metal-containing compound may include a transition metal and m ligands. In this regard, m may be an integer from 1 to 6, the m ligands may be the same as or different from each other, at least one of the m ligands and the transition metal may be connected to each other via a carbon-transition metal bond, and the carbon-transition metal bond may be a coordination bond. For example, at least one of the m ligands may be a carbene ligand (e.g., Ir(pmp) 3 The transition metal may be, for example, iridium, platinum, osmium, palladium, rhodium, gold, etc. In one or more embodiments, the dopant may emit blue light. For more details about the emission layer and the dopant, reference may be made to the description provided herein.

[0138]

[0139] In one or more embodiments, the emission layer in the intermediate layer of the light emitting device may include a dopant (eg, as a first compound) and a host, and the host may include a nitrogen-containing C-containing compound including at least one π-electron-poor 1 -C 60 The second compound of the heterocyclic group and the third compound including the group represented by Formula 3 and the dopant may emit blue light. In the light emitting device, the second compound and the third compound may be different from each other.

[0140] In one or more embodiments, the second compound and the third compound can form an exciplex.

[0141] For example, in some embodiments, the second compound can include a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or any combination thereof.

[0142] In one or more embodiments, the second compound may include a compound represented by Formula 2:

[0143] Formula 2

[0144]

[0145] Among them, in formula 2,

[0146] L 51 To L 53 may each independently be a single bond, unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0147] b51 to b53 may each independently be an integer from 1 to 5,

[0148] X 54 Can be N or C (R 54 ), X 55 Can be N or C (R 55 ), X 56 Can be N or C (R 56 ), selected from X 54 To X 56 At least one of them may be N, and

[0149] R 51 To R 56 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a C 6 -C60 Aryloxy, unsubstituted or substituted with at least one R 10a C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a C 7 -C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Heteroarylalkyl, -C(Q 1 )(Q 2 )(Q 3 )、-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 ).

[0150] About R 10a and Q 1 To Q 3 The details can be found in the description provided herein.

[0151] Formula 3

[0152]

[0153] Among them, in formula 3,

[0154] Cyclo 71 and CY 72 can be independently π-electron-rich C 3 -C 60 a cyclic group or a pyridine group,

[0155] X 71 can be a single bond or a linker comprising O, S, N, B, C, Si or any combination thereof, and

[0156] * represents a bonding position with any atom in the remaining part except the group represented by Formula 3 included in the third compound.

[0157] For example, in one or more embodiments, the third compound may not include (e.g., may exclude) the compound represented by Formula 3-1 described herein. 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, but in some embodiments, due to other impurities and / or external factors, less than an appropriate amount of the "component" may still be included.

[0158] For example, in some embodiments, the third compound may not include (eg, may exclude) the following compounds.

[0159]

[0160] In one or more embodiments, the third compound may include a compound represented by Formula 3-1, a compound represented by Formula 3-2, a compound represented by Formula 3-3, a compound represented by Formula 3-4, a compound represented by Formula 3-5, or any combination thereof:

[0161] Formula 3-1

[0162]

[0163] Formula 3-2

[0164]

[0165] Formula 3-3

[0166]

[0167] Formula 3-4

[0168]

[0169] Formula 3-5

[0170]

[0171] Among them, in Formula 3-1 to Formula 3-5,

[0172] Cyclo 71 To Ring CY 74 can be independently π-electron-rich C 3 -C 60 Cyclic group or pyridine group, X 82 Can be single bond, O, S, N[(L 82 ) b82 -R 82 ]、C(R 82a )(R 82b ) or Si(R 82a)(R 82b ),

[0173] X 83 Can be single bond, O, S, N[(L 83 ) b83 -R 83 ]、C(R 83a )(R 83b ) or Si(R 83a )(R 83b ),

[0174] X 84 Can be O, S, N[(L 84 ) b84 -R 84 ]、C(R 84a )(R 84b ) or Si(R 84a )(R 84b ),

[0175] X 85 Can be C or Si,

[0176] L 81 To L 85 may be independently a single bond, *-C(Q 4 )(Q 5 )- *′ , *-Si(Q 4 )(Q 5 )- *′ , unsubstituted or substituted with at least one R 10a The π-electron-rich C 3 -C 60 The cyclic group is either unsubstituted or substituted with at least one R 10a A pyridine group, wherein Q 4 and Q 5 Can be related to Q 1 Same as described,

[0177] b81 to b85 may each independently be an integer from 1 to 5,

[0178] R 71 To R 74 , R 81 To R 85 , R 82a , R 82b , R 83a , R 83b , R 84a and R 84b can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a C 7 -C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Heteroarylalkyl, -C(Q 1 )(Q 2 )(Q 3 )、-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 ),

[0179] a71 to a74 may each independently be an integer from 0 to 20, and

[0180] About R 10a and Q 1 To Q 3 The details can be found in the description provided herein.

[0181] In one or more embodiments, the emission layer in the intermediate layer of the light emitting device may include a dopant and a host, and the dopant may include a transition metal-containing compound, a delayed fluorescent material, or any combination thereof. The delayed fluorescent material may be a compound having a triplet energy level (eV) of about 0 eV to about 0.5 eV (or about 0 eV to 0.3 eV) and a difference between a singlet energy level (eV).

[0182] In one or more embodiments, the delayed fluorescent material may be a compound including at least one ring group including boron (B) and nitrogen (N) as ring-forming atoms.

[0183] In one or more embodiments, the delayed fluorescent material may be a C-containing material including at least two condensed ring groups (eg, one is a first ring and the other is a second ring) sharing boron (B). 8 -C 60 Polycyclic compounds.

[0184] In one or more embodiments, the delayed fluorescent material may include a condensed ring in which at least one third ring is condensed with at least one fourth ring, for example, to form a condensed ring including four or more rings.

[0185] The third ring of the delayed fluorescent material may be a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclooctane group, a cyclopentene group, a cyclohexene group, a cycloheptene group, a cyclooctene group, an adamantane group, a norbornene group, a norbornane group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group, a bicyclo[2.2.2]octane group, a phenyl group, a pyridine group, a pyrimidine group, a pyridazine group, a pyrazine group or a triazine group, and

[0186] The fourth ring of the delayed fluorescent material can be a 1,2-azaborinine group, a 1,3-azaborinine group, a 1,4-azaborinine group, a 1,2-dihydro-1,2-azaborinine group, a 1,4-oxaborinine group, a 1,4-thioborinine group or a 1,4-dihydroborinine group.

[0187] In one or more embodiments, the delayed fluorescent material may include a compound represented by Formula 502, a compound represented by Formula 503, or any combination thereof:

[0188] Formula 502

[0189]

[0190] Formula 503

[0191]

[0192] Among them, in equation 502 and equation 503,

[0193] Ring A 501 To Ring A 504 can all be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0194] Y 505 Can be O, S, N (R 505 )、B(R 505 )、C(R 505a )(R 505b ) or Si(R 505a )(R 505b ),

[0195] Y 506 Can be O, S, N (R 506 )、B(R 506 )、C(R 506a )(R 506b ) or Si(R 506a )(R 506b ),

[0196] Y 507 Can be O, S, N (R 507 )、B(R 507 )、C(R 507a )(R 507b ) or Si(R 507a )(R 507b ),

[0197] Y 508 Can be O, S, N (R 508 )、B(R 508 )、C(R 508a )(R 508b ) or Si(R 508a) (R 508b ),

[0198] Y 51 and Y 52 may all independently be B, P(═O) or S(═O),

[0199] R 500a , R 500b , R 501 To R 508 , R 505a , R 505b , R 506a , R 506b , R 507a , R 507b, R 508a and R 508b can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group, unsubstituted or substituted with at least one R 10a C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a C 7 -C 60 Arylalkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Heteroarylalkyl, -C(Q 1 )(Q 2 )(Q 3 )、-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 ),and

[0200] a501 to a504 may each independently be an integer of 0 to 20.

[0201] About R 10a and Q 1 To Q 3 The details can be found in the description provided herein.

[0202] In one or more embodiments, the light emitting device may satisfy at least one condition selected from Condition 5 to Condition 8:

[0203] Condition 5

[0204] The lowest unoccupied molecular orbital (LUMO) energy level (eV) of the third compound > the LUMO energy level (eV) of the compound containing the transition metal

[0205] Condition 6

[0206] LUMO energy level (eV) of the transition metal-containing compound > LUMO energy level (eV) of the second compound

[0207] Condition 7

[0208] HOMO energy level (eV) of the compound containing transition metal > HOMO energy level (eV) of the third compound

[0209] Condition 8

[0210] The HOMO energy level (eV) of the third compound is greater than the HOMO energy level (eV) of the second compound.

[0211] Each of the HOMO energy level and the LUMO energy level of each of the transition metal-containing compound, the second compound, and the third compound may be a negative value, and may be measured according to an appropriate method.

[0212] In one or more embodiments, the absolute value of the difference between the LUMO energy level of the transition metal-containing compound and the LUMO energy level of the second compound may be in the range of about 0.1 eV to about 1.0 eV, the absolute value of the difference between the LUMO energy level of the transition metal-containing compound and the LUMO energy level of the third compound may be in the range of about 0.1 eV to about 1.0 eV, the absolute value of the difference between the HOMO energy level of the transition metal-containing compound and the HOMO energy level of the second compound may be 1.25 eV or less (e.g., in the range of about 1.25 eV to about 0.2 eV), or the absolute value of the difference between the HOMO energy level of the transition metal-containing compound and the HOMO energy level of the third compound may be 1.25 eV or less (e.g., in the range of about 1.25 eV to about 0.2 eV).

[0213] When the relationship between the LUMO energy level and the HOMO energy level satisfies the above-mentioned conditions, a balance can be achieved between holes and electrons injected into the emission layer.

[0214] In one or more embodiments, the electron transport region of the light emitting device may include a hole blocking layer, and the hole blocking layer may include a phosphine oxide-containing compound, a silicon-containing compound, or any combination thereof. In one or more embodiments, the hole blocking layer may directly contact the emission layer.

[0215] In one or more embodiments, the light emitting device may include a cover layer arranged outside the first electrode (eg, on the first electrode) and / or outside the second electrode (eg, on the second electrode).

[0216] For example, in one or more embodiments, the light emitting device may further include at least one of a first covering layer on the surface of the first electrode (e.g., disposed on the surface of the first electrode) and a second covering layer on the surface of the second electrode (e.g., disposed on the surface of the second electrode), and at least one of the first covering layer and the second covering layer may include an amine-containing compound represented by Formula 1. For more details about the first covering layer and / or the second covering layer, reference may be made to the description provided herein.

[0217] In one or more embodiments, the light emitting device may include:

[0218] a first covering layer on a surface of the first electrode (eg, disposed on a surface of the first electrode) and including an amine-containing compound represented by Formula 1;

[0219] a second covering layer on a surface of the second electrode (eg, disposed on a surface of the second electrode) and including an amine-containing compound represented by Formula 1; or

[0220] A first covering layer and a second covering layer.

[0221] The expression “(the intermediate layer and / or the covering layer) includes an amine-containing compound” as utilized herein may be interpreted as “(the intermediate layer and / or the covering layer) may include one type or species of the amine-containing compound represented by Formula 1 or at least two different types (species) of the amine-containing compound represented by Formula 1”.

[0222] For example, in some embodiments, the intermediate layer and / or the covering layer may include a separate compound 1 as an amine-containing compound. In these embodiments, compound 1 may be present in the electron transport region of the light-emitting device. In one or more embodiments, the intermediate layer may include compound 1 and compound 2 as amine-containing compounds. In this regard, compound 1 and compound 2 may be present in substantially the same layer (e.g., both compound 1 and compound 2 (e.g., simultaneously) may be present in the hole transport region), or may be present in different layers (e.g., compound 1 may be present in the hole transport region, and compound 2 may be present in the electron transport region).

[0223] The term "intermediate layer" as utilized herein may refer to a single layer and / or all of a plurality of layers between a first electrode and a second electrode of a light emitting device.

[0224] According to one or more embodiments of the present disclosure, an electronic device may include the above-mentioned light-emitting device. In one or more 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, and 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. For more details about the electronic device, reference may be made to the description provided herein.

[0225] According to one or more embodiments of the present disclosure, the electronic equipment may include the above-mentioned light emitting device. For example, the electronic equipment may be a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, indoor or outdoor lighting and / or a signal light, a head-up display, a fully or partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a mobile phone, a tablet computer, a tablet phone, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a micro display, a three-dimensional (3D) display, a virtual or augmented reality display, a vehicle, a video wall with multiple displays spliced ​​together, a theater or stadium screen, a light therapy device, and at least one of a sign. For more details about the electronic equipment, reference may be made to the description provided herein.

[0226] Figure 1 Description

[0227] Figure 1 1 is a schematic cross-sectional view 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 intermediate layer 130 , and a second electrode 150 .

[0228] In the following, reference will be made to Figure 1 A structure of a light emitting device 10 and a method of manufacturing the light emitting device 10 according to one or more embodiments are described.

[0229] First electrode 110

[0230] exist Figure 1In one or more embodiments, a substrate may also be provided and disposed below the first electrode 110 and / or on the second electrode 150. The substrate may be a glass substrate or a plastic substrate. In one or more embodiments, the substrate may be a flexible substrate and may include, for example, a plastic having excellent or suitable heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0231] The first electrode 110 may be formed by, for example, depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, a high work function material that facilitates hole injection may be used as the material for forming the first electrode 110.

[0232] 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, the material used to form 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, magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof may be used as a material for forming the first electrode 110.

[0233] 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.

[0234] Middle layer 130

[0235] The intermediate layer 130 may be disposed on the first electrode 110. The intermediate layer 130 may include an emission layer.

[0236] In one or more embodiments, the intermediate layer 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 .

[0237] In one or more embodiments, the intermediate layer 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.

[0238] In one or more embodiments, the intermediate layer 130 may include: i) at least two emission units sequentially stacked between the first electrode 110 and the second electrode 150; and ii) a charge generation layer between the at least two emission units. When the intermediate layer 130 includes the emission units and the charge generation layer as described above, the light emitting device 10 may be a tandem light emitting device.

[0239] Hole transport region in the intermediate layer 130

[0240] 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 different materials; or iii) a multilayer structure including a plurality of layers including a plurality of different materials.

[0241] 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.

[0242] For example, in one or more embodiments, the hole transport region may have a multilayer 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 sequentially from the first electrode 110 in the order stated.

[0243] 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:

[0244] Formula 201

[0245]

[0246] Formula 202

[0247]

[0248] Among them, in equation 201 and equation 202,

[0249] L 201 To L 204 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0250] L 205 Can be * -O- *′ , * -S- *′ , * -N(Q 201 )- *′ , unsubstituted or substituted with at least one R 10a C 1 -C 20 Alkylene, unsubstituted or substituted with at least one R 10a C 2 -C 20 Alkenylene, unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0251] xa1 to xa4 may each independently be an integer from 0 to 5,

[0252] xa5 can be an integer from 1 to 10,

[0253] R 201 To R 204 and Q 201 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0254] R 201 and R 202 may be optionally substituted via a single bond, unsubstituted or substituted with at least one R 10a C 1 -C 5 The alkylene group is either unsubstituted or substituted with at least one R 10a C 2 -C 5 The alkenylene groups are connected to each other to form an unsubstituted or substituted group having at least one R 10a C 8 -C 60 Polycyclic groups (e.g., carbazole groups, etc.) (e.g., see compound HT16, etc.),

[0255] R 203 and R 204may be optionally substituted via a single bond, unsubstituted or substituted with at least one R 10a C 1 -C 5 The alkylene group is either unsubstituted or substituted with at least one R 10a C 1 -C 5 The alkenylene groups are connected to each other to form an unsubstituted or substituted group having at least one R 10a C 8 -C 60 Polycyclic groups, and

[0256] na1 can be an integer from 1 to 4.

[0257] 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:

[0258]

[0259] In formula CY201 to formula CY217, R 10b and R 10c can be related to R 10a Same as described, CY 201 To Ring CY 204 can all 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.

[0260] In one or more embodiments, ring CY in Formula CY201 to Formula CY217 201 To Ring CY 204 Each of them may independently be a benzene group, a naphthyl group, a phenanthrene group or an anthracene group.

[0261] 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.

[0262] In one or more embodiments, Formula 201 may include at least one selected from the groups represented by Formula CY201 to Formula CY203 and at least one selected from the groups represented by Formula CY204 to Formula CY217.

[0263] In one or more embodiments, in Formula 201, xal may be 1, R 201can be one selected from the groups represented by formula CY201 to formula CY203, xa2 can be 0, R 202 It may be one selected from the groups represented by Formula CY204 to Formula CY207.

[0264] In one or more embodiments, each of Formula 201 and Formula 202 may not include (eg, may exclude) any group represented by Formula CY201 to Formula CY203.

[0265] In one or more embodiments, each of Formula 201 and Formula 202 may not include (eg, may exclude) any group represented by Formula CY201 to Formula CY203, and may include at least one selected from the groups represented by Formula CY204 to Formula CY217.

[0266] In one or more embodiments, each of Formula 201 and Formula 202 may not include (eg, may exclude) any group represented by Formula CY201 to Formula CY217.

[0267] For example, in one or more embodiments, the hole transport region may include a compound selected from compounds HT1 to HT46, 4,4′,4″-[tri(3-methylphenyl)phenylamino]triphenylamine (m-MTDATA), 4,4′,4″-tri(N,N-diphenylamino)triphenylamine (TDATA), 4,4′,4″-tri[N-(2-naphthyl)-N-phenylamino]triphenylamine (2-TNATA), N,N′-di(naphthalene-1-yl)-N,N′-diphenyl-benzidine (NPB (NPD)), β-NPB, N,N′-bis(3-methylphenyl)-N,N′-diphenyl-[1,1′-biphenyl]-4,4′-diamine (TPD), Spiro-TPD, spiro-NPB, 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), and at least one of any combination thereof:

[0268]

[0269]

[0270]

[0271]

[0272]

[0273] The thickness of the hole transport region can 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 ), the thickness of the hole transport layer can be about to about (For example, about to about When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer are within these ranges, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.

[0274] The emission auxiliary layer can be used to 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 be used to prevent 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.

[0275] p-dopant

[0276] In one or more embodiments, in addition to the above materials, the hole transport region may include a charge generating material for improving the conductive properties. The charge generating 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 generating material).

[0277] The charge generating material may be, for example, a p-dopant.

[0278] For example, in some embodiments, the p-dopant can have a LUMO level of about -3.5 eV or less.

[0279] 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.

[0280] Non-limiting examples of quinone derivatives may include tetracyanoquinodimethane (TCNQ) and / or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F 4 -TCNQ) etc.

[0281] Non-limiting examples of the cyano group-containing compound may include 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.:

[0282]

[0283] Formula 221

[0284]

[0285] Among them, in formula 221,

[0286] R 221 To R 223 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 a heterocyclic group, and

[0287] Selected from R 221 To R 223 At least one of them may be independently C substituted with the following groups 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group: cyano; -F; -Cl; -Br; -I; C substituted with cyano, -F, -Cl, -Br, -I or any combination thereof 1 -C 20 or any combination thereof.

[0288] In the compound including the element EL1 and the 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.

[0289] Non-limiting examples of metals may include: alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), and / or cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), and / or barium (Ba), etc.); transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt (Cs), etc.); o), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag) and / or gold (Au), etc.); late transition metals (e.g., zinc (Zn), indium (In) and / or tin (Sn), etc.); and / 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) and / or lutetium (Lu), etc.); etc.

[0290] Non-limiting examples of metalloids may include silicon (Si), antimony (Sb), and / or tellurium (Te), among others.

[0291] Non-limiting examples of non-metals may include oxygen (O) and / or halogens (eg, F, Cl, Br, and / or I, etc.), and the like.

[0292] For example, in one or more embodiments, the compound including element EL1 and element EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides and / or metal iodides, etc.), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides and / or metalloid iodides, etc.), metal tellurides, or any combination thereof.

[0293] Non-limiting examples of metal oxides may include tungsten oxide (eg, WO, W 2 O 3 , WO 2 , WO 3 and / or W 2 O 5 etc.), vanadium oxides (e.g., VO, V 2 O 3 , VO 2 and / or V 2 O 5 etc.), molybdenum oxide (MoO, Mo 2 O 3 、MoO 2 、MoO 3 and / or Mo2 O 5 etc.) and / or rhenium oxide (e.g., ReO 3 etc.

[0294] Non-limiting examples of the metal halide may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and / or lanthanide metal halides, and the like.

[0295] Non-limiting examples of alkali metal halides may include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, and / or CsI, among others.

[0296] Non-limiting examples of alkaline earth metal halides may include BeF 2 MgF 2 , CaF 2 , SrF 2 , BaF 2 、BeCl 2 MgCl 2 , CaCl 2 、SrCl 2 、BaCl 2 ,BeBr 2 MgBr 2 , CaBr 2 , SrBr 2 ,BaBr 2 ,BeI 2 MgI 2 ,CaI 2 , SrI 2 and / or BaI 2 wait.

[0297] Non-limiting examples of transition metal halides may include titanium halides (e.g., TiF 4 、TiCl 4 、TiBr 4 and / or TiI 4 etc.), zirconium halides (e.g., ZrF 4 、ZrCl 4 , ZrBr 4 and / or ZrI 4 etc.), hafnium halides (e.g., HfF 4 , HfCl 4 , HfBr 4 and / or HfI 4 etc.), vanadium halides (e.g., VF 3 、VCl 3 , VBr3 and / or VI 3 etc.), niobium halides (e.g., NbF 3 、NbCl 3 , NbBr 3 and / or NbI 3 etc.), tantalum halides (e.g., TaF 3 、TaCl 3 、TaBr 3 and / or TaI 3 etc.), chromium halides (e.g., CrF 3 CrCl 3 CrBr 3 and / or CrI 3 etc.), molybdenum halides (e.g., MoF 3 、MoCl 3 、MoBr 3 and / or MoI 3 etc.), tungsten halides (e.g., WF 3 、WCl 3 , WBr 3 and / or WI 3 etc.), manganese halides (e.g., MnF 2 、MnCl 2 、MnBr 2 and / or MnI 2 etc.), technetium halides (e.g., TcF 2 , TcCl 2 、TcBr 2 and / or TcI 2 etc.), rhenium halides (e.g., ReF 2 、ReCl 2 、ReBr 2 and / or ReI 2 etc.), ferrous halides (e.g., FeF 2 、FeCl 2 , FeBr 2 and / or FeI 2 etc.), ruthenium halides (e.g., RuF 2 、RuCl 2 ,RuBr 2 and / or RuI 2 etc.), osmium halides (e.g., OsF 2 , OsCl 2 、OsBr 2 and / or OsI 2 etc.), cobalt halides (e.g., CoF 2 、CoCl 2 ,CoBr 2 and / or CoI 2etc.), rhodium halides (e.g., RhF 2 , RhCl 2 , RhBr 2 and / or RhI 2 etc.), iridium halides (e.g., IrF 2 、IrCl 2 ,IrBr 2 and / or IrI 2 etc.), nickel halides (e.g., NiF 2 、NiCl 2 、NiBr 2 and / or NiI 2 etc.), palladium halides (e.g., PdF 2 , PdCl 2 , PdBr 2 and / or PdI 2 etc.), platinum halides (e.g., PtF 2 , PtCl 2 , PtBr 2 and / or PtI 2 etc.), cuprous halides (e.g., CuF, CuCl, CuBr and / or CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr and / or AgI, etc.) and / or gold halides (e.g., AuF, AuCl, AuBr and / or AuI, etc.), etc.

[0298] Non-limiting examples of late transition metal halides may include zinc halides (e.g., ZnF 2 、ZnCl 2 、ZnBr 2 and / or ZnI 2 etc.), indium halides (e.g., InI 3 etc.) and / or tin halides (e.g., SnI 2 etc.

[0299] Non-limiting examples of lanthanide metal halides may include YbF, YbF 2 , YbF 3 、SmF 3 、YbCl、YbCl 2 YbCl 3 、SmCl 3 , YbBr, YbBr 2 , YbBr 3 、SmBr 3 、YbI、YbI 2 ,YbI 3 and / or SmI 3 wait.

[0300] Non-limiting examples of metalloid halides may include antimony halides (e.g., SbCl 5 etc.

[0301] Non-limiting examples of metal tellurides may include alkali metal tellurides (eg, Li 2 Te、Na 2 Te, K 2 Te、Rb 2 Te and / or Cs 2 Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe and / or BaTe, etc.), transition metal tellurides (e.g., TiTe 2 、ZrTe 2 、HfTe 2 、V 2 Te 3 , Nb 2 Te 3 、 2 Te 3 Cr 2 Te 3 、Mo 2 Te 3 , W 2 Te 3 , MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu 2 Te, CuTe, Ag 2 Te, AgTe and / or Au 2 Te, etc.), late transition metal tellurides (e.g., ZnTe, etc.) and / or lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe and / or LuTe, etc.), etc.

[0302] Emission layer in the middle layer 130

[0303] When the light-emitting device 10 is a full-color light-emitting device, the emission layer can 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 to emit white light (e.g., combined white light), wherein the two or more layers are in contact with each other or separated from each other. 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 to emit white light (e.g., combined white light), wherein the two or more materials are mixed with each other in a single layer.

[0304] 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.

[0305] 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 relative to 100 parts by weight of the host.

[0306] In one or more embodiments, the emissive layer may include quantum dots.

[0307] In one or more embodiments, the emissive layer may include a delayed fluorescent material. The delayed fluorescent material may act as a host or a dopant in the emissive layer.

[0308] 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 these ranges, excellent or suitable light emitting characteristics can be obtained without significantly increasing the driving voltage.

[0309] main body

[0310] In one or more embodiments, the host may include a compound represented by Formula 301:

[0311] Formula 301

[0312] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 ,

[0313] Wherein, in Formula 301,

[0314] Ar 301 and L 301 may be independently unsubstituted or substituted with at least one R10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0315] xb11 can be 1, 2 or 3,

[0316] xb1 can be an integer from 0 to 5.

[0317] R 301 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a 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 ),

[0318] xb21 can be an integer from 1 to 5, and

[0319] Q 301 To Q 303 can be compared with Q 1 Same as described.

[0320] For example, in some embodiments, when xb11 in Formula 301 is 2 or greater, Ar 301 Two or more of may be linked to each other via a single bond.

[0321] 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:

[0322] Formula 301-1

[0323]

[0324] Formula 301-2

[0325]

[0326] Among them, in Formula 301-1 and Formula 301-2,

[0327] Ring A 301 To Ring A 304 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0328] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),

[0329] xb22 and xb23 can each independently be 0, 1 or 2,

[0330] About L 301 , xb1 and R 301 The details can be found in the description provided herein.

[0331] L 302 To L 304 can be independently compared with L 301 Same as described,

[0332] xb2 to xb4 may each independently be the same as described with respect to xb1, and

[0333] R 302 To R 305 and R311 To R 314 can be independently compared with R 301 Same as described.

[0334] 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 (e.g., compound H55), a Mg complex, a Zn complex, or any combination thereof.

[0335] 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(carbazol-9-yl)benzene (mCP); 1,3,5-tri(carbazol-9-yl)benzene (TCP); or any combination thereof:

[0336]

[0337]

[0338]

[0339]

[0340]

[0341]

[0342] Phosphorescent dopants

[0343] The phosphorescent dopant may include at least one transition metal as a central metal.

[0344] 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.

[0345] In one or more embodiments, the phosphorescent dopant can be electrically neutral.

[0346] For example, in some embodiments, the phosphorescent dopant may include an organometallic compound represented by Formula 401:

[0347] Formula 401

[0348] M(L 401 ) xc1 (L 402) xc2

[0349] Formula 402

[0350]

[0351] Among them, in equation 401 and equation 402,

[0352] 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)),

[0353] 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, L 401 Two or more of may be the same or different from each other,

[0354] L 402 can be an organic ligand, and xc2 can be 0, 1, 2, 3 or 4, wherein when xc2 is 2 or greater, L 402 Two or more of may be the same or different from each other,

[0355] X 401 and X 402 may all independently be N or C,

[0356] Ring A 401 and Ring A 402 can all be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0357] T 401 Can be a single key, * -O- *′ , * -S- *′ , * -C(=O)- *′ , * -N(Q 411 )- *′ , * -C(Q 411 )(Q 412 )- *′ , * -C(Q 411 )=C(Q 412 )- *′ , * -C(Q 411 )=*′ or * =C= *′ ,

[0358] X 403 and X 404 can each independently be a chemical bond (eg, 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 ),

[0359] Q 411 To Q 414 can be compared with Q 1 Same as described,

[0360] R 401 and R 402 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C 1 -C 20 Alkyl, unsubstituted or substituted with at least one R 10a C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a 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 ),

[0361] Q 401 To Q 403 can be compared with Q 1 Same as described,

[0362] xc11 and xc12 may each independently be an integer from 0 to 10, and

[0363] The * and *′ in formula 402 both represent the binding position with M in formula 401.

[0364] For example, in some embodiments, in equation 402, i)X 401 It can be nitrogen, X 402 It can be carbon, or ii) X 401 and X 402 It may all be nitrogen.

[0365] In one or more embodiments, when xcl in equation 401 is 2 or greater, L 401 Two or more of the two rings A 401 It can be optionally connected via T as a linker 402 connected to each other, and / or L 401 Two or more of the two rings A 402 It can be optionally connected via T as a linker 403 Connected to each other (see Compound PD1 to Compound PD4 and Compound PD7). 402 and T 403 can be independently compared with T 401 Same as described.

[0366] 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 and / or phosphite group, etc.), or any combination thereof.

[0367] In one or more embodiments, the phosphorescent dopant may include, for example, at least one selected from Compound PD1 to Compound PD39 or any combination thereof:

[0368]

[0369]

[0370]

[0371] Fluorescent dopants

[0372] The fluorescent dopant may include an amine-containing compound, a styrene-containing compound, or any combination thereof. For example, in one or more embodiments, the fluorescent dopant may include a compound represented by Formula 501:

[0373] Formula 501

[0374]

[0375] Wherein, in Formula 501,

[0376] Ar 501 , L 501 To L 503 , R 501 and R 502 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0377] xd1 to xd3 may each independently be 0, 1, 2 or 3, and

[0378] xd4 can be 1, 2, 3, 4, 5 or 6.

[0379] For example, 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, anthracene groups, group and / or pyrene group, etc.).

[0380] In one or more embodiments, xd4 in equation 501 may be 2.

[0381] For example, in one or more embodiments, the fluorescent dopant may include: at least one selected from the group consisting of 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:

[0382]

[0383]

[0384]

[0385] Delayed fluorescence material

[0386] In one or more embodiments, the emissive layer may include a delayed fluorescent material.

[0387] In the present disclosure, the delayed fluorescent material may be selected from compounds capable of emitting delayed fluorescence based on a delayed fluorescence emission mechanism.

[0388] The delayed fluorescent material included in the emission layer may act as a host or a dopant according to the types (kinds) of other materials included in the emission layer.

[0389] 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 in the above range, the 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.

[0390] 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 such as a carbazole group); 3 -C 60 cyclic group) and at least one electron acceptor (e.g., a sulfoxide group, a cyano group and / or a π-electron-poor nitrogen-containing C 1 -C 60 and / or ii) comprising C containing at least two ring groups condensed with each other while sharing boron (B); 8 -C 60 Polycyclic materials.

[0391] Non-limiting examples of the delayed fluorescent material may include at least one selected from Compound DF1 to Compound DF14:

[0392]

[0393]

[0394] quantum dots

[0395] In one or more embodiments, the emissive layer may include quantum dots.

[0396] The term "quantum dot" as utilized herein refers to a crystal of a semiconductor compound, and may include any material capable of emitting light at one or more suitable emission wavelengths depending on the size of the crystal.

[0397] The diameter of the quantum dot can be, for example, in the range of about 1 nm to about 10 nm. In the present disclosure, when the particle is spherical, "diameter" means the particle size or the average particle size, and when the particle is non-spherical, "diameter" means the major axis length or the 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, 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 size is referred to as D50. D50 refers to the average diameter of the particles whose cumulative volume corresponds to 50% by volume in a particle size distribution (e.g., cumulative distribution), and refers to the particle size value corresponding to 50% of the smallest particles accumulated in the distribution curve in the order of the smallest particle size to the largest particle size when the total number of particles is 100%.

[0398] Quantum dots can be synthesized by wet chemical processes, metal organic chemical vapor deposition processes, molecular beam epitaxy processes, or any similar process.

[0399] The wet chemical process is a method in which the precursor material of the quantum dot is mixed with an organic solvent and then the quantum dot particle crystal is grown. When the quantum dot particle crystal grows, the organic solvent can naturally act as a dispersant coordinated on the surface of the quantum dot particle crystal and can control the growth of the quantum dot particle crystal. Therefore, the wet chemical process can be performed more easily than a vapor deposition process (such as metal organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE)), and the growth of the quantum dot particle crystal can be controlled or selected by a low-cost process.

[0400] 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.

[0401] Non-limiting examples of II-VI semiconductor compounds may include 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, CdZn Se, 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.; and / or any combination thereof.

[0402] Non-limiting examples of III-V semiconductor compounds may include 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 one or more embodiments, the III-V semiconductor compound may also include a Group II element. Non-limiting examples of Group III-V semiconductor compounds that also include Group II elements may include InZnP, InGaZnP, and / or InAlZnP, among others.

[0403] Non-limiting examples of III-VI semiconductor compounds may include 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 3and / or InGaSe 3 etc.; or any combination thereof.

[0404] Non-limiting examples of Group I-III-VI semiconductor compounds may include: ternary compounds such as AgInS, AgInS 2 、CuInS、CuInS 2 、CuGaO 2 、AgGaO 2 and / or AgAlO 2 etc.; or any combination thereof.

[0405] Non-limiting examples of I% Group VI semiconductor compounds may include: binary compounds such as SnS, SnSe, SnTe, PbS, PbSe or PbTe; ternary compounds such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe and / or SnPbTe; quaternary compounds such as SnPbSSe, SnPbSeTe and / or SnPbSTe; or any combination thereof.

[0406] The Group IV elements or compounds may include: single element materials, such as Si and / or Ge, etc.; binary compounds, such as SiC and / or SiGe, etc.; or any combination thereof.

[0407] 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 substantially non-uniform concentration.

[0408] 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.

[0409] The shell of a quantum dot (e.g., a shell around the core of a quantum dot) can act as a protective layer to prevent chemical denaturation of the core to maintain semiconductor properties, and / or act as a charged layer to impart electrophoretic properties to the quantum dot. The shell can be a single layer or multiple layers. The interface between the core and the shell can have a concentration gradient in which the concentration of the element present in the shell decreases toward the core.

[0410] Non-limiting examples of the shell of the quantum dot may include oxides of metals, metalloids or non-metals, semiconductor compounds, or combinations thereof. Non-limiting examples of oxides of metals, metalloids or non-metals may include binary compounds such as SiO 2 、Al 2 O 3 、TiO2 、ZnO、MnO、Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe 2 O 3 , Fe 3 O 4 , CoO, Co 3 O 4 or NiO; ternary compounds such as MgAl 2 O 4 、CoFe 2 O 4 、NiFe 2 O 4 or CoMn 2 O 4 ; or any combination thereof. As described herein, examples of semiconductor compounds may include: II-VI semiconductor compounds; III-V semiconductor compounds; III-VI semiconductor compounds; I-III-VI semiconductor compounds; IV-VI semiconductor compounds; or any combination thereof. For example, 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.

[0411] The quantum dot 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, e.g., about 30 nm or less). When the FWHM of the emission spectrum of the quantum dot is within the above range, the color purity or color reproducibility of the quantum dot may be improved. In some embodiments, because the light emitted by the quantum dot is emitted in all directions, the wide viewing angle may be improved.

[0412] In some embodiments, quantum dots can be, for example, spherical nanoparticles, pyramidal nanoparticles, multi-armed nanoparticles, or cubic nanoparticles, nanotubes, nanowires, nanofibers, or nanoplates.

[0413] By adjusting the size of the quantum dots, the energy band gap of the quantum dots can be adjusted, and therefore, one or more suitable wavelengths of light can be obtained in the quantum dot emission layer. Therefore, by using quantum dots with different sizes, a light-emitting device that emits light of one or more suitable wavelengths can be realized. In one or more embodiments, the size of the quantum dots can be selected so that red light, green light and / or blue light can be emitted. In some embodiments, quantum dots with suitable sizes can be configured to emit white light by combining one or more suitable colors of light.

[0414] Electron transport region in the intermediate layer 130

[0415] 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; ii) a single-layer structure including (e.g., consisting of) a single layer including (e.g., consisting of) a plurality of different materials; or iii) a multilayer structure including a plurality of layers including a plurality of different materials.

[0416] 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.

[0417] 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 and / or a buffer layer / electron transport layer / electron injection layer structure, wherein the constituent layers of each structure are stacked sequentially from the emission layer in the order stated.

[0418] The electron transport region (e.g., 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.

[0419] For example, in one or more embodiments, the electron transport region may include a compound represented by Formula 601:

[0420] Formula 601

[0421] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 ,

[0422] Wherein, in Formula 601,

[0423] Ar 601 and L 601 may be independently unsubstituted or substituted with at least one R 10a C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group,

[0424] xe11 can be 1, 2 or 3,

[0425] xe1 can be 0, 1, 2, 3, 4, or 5,

[0426] R 601 may be unsubstituted or substituted with at least one R 10a C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) or -P(=O)(Q 601 )(Q 602 ),

[0427] Q 601 To Q 603 can be compared with Q 1 Same as described,

[0428] xe21 can be 1, 2, 3, 4, or 5, and

[0429] Selected from Ar 601 , L 601 and R 601 At least one of them may be independently unsubstituted or substituted with at least one R 10a The π-electron-poor nitrogen-containing C 1 -C 60 Ring group.

[0430] For example, in some embodiments, when xe11 in Formula 601 is 2 or greater, Ar 601 Two or more of may be linked to each other via a single bond.

[0431] In one or more embodiments, Ar in Formula 601 601may be unsubstituted or substituted with at least one R 10a anthracene group.

[0432] In one or more embodiments, the electron transport region may include a compound represented by Formula 601-1:

[0433] Formula 601-1

[0434]

[0435] Among them, in formula 601-1,

[0436] 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 ), selected from X 614 To X 616 At least one of them may be N,

[0437] L 611 To L 613 can be compared with L 601 Same as described,

[0438] xe611 to xe613 may all be the same as described with respect to xe1,

[0439] R 611 To R 613 can be compared with R 601 Same as described, and

[0440] 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 C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C 1 -C 60 Heterocyclic group.

[0441] For example, in some embodiments, xe1 in Formula 601 and xe611 to xe613 in Formula 601-1 can all independently be 0, 1, or 2.

[0442] 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-(4-biphenyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ); 4-(naphthalene-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ); or any combination thereof:

[0443]

[0444]

[0445]

[0446] 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 ), the thickness of the electron transport layer can be about to about (For example, about to about When the thickness of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer and / or the electron transport region is within these ranges, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.

[0447] In one or more embodiments, the electron transport region (eg, the electron transport layer in the electron transport region) may further include a metal-containing material in addition to the above-mentioned materials.

[0448] The metal-containing material can include alkali metal complex, alkaline earth metal complex or any combination thereof. The metal ion of the alkali metal complex can be Li ion, Na ion, K ion, Rb ion or Cs ion, and the metal ion of the alkaline earth metal complex can be Be ion, Mg ion, Ca ion, Sr ion or Ba ion. Every kind of ligand coordinated with the metal ion of the alkali metal complex or the metal ion of the alkaline earth metal complex can include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or any combination thereof.

[0449] 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:

[0450]

[0451] In one or more embodiments, the electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 150. The electron injection layer may directly contact the second electrode 150.

[0452] The electron injection layer may have: i) a single-layer structure including (e.g., consisting of) a single layer including (e.g., consisting of) a single material; ii) a single-layer structure including (e.g., consisting of) a single layer including a plurality of different materials; or iii) a multilayer structure having a plurality of layers including a plurality of different materials.

[0453] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0454] Alkali metals may include Li, Na, K, Rb, Cs, or any combination thereof. Alkaline earth metals may include Mg, Ca, Sr, Ba, or any combination thereof. Rare earth metals may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0455] The alkali metal-containing compound, the alkaline earth metal-containing compound and the rare earth metal-containing compound may be oxides, halides (eg, fluorides, chlorides, bromides or iodides) or tellurides of each of the alkali metal, alkaline earth metal and rare earth metal, respectively, or any combination thereof.

[0456] 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 an alkaline earth metal compound or oxide (such as BaO, SrO, CaO, BaxSr 1 - x O (where x is a real number satisfying 0 < x < 1) and / or BaxCa 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 3 or any combination thereof. In one or more embodiments, the rare earth metal compound may include lanthanide metal tellurides. Non-limiting examples of lanthanide metal tellurides may include LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, La 2 Te 3 、Ce 2 Te 3 、Pr 2 Te 3 、Nd 2 Te 3 、Pm 2 Te 3 、Sm 2 Te 3 、Eu 2 Te 3 、Gd 2 Te 3 、Tb 2 Te 3 、Dy 2 Te 3 、Ho 2 Te 3 、Er 2 Te 3 、Tm2 Te 3 , Yb 2 Te 3 and / or Lu 2 Te 3 wait.

[0457] The alkali metal complex, alkaline earth metal complex and rare earth metal complex may include: i) one of the metal ions of the corresponding 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 bound to the metal ion (i.e., bound 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.

[0458] In one or more embodiments, the electron injection layer may include an alkali metal, alkaline earth metal, rare earth metal, alkali metal-containing compound, alkaline earth metal-containing compound, rare earth metal-containing compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof as described above (for example, composed of an alkali metal, alkaline earth metal, rare earth metal, alkali metal-containing compound, alkaline earth metal-containing compound, rare earth metal-containing compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof as described above), and may also include an organic material (for example, a compound represented by Formula 601).

[0459] In one or more embodiments, the electron injection layer may include: 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 (e.g., consisting 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.

[0460] When the electron injection layer also 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 can be substantially uniformly or non-uniformly dispersed in a matrix including the organic material.

[0461] 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 these ranges, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage.

[0462] The second electrode 150

[0463] The second electrode 150 may be on (e.g., arranged on) the intermediate layer 130 as described above. The second electrode 150 may be a cathode as an electron injection electrode. In this case, as a material for forming the second electrode 150, a metal, an alloy, a conductive compound, or any combination thereof, each having a low work function, may be used.

[0464] The second electrode 150 may include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), ITO, IZO, or any combination thereof. The second electrode 150 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0465] The second electrode 150 may have a single-layer structure or a multi-layer structure including a plurality of layers.

[0466] Covering

[0467] The first cover layer may be disposed outside the first electrode 110 (e.g., on the first electrode 110), and / or the second cover 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 cover layer, the first electrode 110, the intermediate layer 130, and the second electrode 150 are sequentially stacked in the stated order; a structure in which the first electrode 110, the intermediate layer 130, the second electrode 150, and the second cover layer are sequentially stacked in the stated order; or a structure in which the first cover layer, the first electrode 110, the intermediate layer 130, the second electrode 150, and the second cover layer are sequentially stacked in the stated order.

[0468] In some embodiments, light generated in the emission layer of the intermediate layer 130 of the light emitting device 10 may pass through the first electrode 110 (which is a semi-transmissive electrode or a transmissive electrode) and pass through the first cover layer to the outside. In some embodiments, light generated in the emission layer of the intermediate layer 130 of the light emitting device 10 may pass through the second electrode 150 (which is a semi-transmissive electrode or a transmissive electrode) and pass through the second cover layer to the outside.

[0469] Based on the principle of constructive interference, the first cover layer and the second cover layer can increase the external emission efficiency. Therefore, the light extraction efficiency of the light emitting device 10 can be increased, thereby improving the light emitting efficiency of the light emitting device 10.

[0470] Each of the first and second capping layers may include a material having a refractive index of about 1.6 or higher (eg, at 589 nm).

[0471] 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.

[0472] At least one of the first covering layer and the second covering layer may (for example, the first covering layer and the second covering 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 covering layer and the second covering layer may (for example, the first covering layer and the second covering layer may each independently) include an amine-containing compound, for example, an amine-containing compound.

[0473] For example, in one or more embodiments, at least one of the first covering layer and the second covering layer may (eg, the first covering layer and the second covering layer may each independently) include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof.

[0474] In one or more embodiments, at least one of the first covering layer and the second covering layer may (for example, the first covering layer and the second covering 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:

[0475]

[0476] membrane

[0477] The amine-containing compound represented by Formula 1 may be included in one or more suitable films. Therefore, according to one or more embodiments, a film including the amine-containing compound represented by Formula 1 may be provided. The film may be, for example, an optical member (or light control element) (e.g., a color filter, a color conversion member, a cover layer, a light extraction efficiency enhancement layer, a selective light absorption layer, a polarization layer and / or a quantum dot layer, etc.), a light shielding member (e.g., a light reflecting layer and / or a light absorbing layer, etc.), and / or a protective member (e.g., an insulating layer and / or a dielectric layer, etc.).

[0478] Electronic devices

[0479] The light emitting device may be included in one or more suitable electronic devices. For example, in one or more embodiments, the electronic device including the light emitting device may be a light emitting device and / or an authentication device, etc.

[0480] 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., a combined white light). For details about the light emitting device, reference may be made to the description provided herein. In some embodiments, the color conversion layer may include quantum dots. The quantum dots may be, for example, the quantum dots described herein.

[0481] 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 sub-pixel regions, and the color conversion layer may include a plurality of color conversion regions respectively corresponding to the sub-pixel regions.

[0482] A pixel defining film (hereinafter, also referred to as a 'pixel defining layer') may be disposed between the plurality of sub-pixel regions to define each sub-pixel region.

[0483] The color filter may further include a plurality of color filter regions and a light shielding pattern disposed between the 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 color conversion regions.

[0484] The plurality of color filter regions (or 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. 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 color conversion regions) may include quantum dots. In one or more 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. For details about quantum dots, reference may be made to the description provided herein. The first region, the second region, and / or the third region may also each include a scatterer.

[0485] For example, in one or more embodiments, the light emitting device may emit a first light, the first region may absorb the first light to emit a 1-1 color light, the second region may absorb the first light to emit a 2-1 color light, and the third region may absorb the first light to emit a 3-1 color light. In this regard, the 1-1 color light, the 2-1 color light, and the 3-1 color light may have different maximum emission wavelengths. In one or more embodiments, the first light may be blue light, the 1-1 color light may be red light, the 2-1 color light may be green light, and the 3-1 color light may be blue light.

[0486] 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.

[0487] The thin film transistor may further include a gate electrode and / or a gate insulating film, etc.

[0488] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, and / or an oxide semiconductor, etc.

[0489] In one or more embodiments, the electronic device may further include an encapsulation unit for encapsulating the light-emitting device. The encapsulation unit may be arranged between the color filter and / or the color conversion layer and the light-emitting device. The encapsulation unit allows light from the light-emitting device to pass to the outside, and at the same time prevents air and moisture from penetrating into the light-emitting device. The encapsulation unit may be an encapsulation substrate including a transparent glass substrate or a plastic substrate. The encapsulation unit may be a thin film encapsulation layer including at least one of an organic layer and an inorganic layer. When the encapsulation unit is a thin film encapsulation layer, the electronic device may be flexible.

[0490] In addition to the color filter and / or color conversion layer, one or more suitable functional layers may be provided on the packaging unit according to the purpose of the electronic device. Non-limiting examples of the functional layer may include a touch screen layer and / or a polarization layer, etc. The touch screen layer may be a pressure-sensitive touch screen layer, a capacitive touch screen layer, or an infrared beam touch screen layer.

[0491] The authentication device may be, for example, a biometric authentication device that identifies an individual by utilizing biometric information of a living body (eg, fingertips and / or pupils, etc.) In addition to the light emitting device as described above, the authentication device may further include a biometric information collector.

[0492] The electronic device can be applied to a display, a light source, a lighting, a personal computer (e.g., a mobile personal computer), a mobile phone, a digital camera, an electronic notepad, an electronic dictionary, an electronic game console, a medical device (e.g., an electronic thermometer, a blood pressure meter, a blood glucose meter, a pulse measuring device, a pulse wave measuring device, an electrocardiogram recorder, an ultrasonic diagnostic device, or an endoscopic display), a fish finder, one or more suitable measuring devices, an instrument (e.g., an instrument for a vehicle, an aircraft, or a ship), and one or more of a projector.

[0493] Electronic equipment

[0494] The light emitting device may be included in one or more suitable electronic equipment.

[0495] For example, the electronic equipment including the light emitting device can be at least one of a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, indoor or outdoor lighting and / or signaling, a head-up display, a fully or partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a telephone, a mobile phone, a tablet computer, a tablet phone, 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 or augmented reality display, a vehicle, a video wall with multiple displays stitched together, a theater or stadium screen, a light therapy device, and a sign.

[0496] Since the light emitting device of the present disclosure has excellent or suitable effects in terms of light emitting efficiency and / or long life, etc., electronic equipment including the light emitting device may have characteristics such as high brightness, high resolution, and low power consumption.

[0497] Figure 2 and Figure 3 Description

[0498] Figure 2is a cross-sectional view of a light emitting device according to one or more embodiments of the present disclosure.

[0499] Figure 2 The light emitting apparatus may include a substrate 100, a thin film transistor (TFT), a light emitting device, and an encapsulation unit 300 encapsulating the light emitting device.

[0500] 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 impurities from penetrating through the substrate 100, and may provide a flat surface on the substrate 100.

[0501] 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.

[0502] 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.

[0503] 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 .

[0504] An 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 provide insulation therebetween.

[0505] 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.

[0506] 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 disposed on the passivation layer 280. The light emitting device may include a first electrode 110, an intermediate layer 130, and a second electrode 150.

[0507] The first electrode 110 may be on the passivation layer 280. The passivation layer 280 may be arranged to not completely cover the drain electrode 270 but to expose a portion of the drain electrode 270, and the first electrode 110 may be arranged to be connected to the exposed portion of the drain electrode 270.

[0508] 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 intermediate layer 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 intermediate layer 130 may extend to an upper portion of the pixel defining layer 290 and may be arranged in the form of a common layer.

[0509] The second electrode 150 may be on the intermediate layer 130, and the capping layer 170 may be further formed on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.

[0510] The encapsulation unit 300 may be on the cover layer 170. The encapsulation unit 300 may be disposed on the light emitting device to protect the light emitting device from moisture or oxygen. The encapsulation unit 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; organic films including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resins (e.g., polymethyl methacrylate and / or polyacrylic acid, etc.), epoxy resins (e.g., aliphatic glycidyl ether (AGE), etc.) or any combination thereof; or a combination of an inorganic film and an organic film.

[0511] Figure 3 is a cross-sectional view of a light emitting device according to one or more embodiments of the present disclosure.

[0512] In addition to the light shielding pattern 500 and the functional region 400 being additionally arranged on the packaging unit 300, Figure 3 Light emitting devices and Figure 2 The functional region 400 may be: i) a color filter region; ii) a color conversion region; or iii) a combination of a color filter region and a color conversion region. In one or more embodiments, the functional region 400 may be: i) a color filter region; ii) a color conversion region; or iii) a combination of a color filter region and a color conversion region. Figure 3 The light emitting devices in the light emitting device may be series light emitting devices.

[0513] Figure 4 Description

[0514] Figure 4is a schematic perspective view of an electronic equipment 1 including a light-emitting device according to one or more embodiments. As a device for displaying moving images or still images, the electronic equipment 1 may be: a portable electronic equipment (such as a mobile phone, a smart phone, a tablet personal computer (PC), a mobile communication terminal, an electronic notebook, an electronic book, a portable multimedia player (PMP), a navigation or ultra-mobile PC (UMPC)) and one or more suitable electronic products (such as a TV, a laptop computer, a monitor, a billboard or an Internet of Things (IOT) device); or a part thereof. In some embodiments, the electronic equipment 1 may be: a wearable device (such as a smart watch, a watch phone, a display of a glasses type or kind, 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, in one or more embodiments, the electronic equipment 1 may be a dashboard of a vehicle, a central information display (CID) arranged on a central instrument panel or dashboard of a vehicle, an interior mirror display replacing a side mirror of a vehicle, an entertainment display for a rear seat of a vehicle or a display arranged on the rear of a front seat of a vehicle, a head-up display (HUD) mounted at the front of the vehicle or projected on the front windshield, and / or a computer-generated holographic augmented reality head-up display (CGHAR HUD). For ease of explanation, Figure 4 An embodiment is shown in which the electronic equipment 1 is a smartphone.

[0515] 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 an array of a plurality of pixels two-dimensionally arranged in the display area DA.

[0516] The non-display area NDA is an area where no image is displayed, and may entirely surround the display area DA. In the non-display area NDA, a driver for providing an electrical signal or power to a display device arranged in the display area DA may be arranged. In the non-display area NDA, a pad (or "pad") as an area to which electronic components and / or a printed circuit board, etc. may be electrically connected may be arranged.

[0517] In the electronic device 1, the length in the x-axis direction and the length in the y-axis direction may be different from each other. Figure 4 As shown in , the length in the x-axis direction may be shorter than the length in the y-axis direction. In one or more embodiments, the length in the x-axis direction may be substantially the same as the length in the y-axis direction. In one or more embodiments, the length in the x-axis direction may be longer than the length in the y-axis direction. The electronic equipment 1 may have a thickness in the z-axis direction perpendicular to the plane defined by the x-axis direction and the y-axis direction.

[0518] Figure 5 and FIG. 6A to FIG. 6C Description

[0519] Figure 5 is a schematic diagram illustrating the exterior of a vehicle 1000 as electronic equipment including a light emitting device according to one or more embodiments. FIG. 6A to FIG. 6C Each is a schematic diagram showing the interior of a vehicle 1000 according to one or more embodiments.

[0520] Reference 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, an object, or an animal) from a starting point to a destination. The vehicle 1000 may include a vehicle traveling on a road or track, a ship moving on an ocean or a river, and / or an airplane flying in the sky using the action of air, etc.

[0521] 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 of its wheels. For example, the vehicle 1000 may include a three-wheeled or four-wheeled vehicle, a construction machine, a two-wheeled vehicle, a prime mover, a bicycle, or a train running on a track.

[0522] 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 the remaining components other than the body. The exterior of the body may include a front panel, a hood, a roof panel, a rear panel, a trunk, and / or a pillar provided at a boundary 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, and / or front / rear wheels and left / right wheels, etc.

[0523] The vehicle 1000 may include side window glasses 1100 , a front window glass 1200 , side view mirrors 1300 , a cluster 1400 , a center instrument panel 1500 , a passenger seat instrument panel 1600 , and a display device 2 .

[0524] The side window glass 1100 and the front window glass 1200 may be separated by a pillar disposed between the side window glass 1100 and the front window glass 1200 .

[0525] 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 the 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 cluster 1400. The second side window glass 1120 may be arranged adjacent to the passenger seat instrument panel 1600.

[0526] In one or more embodiments, the side window glass 1100 may be spaced apart from each other in the x direction or the -x direction (the direction opposite to the x 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 direction or the -x direction. In other words, the imaginary straight line L connecting the side window glass 1100 may extend in the x direction or the -x direction. For example, the imaginary straight line L connecting the first side window glass 1110 and the second side window glass 1120 may extend in the x direction or the -x direction.

[0527] The front window glass 1200 may be installed in the front of the vehicle 1000. The front window glass 1200 may be disposed between the side window glasses 1100 facing each other.

[0528] The side view mirror 1300 can provide a rear view of the vehicle 1000. The side view mirror 1300 can be mounted on the exterior of the vehicle body. In some embodiments, a plurality of side view mirrors 1300 can be provided. Any one of the plurality of side view mirrors 1300 can be arranged outside the first side window glass 1110. Another one of the plurality of side view mirrors 1300 can be arranged outside the second side window glass 1120.

[0529] Cluster 1400 may be arranged in front of the steering wheel. Cluster 1400 may include a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn indicator, a high beam indicator, a warning light, a seat belt warning light, an odometer, an automatic shift selector indicator light, a door open warning light, an engine oil warning light, and / or a low fuel warning light.

[0530] The central instrument panel 1500 may include a control panel on which a plurality of keys for adjusting an audio device, an air conditioning device, and / or a seat heater are provided. The central instrument panel 1500 may be arranged on one side of the cluster 1400 .

[0531] The passenger seat instrument panel 1600 may be separated from the cluster 1400 and the central instrument panel 1500 may be disposed between the passenger seat instrument panel 1600 and the cluster 1400. In some embodiments, the cluster 1400 may be disposed to correspond to the driver's seat, and the passenger seat instrument panel 1600 may be disposed to correspond to the passenger seat. In some embodiments, the cluster 1400 may be adjacent to the first side window glass 1110, and the passenger seat instrument panel 1600 may be adjacent to the second side window glass 1120.

[0532] 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 cluster 1400, the center instrument panel 1500, and the passenger seat instrument panel 1600.

[0533] The display device 2 may include an organic light-emitting display device, an inorganic electroluminescent (EL) display device, and / or a quantum dot display device, etc. Hereinafter, as the display device 2 according to one or more embodiments, an organic light-emitting display device / device including a light-emitting device according to the disclosure will be described as an example, but one or more suitable types (kinds) of display devices as described above may be utilized in the disclosed embodiments.

[0534] Reference Fig. 6A In one or more embodiments, the display device 2 may be arranged on the central instrument panel 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 about vehicle settings.

[0535] Reference Figure 6B In one or more embodiments, the display device 2 may be arranged on the cluster 1400. In these embodiments, the cluster 1400 may display driving information and the like through the display device 2. For example, the cluster 1400 may be implemented digitally. The digital cluster 1400 may display vehicle information and driving information as images. For example, the needle and gauge of a tachometer and one or more suitable warning light icons may be displayed through digital signals.

[0536] Reference Figure 6CIn 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 cluster 1400 and / or the information displayed on the central instrument panel 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 cluster 1400 and / or the information displayed on the central instrument panel 1500.

[0537] Manufacturing method

[0538] The corresponding layer included in the hole transport region, the emission layer, and the corresponding layer included in the electron transport region can be formed in a certain region by utilizing one or more suitable methods (such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing and / or laser induced thermal imaging (LITI)).

[0539] When the corresponding layers included in the hole transport region, the emission layer, and the corresponding layers included in the electron transport region are each formed by vacuum deposition, the deposition temperature may be about 100° C. to about 500° C., about 10 -8 About 10 -3 Torr vacuum and approx. Seconds to approx. Vacuum deposition was performed at a deposition rate of 1000 s.

[0540] Definition of terms

[0541] As used herein, the term "C 3 -C 60 "Carbocyclyl" refers to a cyclic group that includes only carbon as a ring-forming atom (e.g., consists only of carbon as a ring-forming atom) and has 3 to 60 carbon atoms. As utilized herein, the term "Carbocyclyl" refers to a cyclic group that includes only carbon as a ring-forming atom (e.g., consists only of carbon as a ring-forming atom) and has 3 to 60 carbon atoms. 1 -C 60 The term "heterocyclic group" refers to a ring group having 1 to 60 carbon atoms and further having a hetero atom other than carbon as a ring-forming atom. 3 -C 60 Carbocyclic and C 1 -C 60 The heterocyclic groups may be monocyclic groups including one (eg, only one) ring (eg, consisting of one (eg, only one) ring) or polycyclic groups in which two or more rings are condensed with each other. 1 -C 60The number of ring atoms in the heterocyclic group can be 3 to 61.

[0542] As used herein, the term "cyclic group" may include C 3 -C 60 Carbocyclic and C 1 -C 60 Heterocyclyl both (eg, simultaneously).

[0543] As used herein, the term "π-electron-rich C 3 -C 60 A "cyclic group" refers to a group having 3 to 60 carbon atoms and not including * -N= *′ As a ring-forming part, the term "π-electron-poor nitrogen-containing C 1 -C 60 A "cyclic group" refers to a group having 1 to 60 carbon atoms and including * -N= *′ A heterocyclic group as a ring-forming part.

[0544] For example,

[0545] C 3 -C 60 The carbocyclic group may be: i) a group T1; or ii) a condensed ring group in which two or more of the group T1 are condensed with each other (e.g., a cyclopentadiene group, an adamantane group, a norbornane group, a phenyl group, a pentalene group, a naphthalene group, an azulene group, an indacene group, an acenaphthene group, a phenanthrenyl group, an anthracene group, a fluoranthene group, a benzo[9,10]phenanthrene group, a pyrene group, a benzophenone group, a fluorene group, a spirobifluorene group, a benzofluorene group, an indenophenanthrene group or an indenoanthracene group),

[0546] C 1 -C 60The heterocyclic group may be: i) a group T2; ii) a condensed ring group in which two or more of the groups T2 are condensed with each other; or iii) a condensed ring group in which at least one group T2 and at least one group T1 are condensed with each other (e.g., a pyrrole group, a thiophene group, a furan group, an indole group, a benzindole group, a naphthoindole group, an isoindole group, a benzisoindole group, a naphthoisoindole group, a benzosilole group, a benzothiophene group, a group, benzofuran group, carbazole group, dibenzosilole group, dibenzothiophene group, dibenzofuran group, indenocarbazole group, indolecarbazole group, benzofurancarbazole group, benzothiophenecarbazole group, benzosilolecarbazole group, benzoindolecarbazole group, benzocarbazole group, benzonaphthofuran group, benzonaphthothiophene group, benzonaphthosilole group, benzofurandibenzofuran group, benzofurandibenzo thiophene group, benzothienodibenzothiophene group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzisoxazole group, benzothiazole group, benzisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzo quinoline group, benzoisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthroline group, cinnoline group, phthalazine group, naphthyridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzosilole group, azadibenzothiophene group and / or azadibenzofuran group, etc.),

[0547] Pi-electron-rich C 3 -C 60 The cyclic group may be: i) a group T1; ii) a condensed ring group in which two or more of the groups T1 are condensed with each other; iii) a group T3; iv) a condensed ring group in which two or more of the groups T3 are condensed with each other; or v) a condensed ring group in which at least one group T3 and at least one group T1 are condensed with each other (e.g., C 3 -C 60a carbocyclic group, a 1H-pyrrole group, a thiol group, a borole group, a 2H-pyrrole group, a 3H-pyrrole group, a thiophene group, a furan group, an indole group, a benzoindole group, a naphthoindole group, an isoindole group, a benzoisoindole group, a naphthoisoindole group, a benzothiol group, a benzothiophene group, a benzofuran group, a carbazole group, a dibenzothiol group, a dibenzothiophene group, a dibenzofuran group, an indenocarbazole group, an indolecarbazole group, a benzofuranocarbazole group, a benzothiophenocarbazole group, a benzothiololcarbazole group, a benzoindolecarbazole group, a benzocarbazole group, a benzonaphthofuran group, a benzonaphthothiophene group, a benzonaphthothiol group, a benzofuranodibenzofuran group, a benzofuranodibenzothiophene group and / or a benzothiophenodibenzothiophene group, etc.),

[0548] π-electron-poor nitrogen-containing C 1 -C 60 The cyclic group may be: i) a group T4; ii) a condensed ring group in which two or more of the groups T4 are condensed with each other; iii) a condensed ring group in which at least one group T4 and at least one group T1 are condensed with each other; iv) a condensed ring group in which at least one group T4 and at least one group T3 are condensed with each other; or v) a condensed ring group in which at least one group T4, at least one group T1 and at least one group T3 are condensed with each other (e.g., a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, a benzopyrazole group, a benzimidazole group , benzoxazole group, benzisoxazole group, benzothiazole group, benzisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzoquinoline group, benzisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthroline group, cinnoline group, phthalazine group, naphthyridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzosilole group, azadibenzothiophene group and / or azadibenzofuran group, etc.),

[0549] The group T1 can be a cyclopropane group, a cyclobutane group, a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclooctane group, a cyclobutene group, a cyclopentene group, a cyclopentadiene group, a cyclohexene group, a cyclohexadiene group, a cycloheptene group, an adamantane group, a norbornane (or bicyclo[2.2.1]heptane) group, a norbornene group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group, a bicyclo[2.2.2]octane group or a phenyl group,

[0550] The group T2 can be a furan group, a thiophene group, a 1H-pyrrole group, a thiol group, a borocyclopentadiene group, a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, an azathiol group, an azaborole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a tetrazine group, a pyrrolidine group, an imidazolidinyl group, a dihydropyrrole group, a piperidine group, a tetrahydropyridine group, a dihydropyridine group, a hexahydropyrimidine group, a tetrahydropyrimidine group, a dihydropyrimidine group, a piperazine group, a tetrahydropyrazine group, a dihydropyrazine group, a tetrahydropyridazine group or a dihydropyridazine group,

[0551] The group T3 may be a furan group, a thiophene group, a 1H-pyrrole group, a thiole group or a borole group, and

[0552] The group T4 can be a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, an azathiazole group, an azaborole group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group or a tetrazine group.

[0553] 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 Ring group" or "π-electron-poor nitrogen-containing C 1 -C 60 The term "cyclic group" may refer to a group condensed to any cyclic group, a monovalent group, or a polyvalent group (e.g., a divalent group, a trivalent group, a tetravalent group, etc.) according to the structure of the formula used by the corresponding term. For example, a "phenyl group" may be a benzo group, a phenyl group, and / or a phenylene group, etc., which can be easily understood by a person of ordinary skill in the art based on the structure of the formula including the "phenyl group".

[0554] Depending on the context, in the present disclosure, a divalent group may refer to or be a multivalent group (eg, trivalent, tetravalent, etc., not just divalent) based on, for example, the structure of the formula associated with the term utilized.

[0555] Unit Price C 3 -C 60 Carbocyclic groups and monovalent C 1 -C 60 Non-limiting examples of heterocyclic groups may include C 3 -C 10Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic group and monovalent non-aromatic condensed heteropolycyclic group. 3 -C 60 Carbocyclic groups and divalent C 1 -C 60 Non-limiting examples of heterocyclic groups may include C 3 -C 10 Cycloalkylene, C 1 -C 10 Heterocycloalkylene, C 3 -C 10 Cycloalkenylene, C 1 -C 10 Heterocycloalkenylene, C 6 -C 60 Arylene, C 1 -C 60 Heteroarylene groups, divalent non-aromatic condensed polycyclic groups and divalent non-aromatic condensed heteropolycyclic groups.

[0556] As used herein, the term "C 1 -C 60 The term “alkyl” refers to a linear or branched aliphatic saturated hydrocarbon monovalent group having from one to sixty carbon atoms, non-limiting examples of which may include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, tert-pentyl, neopentyl, isopentyl, sec-pentyl, 3-pentyl, sec-isopentyl, n-hexyl, isohexyl, sec-hexyl, tert-hexyl, n-heptyl, isoheptyl, sec-heptyl, tert-heptyl, n-octyl, isooctyl, sec-octyl, tert-octyl, n-nonyl, isononyl, sec-nonyl, tert-nonyl, n-decyl, isodecyl, sec-decyl, and tert-decyl. As utilized herein, the term “C 1 -C 60 "Alkylene" refers to a group having a C 1 -C 60 Alkyl groups are divalent groups of substantially the same structure.

[0557] As used herein, the term "C 2 -C 60 "Alkenyl" refers to 2 -C 60 The term "C-alkyl" as used herein refers to a monovalent hydrocarbon group having at least one carbon-carbon double bond in the middle or at the end of the alkyl group, and non-limiting examples thereof may include vinyl, propenyl and / or butenyl, etc.2 -C 60 "Alkenylene" refers to a 2 -C 60 Alkenyl is a divalent group of substantially the same structure.

[0558] 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 "Alkyne" refers to a 2 -C 60 Alkynyl is a divalent group of substantially the same structure.

[0559] As used herein, the term "C 1 -C 60 "Alkoxy" refers to -OA 101 (Among them, A 101 It is C 1 -C 60 The monovalent group represented by alkyl) may include, for example, methoxy, ethoxy, and / or isopropoxy.

[0560] As used herein, the term "C 3 -C 10 "Cycloalkyl" refers to a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, non-limiting examples of which may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl and / 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, non-limiting examples of which may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hex 3 -C 10 "Cycloalkylene" refers to a cycloalkylene group having a 3 -C 10 Cycloalkyl is a divalent group of substantially the same structure.

[0561] As used herein, the term "C 1 -C 10 "Heterocycloalkyl" refers to a monovalent cyclic group of 1 to 10 carbon atoms that also includes at least one heteroatom other than carbon atoms as a ring-forming atom, and non-limiting examples thereof may include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl and / or tetrahydrothienyl, etc. As used herein, the term "C 1 -C 10 "Heterocycloalkylene" refers to a group having a C 1 -C 10Heterocycloalkyl is a divalent group of substantially the same structure.

[0562] As used herein, the term "C 3 -C 10 "Cycloalkenyl" refers to a monovalent cyclic group having three to ten carbon atoms and at least one carbon-carbon double bond in its ring and having no aromaticity, and non-limiting examples thereof may include cyclopentenyl, cyclohexenyl and / or cycloheptenyl, etc. As used herein, the term "C 3 -C 10 "Cycloalkenylene" refers to a 3 -C 10 Cycloalkenyl is a divalent group of substantially the same structure.

[0563] As used herein, the term "C 1 -C 10 The term "heterocycloalkenyl" refers to a monovalent cyclic group of 1 to 10 carbon atoms which includes at least one heteroatom other than carbon atoms as a ring-forming atom in its ring structure and has at least one double bond. 1 -C 10 Non-limiting examples of heterocycloalkenyl groups may 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 1 -C 10 Heterocycloalkenyl is a divalent group of substantially the same structure.

[0564] 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. 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 include phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenanthrenyl, anthracenyl, fluoranthenyl, benzo[9,10]phenanthrenyl, pyrenyl, phenyl, peryl, pentaphenyl, heptaphenyl, tetraphenyl, peryl, hexyl, pentyl, rubidinyl, corynyl and / or ovaphenyl. 6 -C 60 Aryl and C 6 -C 60 When the arylene groups each include two or more rings, the rings may be condensed with each other.

[0565] As used herein, the term "C1 -C 60 "Heteroaryl" refers to a monovalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms which also includes at least one heteroatom other than carbon atoms as a ring-forming atom. As used herein, the term "C 1 -C 60 The term "heteroarylene group" refers to a divalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms which further includes at least one heteroatom other than carbon atoms as a ring-forming atom. 1 -C 60 Non-limiting examples of heteroaryl groups may include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthrolinyl, phthalazinyl, and naphthyridinyl. 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene group includes two or more rings, the rings may be condensed with each other.

[0566] The term "monovalent non-aromatic condensed polycyclic radical" as used herein refers to a monovalent group having two or more rings condensed to each other, only carbon atoms (e.g., having 8 to 60 carbon atoms) as ring atoms and having no aromaticity in its entire molecular structure as a whole. Non-limiting examples of monovalent non-aromatic condensed polycyclic radicals can include indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthryl and / or indenoanthryl etc. The term "divalent non-aromatic condensed polycyclic radical" as used herein refers to a divalent group having substantially the same structure as the above-mentioned monovalent non-aromatic condensed polycyclic radical.

[0567] The term "monovalent non-aromatic condensed heteropolycyclic group" as utilized herein refers to a monovalent group having two or more rings condensed to each other, further including at least one heteroatom other than carbon atoms (e.g., having 1 to 60 carbon atoms) as a ring-constituting atom, and having non-aromaticity in its entire molecular structure as a whole. Non-limiting examples of the monovalent non-aromatic condensed heteropolycyclic group may include pyrrolyl, thienyl, furanyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothioyl, benzofuranyl, carbazolyl, dibenzothioyl, dibenzothioyl, dibenzofuranyl, azacarbazolyl, azafluorenyl, azadibenzothioyl, azadibenzothioyl, azadibenzothiophenyl, azadibenzofuranyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazoles, thiazolyl, oxadiazoles, thiadi ... The term "divalent non-aromatic condensed heteropolycyclic group" as used herein refers to a divalent group having substantially the same structure as the monovalent non-aromatic condensed heteropolycyclic group described above.

[0568] As used herein, the term "C 6 -C 60 "Aryloxy" means -OA 102 (Among them, A 102 It is C 6 -C 60 Aryl), as the term "C 6 -C 60 "Arylthio" means -SA 103 (Among them, A 103 It is C 6 -C 60 aryl).

[0569] As used herein, the term "C 7 -C 60 "Arylalkyl" refers to -A 104 A 105 (Among them, A 104 It is C 1 -C 54 Alkylene, and A 105 It is C 6 -C 59 Aryl), as used herein,2 -C 60 "Heteroarylalkyl" refers to -A 106 A 107 (Among them, A 106 It is C 1 -C 59 Alkylene, and A 107 It is C 1 -C 59 heteroaryl).

[0570] As used herein, the term "R 10a " can be:

[0571] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0572] Unsubstituted or substituted with 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 Arylalkyl, C 2 -C 60 Heteroarylalkyl, -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 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy;

[0573] Unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C60 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 Arylalkyl, C 2 -C 60 Heteroarylalkyl, -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 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 heteroarylalkyl; or

[0574] -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 ).

[0575] In this disclosure, Q 1To 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; unsubstituted or substituted with deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 C alkoxy, phenyl, biphenyl or any combination thereof 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group; C 7 -C 60 Arylalkyl; or C 2 -C 60 Heteroarylalkyl.

[0576] As used herein, the term "heteroatom" refers to any atom other than a carbon atom. Non-limiting examples of heteroatoms may include O, S, N, P, Si, B, Ge, Se, and any combination thereof.

[0577] In the present disclosure, the third row transition metal includes hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt) and / or gold (Au), etc.

[0578] In the present disclosure, "Ph" refers to phenyl, "Me" refers to methyl, "Et" refers to ethyl, "tert-Bu", "t-Bu" or "But" refers to tert-butyl, and "OMe" refers to methoxy.

[0579] As used herein, the term "biphenyl" refers to a "phenyl group substituted with a phenyl group". In some embodiments, a "biphenyl group" is a group having C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0580] As used herein, the term "terphenyl" refers to a "phenyl group substituted with a biphenyl group". In some embodiments, the "terphenyl group" is a phenyl group substituted with a C 6 -C 60 Aryl C6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0581] Unless otherwise defined, * and *' as utilized herein refer to binding sites to adjacent atoms in the corresponding formula or moiety.

[0582] In the present disclosure, the x-axis, y-axis, and z-axis are not limited to the three axes in the orthogonal coordinate system, and can be interpreted in a broad sense including these axes. For example, the x-axis, y-axis, and z-axis can refer to axes that are orthogonal to each other, or can refer to axes in different directions that are not orthogonal to each other.

[0583] Hereinafter, the compound according to one or more embodiments and the light emitting device according to one or more embodiments will be described in more detail with reference to the following synthesis examples and examples. The phrase "using B instead of A" used in describing the synthesis examples refers to using the amount of B that is the same as the amount of A in terms of molar equivalent.

[0584] Example

[0585] Synthesis Example 1: Synthesis of Compound 1

[0586]

[0587] Compound A (10 mmol, 1 equivalent), diphenylamine (22 mmol, 2.2 equivalents), tris(dibenzylideneacetone)dipalladium(0) (Pd 2 (dba) 3 ) (1.0 mmol, 0.1 equivalent), t-BuONa (60 mmol, 3 equivalents), t-Bu 3 P (2 mmol, 0.2 eq.) and 200 mL of xylene were added into a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0588] After the reaction was complete, ether / H 2 O, and then column separation was performed using dichloromethane (MC) / hexane (Hx) = 1 / 7 (volume ratio), thereby obtaining 7.6 mmol of compound 1. (Yield: 76%)

[0589] Synthesis Example 2: Synthesis of Compound 2

[0590]

[0591] 1) Synthesis of compound 2-1

[0592] Compound A (30 mmol, 1 equivalent), diphenylamine (33 mmol, 1.1 equivalent), Pd 2 (dba) 3(1.5 mmol, 0.05 equivalent), t-BuONa (60 mmol, 2 equivalents), t-Bu 3 P (3 mmol, 0.1 eq.) and 300 mL of xylene were added into a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0593] After the reaction was complete, ether / H 2 O treatment of the reaction mixture, followed by column separation using MC / Hx=1 / 7, thereby obtaining 10 mmol of compound 2-1. (Yield: 33%)

[0594] 2) Synthesis of Compound 2

[0595] Compound 2-1 (10 mmol, 1 equivalent), N-phenyl-[1,1′-biphenyl]-4-amine (11 mmol, 1.1 equivalent), Pd 2 (dba) 3 (0.5 mmol, 0.05 equivalent), t-BuONa (20 mmol, 2 equivalents), t-Bu 3 P (1.0 mmol, 0.1 eq.) and 200 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0596] After the reaction was complete, ether / H 2 O treatment of the reaction mixture, followed by column separation using MC / Hx=1 / 7, thereby obtaining 7.5 mmol of compound 2. (Yield: 75%)

[0597] Synthesis Example 3: Synthesis of Compound 6

[0598]

[0599] Compound 2-1 (10 mmol, 1 equivalent), 9,9-dimethyl-N-phenyl-9H-fluoren-2-amine (11 mmol, 1.1 equivalent), Pd 2 (dba) 3 (0.5 mmol, 0.05 equivalent), t-BuONa (20 mmol, 2 equivalents), t-Bu 3 P (1.0 mmol, 0.1 eq.) and 200 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0600] After the reaction was complete, ether / H 2 O treatment of the reaction mixture, followed by column separation using MC / Hx=1 / 7, thereby obtaining 7.5 mmol of compound 6. (Yield: 75%)

[0601] Synthesis Example 4: Synthesis of Compound 14

[0602]

[0603] Compound 2-1 (10 mmol, 1 equivalent), 5,9,9-trimethyl-N-phenyl-9H-fluoren-2-amine (11 mmol, 1.1 equivalent), Pd 2 (dba) 3 (0.5 mmol, 0.05 equivalent), t-BuONa (20 mmol, 2 equivalents), t-Bu 3 P (1.0 mmol, 0.1 eq.) and 200 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0604] After the reaction was complete, ether / H 2 O treatment of the reaction mixture, followed by column separation using MC / Hx=1 / 7, thereby obtaining 7.5 mmol of compound 14. (Yield: 75%)

[0605] Synthesis Example 5: Synthesis of Compound 18

[0606]

[0607] Compound 2-1 (10 mmol, 1 equivalent), 9,9-dimethyl-N,5-diphenyl-9H-fluoren-2-amine (11 mmol, 1.1 equivalent), Pd 2 (dba) 3 (0.5 mmol, 0.05 equivalent), t-BuONa (20 mmol, 2 equivalents), t-Bu 3 P (1.0 mmol, 0.1 eq.) and 200 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0608] After the reaction was complete, ether / H 2 O treatment of the reaction mixture, followed by column separation using MC / Hx=1 / 7, yielded 7.5 mmol of compound 18. (Yield: 75%)

[0609] Synthesis Example 6: Synthesis of Compound 26

[0610]

[0611] Compound 2-1 (10 mmol, 1 equivalent), N,9,9-triphenyl-9H-fluoren-2-amine (11 mmol, 1.1 equivalent), Pd 2 (dba) 3(0.5 mmol, 0.05 equivalent), t-BuONa (20 mmol, 2 equivalents), t-Bu 3 P (1.0 mmol, 0.1 eq.) and 200 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0612] After the reaction was complete, ether / H 2 O treatment of the reaction mixture, followed by column separation using MC / Hx=1 / 7, yielded 7.5 mmol of compound 26. (Yield: 75%)

[0613] Synthesis Example 7: Synthesis of Compound 31

[0614]

[0615] Compound 2-1 (10 mmol, 1 equivalent), N-phenyl-4-(9-phenyl-9H-fluoren-9-yl)aniline (11 mmol, 1.1 equivalent), Pd 2 (dba) 3 (0.5 mmol, 0.05 equivalent), t-BuONa (20 mmol, 2 equivalents), t-Bu 3 P (1.0 mmol, 0.1 eq.) and 200 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0616] After the reaction was complete, ether / H 2 O was used to treat the reaction mixture, and then column separation was performed using MC / Hx=1 / 7 to obtain 7.5 mmol of compound 31. (Yield: 75%)

[0617] Synthesis Example 8: Synthesis of Compound 56

[0618]

[0619] Compound 2-1 (10 mmol, 1 equivalent), 5-methyl-N,9,9-triphenyl-9H-fluoren-2-amine (11 mmol, 1.1 equivalent), Pd 2 (dba) 3 (0.5 mmol, 0.05 equivalent), t-BuONa (20 mmol, 2 equivalents), t-Bu 3 P (1.0 mmol, 0.1 eq.) and 200 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0620] After the reaction was complete, ether / H 2O was used to treat the reaction mixture, and then column separation was performed using MC / Hx=1 / 7 to obtain 7.5 mmol of compound 56. (Yield: 75%)

[0621] Synthesis Example 9: Synthesis of Compound 63

[0622]

[0623] 1) Synthesis of compound 63-1

[0624] Compound A (30 mmol, 1 equivalent), 4-cyclohexyl-N-phenylaniline (33 mmol, 1.1 equivalent), Pd 2 (dba) 3 (1.5 mmol, 0.05 equivalent), t-BuONa (60 mmol, 2 equivalents), t-Bu 3 P (3 mmol, 0.1 eq.) and 300 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0625] After the reaction was complete, ether / H 2 O treatment of the reaction mixture, followed by column separation using MC / Hx=1 / 7, thereby obtaining 10 mmol of compound 63-1. (Yield: 33%)

[0626] 2) Synthesis of compound 63

[0627] Compound 63-1 (10 mmol, 1 equivalent), 5,9,9-trimethyl-N-phenyl-9H-fluoren-2-amine (11 mmol, 1.1 equivalent), Pd 2 (dba) 3 (0.5mmol, 0.05 equivalent), t-BuONa (20mmol, 2 equivalents), t-Bu 3 P (1.0 mmol, 0.1 eq.) and 200 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0628] After the reaction was complete, ether / H 2 O treatment of the reaction mixture, followed by column separation using MC / Hx=1 / 7, thereby obtaining 7.5 mmol of compound 63. (Yield: 75%)

[0629] Synthesis Example 10: Synthesis of Compound 69

[0630]

[0631] 1) Synthesis of compound 69-1

[0632] Compound A (30 mmol, 1 equivalent), N,1-diphenylnaphthalene-2-amine (33 mmol, 1.1 equivalent), Pd 2 (dba) 3 (1.5 mmol, 0.05 equivalent), t-BuONa (60 mmol, 2 equivalents), t-Bu 3 P (3 mmol, 0.1 eq.) and 300 mL of xylene were added into a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0633] After the reaction was complete, ether / H 2 O treatment of the reaction mixture, followed by column separation using MC / Hx=1 / 7, thereby obtaining 10 mmol of compound 69-1. (Yield: 33%)

[0634] 2) Synthesis of compound 69

[0635] Compound 69-1 (10 mmol, 1 equivalent), 5,9,9-trimethyl-N-phenyl-9H-fluoren-2-amine (11 mmol, 1.1 equivalent), Pd 2 (dba) 3 (0.5 mmol, 0.05 equivalent), t-BuONa (20 mmol, 2 equivalents), t-Bu 3 P (1.0 mmol, 0.1 eq.) and 200 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0636] After the reaction was complete, ether / H 2 The reaction mixture was treated with 1% O and then subjected to column separation using MC / Hx=1 / 7 to obtain 7.5 mmol of compound 69. (Yield: 75%)

[0637] Synthesis Example 11: Synthesis of Compound 70

[0638]

[0639] 1) Synthesis of Compound 70-1

[0640] Compound A (30 mmol, 1 equivalent), N,3-diphenylnaphthalene-2-amine (33 mmol, 1.1 equivalent), Pd 2 (dba) 3 (1.5 mmol, 0.05 equivalent), t-BuONa (60 mmol, 2 equivalents), t-Bu 3 P (3 mmol, 0.1 eq.) and 300 mL of xylene were added into a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0641] After the reaction was complete, ether / H 2 O treatment of the reaction mixture, followed by column separation using MC / Hx=1 / 7, thereby obtaining 10 mmol of compound 70-1. (Yield: 33%)

[0642] 2) Synthesis of Compound 70

[0643] Compound 70-1 (10 mmol, 1 equivalent), 5,9,9-trimethyl-N-phenyl-9H-fluoren-2-amine (11 mmol, 1.1 equivalent), Pd 2 (dba) 3 (0.5mmol, 0.05 equivalent), t-BuONa (20mmol, 2 equivalents), t-Bu 3 P (1.0 mmol, 0.1 eq.) and 200 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0644] After the reaction was complete, ether / H 2 O was used to treat the reaction mixture, and then column separation was performed using MC / Hx=1 / 7 to obtain 7.5 mmol of compound 70. (Yield: 75%)

[0645] Synthesis Example 12: Synthesis of Compound 75

[0646]

[0647] 1) Synthesis of compound 75-1

[0648] Compound A (30 mmol, 1 equivalent), 4′-cyclohexyl-N-phenyl-[1,1′-biphenyl]-4-amine (33 mmol, 1.1 equivalent), Pd 2 (dba) 3 (1.5 mmol, 0.05 equivalent), t-BuONa (60 mmol, 2 equivalents), t-Bu 3 P (3 mmol, 0.1 eq.) and 300 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0649] After the reaction was complete, ether / H 2 O treatment of the reaction mixture, followed by column separation using MC / Hx=1 / 7, thereby obtaining 10 mmol of compound 75-1. (Yield: 33%)

[0650] 2) Synthesis of Compound 75

[0651] Compound 75-1 (10 mmol, 1 equivalent), 5,9,9-trimethyl-N-phenyl-9H-fluoren-2-amine (11 mmol, 1.1 equivalent), Pd 2 (dba) 3 (0.5mmol, 0.05 equivalent), t-BuONa (20mmol, 2 equivalents), t-Bu 3 P (1.0 mmol, 0.1 eq.) and 200 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0652] After the reaction was complete, ether / H 2 O was used to treat the reaction mixture, and then column separation was performed using MC / Hx=1 / 7 to obtain 7.5 mmol of compound 75. (Yield: 75%)

[0653] Synthesis Example 13: Synthesis of Compound 253

[0654]

[0655] Compound 2-1 (10 mmol, 1 equivalent), N-([1,1′:2′,1″-terphenyl]-4-yl)-5,9,9-trimethyl-9H-fluoren-2-amine (11 mmol, 1.1 equivalent), Pd 2 (dba) 3 (0.5mmol, 0.05 equivalent), t-BuONa (20mmol, 2 equivalents), t-Bu 3 P (1.0 mmol, 0.1 eq.) and 200 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0656] After the reaction was complete, ether / H 2 O treatment of the reaction mixture, followed by column separation using MC / Hx=1 / 7, afforded 7.5 mmol of compound 253. (Yield: 75%)

[0657] Synthesis Example 14: Synthesis of Compound 265

[0658]

[0659] Compound 2-1 (10 mmol, 1 equivalent), 5,9,9-trimethyl-N-(1-phenylnaphthalen-2-yl)-9H-fluoren-2-amine (11 mmol, 1.1 equivalent), Pd 2 (dba) 3 (0.5mmol, 0.05 equivalent), t-BuONa (20mmol, 2 equivalents), t-Bu 3P (1.0 mmol, 0.1 eq.) and 200 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0660] After the reaction was complete, ether / H 2 O treatment of the reaction mixture, followed by column separation using MC / Hx=1 / 7, yielded 7.5 mmol of compound 265. (Yield: 75%)

[0661] Synthesis Example 15: Synthesis of Compound 293

[0662]

[0663] 1) Synthesis of compound 293-1

[0664] Compound A (30 mmol, 1 equivalent), N-phenyl-[1,1′-biphenyl]-4-amine (33 mmol, 1.1 equivalent), Pd 2 (dba) 3 (1.5 mmol, 0.05 equivalent), t-BuONa (60 mmol, 2 equivalents), t-Bu 3 P (3 mmol, 0.1 eq.) and 300 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0665] After the reaction was complete, ether / H 2 O treatment of the reaction mixture, followed by column separation using MC / Hx=1 / 7, thereby obtaining 10 mmol of compound 293-1. (Yield: 33%)

[0666] 2) Synthesis of compound 293

[0667] Compound 293-1 (10 mmol, 1 equivalent), 9,9-dimethyl-N-(1-phenylnaphthalen-2-yl)-9H-fluoren-2-amine (11 mmol, 1.1 equivalent), Pd 2 (dba) 3 (0.5mmol, 0.05 equivalent), t-BuONa (20mmol, 2 equivalents), t-Bu 3 P (1.0 mmol, 0.1 eq.) and 200 mL of xylene were added to a 1-neck round-bottom flask, and stirred at 140° C. for 4 hours.

[0668] After the reaction was complete, ether / H 2 The reaction mixture was treated with 0, and then subjected to column separation using MC / Hx=1 / 7 to obtain 7.5 mmol of compound 293. (Yield: 75%)

[0669] Compounds synthesized according to the synthesis examples 1 The results of H NMR (nuclear magnetic resonance) and fast atom bombardment mass spectrometry (MS / FAB) are shown in Table 1. With reference to the synthetic routes and starting materials, one of ordinary skill in the art can easily recognize synthetic methods of compounds other than the compounds exemplified in the above synthesis.

[0670] Table 1

[0671]

[0672]

[0673]

[0674] Evaluation Example 1

[0675] The HOMO energy level (eV) and LUMO energy level (eV) of each of the synthetic examples Compound 1, Compound 2, Compound 6, Compound 14, Compound 18, Compound 26, Compound 31, Compound 56, Compound 63, Compound 69, Compound 70, Compound 75, Compound 253, Compound 265 and Compound 293 and the following compounds (i.e., Compound CE5 and Compound CE9) were measured using the method described in Table 2, and the results are shown in Table 3.

[0676] Table 2

[0677]

[0678] Table 3

[0679] Compound No. HOMO(eV) LUMO(eV) 1 -5.18 -2.27 2 -5.08 -2.07 6 -5.18 -2.11 14 -5.16 -2.09 18 -5.24 -2.13 26 -5.22 -2.13 31 -5.33 -1.94 56 -5.25 -2.07 63 -5.2 -2.05

[0680]

[0681]

[0682] It can be confirmed from Table 3 that compared with compound CE5 and compound CE9, compound 1, compound 2, compound 6, compound 14, compound 18, compound 26, compound 31, compound 56, compound 63, compound 69, compound 70, compound 75, compound 253, compound 265 and compound 293 have appropriate or suitable HOMO energy levels, thereby confirming that compound 1, compound 2, compound 6, compound 14, compound 18, compound 26, compound 31, compound 56, compound 63, compound 69, compound 70, compound 75, compound 253, compound 265 and compound 293 have excellent or suitable hole transport capabilities.

[0683] Evaluation Example 2

[0684] Vacuum thermogravimetric analysis was performed using SETSYS manufactured by SETARAM, and the first derivative peak temperature Tp of each of Compound 1, Compound 2, Compound 6, Compound 14, Compound 18, Compound 26, Compound 31, Compound 56, Compound 63, Compound 69, Compound 70, Compound 75, Compound 253, Compound 265 and Compound 293 and Compound CE4, Compound CE5, Compound CE8 and Compound CE9 was measured and shown in Table 4.

[0685] Table 4

[0686]

[0687]

[0688]

[0689] It can be confirmed from Table 4 that compared with compound CE4, compound CE5, compound CE8 and compound CE9, compound 1, compound 2, compound 6, compound 14, compound 18, compound 26, compound 31, compound 56, compound 63, compound 69, compound 70, compound 75, compound 253, compound 265 and compound 293 have low Tp values, thereby confirming that compound 1, compound 2, compound 6, compound 14, compound 18, compound 26, compound 31, compound 56, compound 63, compound 69, compound 70, compound 75, compound 253, compound 265 and compound 293 have excellent or suitable thermal stability.

[0690] Example 1

[0691] As an anode, a 15Ω / cm 2 A glass substrate of ITO electrode (product of Corning Inc.) was cut into a size of 50 mm×50 mm×0.7 mm, sonicated in isopropyl alcohol and pure water for 5 minutes each, cleaned by ultraviolet irradiation and exposed to ozone for 30 minutes, and then mounted on a vacuum deposition apparatus.

[0692] 2-TNATA was vacuum deposited on the anode to form A hole injection layer having a thickness of The hole transport layer has a thickness of .

[0693] 9,10-di(naphthalene-2-yl)anthracene (hereinafter, NDA) as a host material and 4,4′-bis[2-(4-(N,N-diphenylamino)phenyl)vinyl]biphenyl (hereinafter, DPAVBi) as a dopant material were simultaneously (e.g., concurrently) vacuum deposited on the hole transport layer at a weight ratio of 98:2 to form a The thickness of the emission layer.

[0694] Vacuum deposition of Alq on the emission layer 3 To form a An electron transport layer with a thickness of , LiF is vacuum deposited on the electron transport layer to form a Then, Al is vacuum deposited on the electron injection layer to form an electron injection layer having a thickness of A cathode with a thickness of is formed, thereby completing the manufacture of the light-emitting device.

[0695]

[0696] Examples 2 to 15 and Comparative Examples 1 to 9

[0697] Except that the hole transport layer forming material was changed as shown in Table 5, a light emitting device was manufactured in substantially the same manner as in Example 1.

[0698] Evaluation Example 3

[0699] The brightness of each of the light emitting devices manufactured according to Examples 1 to 15 and Comparative Examples 1 to 9 at 1,000 cd / m 2 The driving voltage (V), luminous efficiency (cd / A), maximum emission wavelength (nm) and lifespan (hr) under , and the results are shown in Table 5. In Table 5, lifespan (T 95 ) represents the time (hr) taken to reach 95% of the initial brightness.

[0700] Table 5

[0701]

[0702]

[0703]

[0704]

[0705] It can be confirmed from Table 5 that, compared with the light-emitting devices according to Comparative Examples 1 to 9, the light-emitting devices according to Examples 1 to 15 have excellent or appropriate driving voltage, light-emitting efficiency, and lifespan.

[0706] According to one or more embodiments, by using an amine-containing compound, a light emitting device having reduced driving voltage, enhanced color purity and luminous efficiency, and increased lifespan, and a high-quality electronic device including the same may be manufactured.

[0707] In the present disclosure, it will be understood that the terms “include,” “comprises,” or “has” specify 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.

[0708] Throughout this disclosure, when it is mentioned that a component such as a layer, film, region, or plate is placed "on" another component, it will be understood that it can be directly on the other component, or another component can be placed in between. 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 another part. For example, "directly on..." can mean that two layers or two components are disposed without using an additional component (such as a bonding component) therebetween.

[0709] In the present disclosure, although the terms "first", "second", etc. may be used 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.

[0710] As utilized herein, the singular forms "a," "an," "an(er)," and "the(s)" are intended to include the plural forms as well, unless the context clearly indicates otherwise. In addition, when describing embodiments of the present disclosure, the use of "may" refers to "one or more embodiments of the present disclosure."

[0711] As utilized herein, the terms "substantially," "approximately," or similar terms are used as terms of approximation rather than terms of degree, and are intended to take into account the inherent deviations in measured or calculated values ​​that one of ordinary skill in the art will recognize. "Approximately," as used herein, includes the stated value, and means within an acceptable range of deviations from a 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 a particular quantity (i.e., the limitations of the measurement system). For example, "approximately" may mean within one or more standard deviations, or within ±30%, ±20%, ±10%, ±5% of the stated value.

[0712] Any numerical range described herein is intended to include all subranges of the same numerical precision contained in the described range. For example, the range of "1.0 to 10.0" is intended to include all subranges between the described minimum value 1.0 and the described maximum value 10.0 (and including the described minimum value 1.0 and the described maximum value 10.0), that is, having a minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, such as 2.4 to 7.6. Any maximum numerical limit described herein is intended to include all lower numerical limits contained therein, and any minimum numerical limit described in the present disclosure is intended to include all higher numerical limits contained therein. Therefore, the applicant reserves the right to modify the disclosure (including claims) to explicitly describe any subranges contained in the range explicitly described herein.

[0713] Any suitable hardware, firmware (e.g., an application specific integrated circuit), software, or a combination of software, firmware, and hardware may be used to implement the light emitting device, light emitting device, display device, electronic device, electronic device, or any other related device or component according to the embodiments of the present disclosure described herein. For example, the various components of the device may be formed on an integrated circuit (IC) chip or on a separate IC chip. In addition, the various components of the device may be implemented on a flexible printed circuit film, a tape carrier package (TCP), a printed circuit board (PCB), or formed on a substrate. In addition, the various components of the device may be processes or threads that execute computer program instructions and interact with other system components to perform the various functions described herein, running on one or more processors in one or more computing devices. The computer program instructions are stored in a memory, and the memory may be implemented in a computing device using a standard memory device (such as a random access memory (RAM) as an example). The computer program instructions may also be stored in other non-temporary computer-readable media (such as a CD-ROM, a flash drive, etc. as an example). In addition, those skilled in the art should recognize that the functions of various computing devices may be combined or integrated into a single computing device, or the functions of a particular computing device may be distributed to one or more other computing devices without departing from the scope of the embodiments of the present disclosure.

[0714] It should be understood that the embodiments described herein should be considered in a descriptive sense only and not for the purpose of limitation. The description of features or aspects within each embodiment should generally be considered 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 suitable changes in form and details may be made therein without departing from the spirit and scope as defined by the claims and their equivalents.

Claims

1. A light emitting device, comprising: a first electrode; a second electrode, facing the first electrode; as well as an intermediate layer between the first electrode and the second electrode and including an emission layer, and The light emitting device further includes an amine-containing compound represented by Formula 1: Formula 1 Among them, in formula 1, R1 to R5 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C1-C 60 alkylthio, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -C(═O)(Q1), -S(═O)2(Q1) or -P(═O)(Q1)(Q2), L1 to L6 are each independently unsubstituted or substituted with at least one R 10a C3-C 30 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C1-C 30 Heterocyclic group, Ar1 to Ar4 are independently unsubstituted or substituted with at least one R 10a C3-C 30 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C1-C 30 Heterocyclic group, a1 and a3 are each independently an integer from 1 to 4, a2 and a4 are each independently an integer from 1 to 5, a5 is 1 or 2, b1 to b6 are each independently an integer from 0 to 5, Among them, when b1 is 0, *-(L1) b1 -*' is a single bond, when b2 is 0, *-(L2) b2 -*' is a single bond, when b3 is 0, *-(L3) b3 -*' is a single bond, when b4 is 0, *-(L4) b4 -*' is a single bond, when b5 is 0, *-(L5) b5 -*' is a single bond, and when b6 is 0, *-(L6) b6 -*' is a single bond, c1 to c4 are each independently an integer from 1 to 5, and R 10a yes: hydrogen, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; Unsubstituted or substituted with 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, -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 C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy; Unsubstituted or substituted with 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, -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 C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy or C6-C 60 arylthio; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; or unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 C3-C4 alkyl, phenyl, biphenyl or any combination thereof 60 Carbocyclic or C1-C 60 Heterocyclic group.

2. An electronic device comprising the light emitting device according to claim 1.

3. The electronic device according to claim 2, further comprising: A thin film transistor, wherein The thin film transistor includes a source electrode and a drain electrode, and The first electrode of the light emitting device is electrically connected to the source electrode or the drain electrode of the thin film transistor. 4 . An electronic device comprising the light emitting device according to claim 1 .

5. The electronic equipment according to claim 4, wherein: The electronic equipment is at least one of a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, indoor or outdoor lighting and / or signaling, a head-up display, a fully or partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a mobile phone, a tablet computer, a phablet, a personal digital assistant, a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a three-dimensional display, a virtual or augmented reality display, a vehicle, a video wall with multiple displays stitched together, a theater or stadium screen, a light therapy device, and a sign.

6. An amine-containing compound, wherein the amine-containing compound is represented by Formula 1: Formula 1 in, In formula 1, R1 to R5 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a C1-C 60 alkylthio, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -C(═O)(Q1), -S(═O)2(Q1) or -P(═O)(Q1)(Q2), L1 to L6 are each independently unsubstituted or substituted with at least one R 10a C3-C 30 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C1-C 30 Heterocyclic group, Ar1 to Ar4 are independently unsubstituted or substituted with at least one R 10a C3-C 30 The carbocyclic group is either unsubstituted or substituted with at least one R 10a C1-C 30 Heterocyclic group, a1 and a3 are each independently an integer from 1 to 4, a2 and a4 are each independently an integer from 1 to 5, a5 is 1 or 2, b1 to b6 are each independently an integer from 0 to 5, Among them, when b1 is 0, *-(L1) b1 -*' is a single bond, when b2 is 0, *-(L2) b2 -*' is a single bond, when b3 is 0, *-(L3) b3 -*' is a single bond, when b4 is 0, *-(L4) b4 -*' is a single bond, when b5 is 0, *-(L5) b5 -*' is a single bond, and when b6 is 0, *-(L6) b6 -*' is a single bond, c1 to c4 are each independently an integer from 1 to 5, and R 10a yes: hydrogen, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; Unsubstituted or substituted with 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, -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 C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy; Unsubstituted or substituted with 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, -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 C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy or C6-C 60 arylthio; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 are independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkynyl; C1-C 60 Alkoxy; or unsubstituted or substituted with deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 C3-C4 alkyl, phenyl, biphenyl or any combination thereof 60 Carbocyclic or C1-C 60 Heterocyclic group.

7. The amine-containing compound according to claim 6, wherein Ar1 to Ar4 are independently selected from the groups represented by formula AR1 to formula AR16: Among them, in formulas AR1 to AR16, CY1 to CY4 are independently C3-C 30 Carbocyclic or C1-C 30 Heterocyclic group, Y1 is O, S, N(T5), P(T5), C(T5)(T6) or Si(T5)(T6), Y2 is N, P, C(T5) or Si(T5), T1 to T6 are independently related to R in Formula 1 10a The same definition, c3 is an integer from 0 to 3, c4 is an integer from 0 to 4, c5 is an integer from 0 to 5, c7 is an integer from 0 to 7, c9 is an integer from 0 to 9, ca to cd are each independently an integer from 0 to 10, and *Indicates the binding site with the adjacent atom.

8. The amine-containing compound according to claim 7, wherein At least one selected from Ar1 to Ar4 is selected from the groups represented by formula AR14 to formula AR16.

9. The amine-containing compound according to claim 6, wherein The amine-containing compound satisfies at least one condition selected from conditions 1 to 4: Condition 1 In Formula 1, Ar1 is different from at least one of Ar2, Ar3 and Ar4. Condition 2 In Formula 1, Ar2 is different from at least one of Ar1, Ar3 and Ar4. Condition 3 In Formula 1, Ar3 is different from at least one of Ar1, Ar2 and Ar4. Condition 4 In Formula 1, Ar4 is different from at least one of Ar1, Ar2 and Ar3.

10. The amine-containing compound according to claim 6, wherein The amine-containing compound is selected from Compound 1 to Compound 308:

Citation Information

Patent Citations

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