Heterocyclic compound, light emitting device including heterocyclic compound

Abstract

The invention relates to a heterocyclic compound, a light-emitting device including the heterocyclic compound, and an electronic apparatus and an electronic device including the light-emitting device. A heterocyclic compound represented by Formula 1 and a light-emitting device including the heterocyclic compound are provided. In addition, an electronic device and an electronic equipment each including a light emitting device are also provided. Formula 1 # imgabs0 #

Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to and the benefit of Korean Patent Application No. 10-2023-0145933 filed in the Korean Intellectual Property Office on October 27, 2023, the entire contents of which are incorporated herein by reference. Technical Field

[0003] One or more embodiments of the present disclosure relate to a heterocyclic compound, a light-emitting device including the heterocyclic compound, and an electronic device and electronic equipment including the light-emitting device. Background Art

[0004] Compared with inorganic light-emitting devices, organic light-emitting devices may have a relatively wide viewing angle, a relatively high contrast ratio, and a relatively short response time. In an example, the organic light-emitting device may include a first electrode, a hole transport region, an emission layer, an electron transport region, and a second electrode arranged in sequence. Holes injected from the first electrode may move toward the emission layer through the hole transport region. Electrons injected from the second electrode may move toward the emission layer through the electron transport region. Carriers (e.g., these holes and electrons) recombine in the emission layer to generate excitons. When the excitons can transition from an excited state and decay to a ground state, light can be generated. Summary of the invention

[0005] One or more aspects of the embodiments of the present disclosure relate to heterocyclic compounds and light-emitting devices having relatively high luminous efficiency by including (eg, novel) heterocyclic compounds. One or more aspects of the embodiments of the present disclosure relate to electronic devices and electronic equipment each including a light-emitting device.

[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 heterocyclic compound represented by Formula 1 is provided:

[0008] Formula 1

[0009]

[0010] Among them, in formula 1,

[0011] CY 1 CY 2 CY 41 and CY 42 Can be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0012] X 31 Can be N or C(R 31 ),

[0013] X 33 Can be N or C(R 33 ),

[0014] X 35 Can be N or C(R 35 ),

[0015] Selected from X 31 , X 33 and X 35 At least one of may be N,

[0016] X 5 Can be C(R 51 )(R 52 )、Si(R 51 )(R 52 )、N[(L 5 ) a5 -R 5 ]、P[(L 5 ) a5 -R 5 ], O or S,

[0017] L 3 , L 4 , L 5 , L 32 and L 34 may be independently a single bond, unsubstituted or substituted by at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0018] a3 and a4 can be each independently an integer selected from 0 to 5, wherein, i) when a3 is 0, by *-(L 3 ) a3 -*' may be a single bond. ii) When a4 is 0, *-(L 4 ) a4 -*' may be a single bond, iii) when a3 is an integer selected from 2 to 5, multiple L 3 may be the same as or different from each other, and iv) when a4 is an integer selected from 2 to 5, a plurality of L 4 may be the same or different from each other,

[0019] a5, a32 and a34 can each independently be an integer selected from 0 to 5, wherein, i) when a5 is 0, *-(L 5 ) a5 -*' may be a single bond. ii) When a32 is 0, *-(L 32 ) a32 -*' may be a single bond. iii) When a34 is 0, *-(L 34 ) a34 -*' may be a single bond, iv) when a5 is an integer selected from 2 to 5, multiple L 5 may be the same as or different from each other, v) when a32 is an integer selected from 2 to 5, a plurality of L 32 may be the same as or different from each other, and vi) when a34 is an integer selected from 2 to 5, a plurality of L 34 may be the same or different from each other,

[0020] R 1 , R 2 , R 31 To R 35 , R 4 , R 5 , R 51 and R 52 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryl, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a A substituted monovalent non-aromatic fused polycyclic group, unsubstituted or replaced by at least one R 10a Substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ),

[0021] Selected from R 1 , R 2 , R 31 To R 35 , R 4 , R 5 , R 51 and R 52 Two or more adjacent groups in the formula (R) may be optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C 5 -C 60The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0022] n1 and n2 may each independently be an integer selected from 0 to 15,

[0023] n4 may be an integer selected from 0 to 20,

[0024] R 10a Can be:

[0025] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0026] Each unsubstituted or substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroarylalkyl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, -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;

[0027] Each unsubstituted or substituted C 3 -C 60Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0028] -Si(Q 31 )(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 ),

[0029] Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 can be independently: 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; each unsubstituted or substituted by the following C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group: deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, phenyl, biphenyl or any combination thereof; C 7 -C 60 Aralkyl; or C 2 -C 60 heteroarylalkyl, and

[0030] * and *' each indicate a bonding site to an adjacent atom.

[0031] According to one or more embodiments of the present disclosure, a light emitting device includes a heterocyclic compound.

[0032] According to one or more embodiments of the present disclosure, an electronic device includes a light emitting device.

[0033] According to one or more embodiments of the present disclosure, the electronic equipment includes an electronic device. BRIEF DESCRIPTION OF THE DRAWINGS

[0034] The accompanying drawings are included to provide a further understanding of the present disclosure, and are incorporated into and constitute a part of the present disclosure. The accompanying drawings illustrate embodiments of the present disclosure and, together with the description, are used to explain the principles of the present disclosure. The above and other aspects, features and advantages of certain embodiments of the present disclosure will become more apparent from the following description in conjunction with the accompanying drawings, in which:

[0035] Figure 1 is a schematic diagram of a light emitting device according to one or more embodiments of the present disclosure;

[0036] Figure 2 is a cross-sectional view of a light emitting device according to one or more embodiments of the present disclosure;

[0037] Figure 3 is a cross-sectional view of a light emitting device according to one or more embodiments of the present disclosure;

[0038] Figure 4 is a schematic perspective view of an electronic device including a light emitting device according to one or more embodiments of the present disclosure;

[0039] Figure 5 A diagram schematically illustrating an exterior of a vehicle as an electronic device including a light emitting device according to one or more embodiments of the present disclosure; and

[0040] Fig. 6A , Figure 6B and Figure 6C Each is a schematic diagram schematically illustrating the interior of a vehicle according to one or more embodiments of the present disclosure. DETAILED DESCRIPTION

[0041] The embodiment in the accompanying drawings will now be explained in more detail with reference to its example, wherein the same reference numerals refer to the same elements throughout the present disclosure, and for the sake of brevity, its repeated description may not be provided. In this regard, the embodiments of the present disclosure may have different forms and should not be interpreted as being limited to the description stated in this article. Accordingly, the embodiments of the present disclosure are described only by reference to the accompanying drawings to explain the various aspects of the present disclosure. As used herein, the term "and / or" or "or" may include any and all combinations of one or more related enumerated items. Throughout the present disclosure, statements such as "at least one of ...", "one of ..." and "selected from ...", when before / after the list of elements, modify the entire list of elements, and do not modify the single element of the list. 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 indicate only a, only b, only c, both a and b (e.g., a and b simultaneously), both a and c (e.g., a and c simultaneously), both b and c (e.g., b and c simultaneously), all a, b, and c, or variations thereof. The " / " utilized herein may be interpreted as "and" or as "or," depending on the situation.

[0042] One or more aspects of the embodiments of the present disclosure relate to a light-emitting device, including: a first electrode; a second electrode facing the first electrode (e.g., opposite to the first electrode and facing the first electrode); an interlayer between the first electrode and the second electrode and including an emission layer; and a heterocyclic compound represented by Formula 1.

[0043] In one or more embodiments, the first electrode may be an anode. In one or more embodiments, the second electrode may be a cathode.

[0044] As utilized herein, the term "interlayer" refers to a single layer and / or all layers between a first electrode and a second electrode of a light emitting device.

[0045] In one or more embodiments, the interlayer 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. The hole transport region may include a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer, or any combination thereof. The electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, an electron control layer, or any combination thereof.

[0046] In one or more embodiments, the interlayer may include a heterocyclic compound represented by Formula 1.

[0047] In one or more embodiments, the emission layer may include the heterocyclic compound represented by Formula 1.

[0048] In one or more embodiments, the emission layer may include a host and a dopant, and the host may include the heterocyclic compound represented by Formula 1.

[0049] In one or more embodiments, the emission layer may emit blue light. The emission layer may emit blue light having a maximum emission wavelength in the range of about 390 nanometers (nm) to about 500 nm, about 410 nm to about 500 nm, about 390 nm to about 490 nm, about 410 nm to about 490 nm, or about 430 nm to about 480 nm. For example, in some embodiments, the emission layer may emit blue light having a maximum emission wavelength in the range of about 390 nm to about 500 nm, for example, about 430 nm to about 480 nm.

[0050] One or more aspects of embodiments of the present disclosure relate to electronic devices including a light emitting device.

[0051] In one or more embodiments, the electronic device may further include a thin film transistor. The thin film transistor may include 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.

[0052] One or more aspects of the embodiments of the present disclosure relate to electronic equipment including a light emitting device.

[0053] The electronic device may be at least one selected from a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a portable phone, a tablet personal computer, a tablet mobile computer, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays stitched together, a cinema screen, a stadium screen, a light therapy device, a sign, a car sensor, a home sensor and a solar cell.

[0054] In one or more embodiments of the present disclosure, the heterocyclic compound may be represented by Formula 1:

[0055] Formula 1

[0056]

[0057] In Formula 1, a description of each substituent is provided in the present disclosure.

[0058] In formula 1, CY 1 CY 2 CY 41 and CY42 Can be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group.

[0059] In one or more embodiments, CY 1 CY 2 CY 41 and CY 42 Each of the above groups may independently be phenyl, naphthyl, phenanthryl, fluoranthene, triphenylene, pyrene, 1,2-triphenylene, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidinyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthiothienyl, benzonaphthothienyl or dinaphthothienyl.

[0060] In some embodiments, CY 1 CY 2 CY 41 and CY 42 Each may independently be a phenyl group.

[0061] In one or more embodiments, the heterocyclic compound represented by Formula 1 may be a compound represented by one selected from Formula 1-1 to Formula 1-4:

[0062] Formula 1-1

[0063]

[0064] Formula 1-2

[0065]

[0066] Formula 1-3

[0067]

[0068] Formula 1-4

[0069]

[0070] Among them, in Formula 1-1 to Formula 1-4,

[0071] X 31 , X 33 , X 35 , X 5 , L 3 , L 4 , L 32 , L 34, a3, a4, a32, a34, R 32 and R 34 may each be the same as described herein,

[0072] R 11 To R 14 Can be independently compared with the reference R 1 Same as described,

[0073] R 21 To R 24 Can be independently compared with the reference R 2 Same as described, and

[0074] R 41 To R 48 Can be independently compared with the reference R 4 Same as described.

[0075] In one or more embodiments, the heterocyclic compound represented by Formula 1 may be a compound represented by Formula 1-3.

[0076] In formula 1, X 31 Can be N or C(R 31 ), X 33 Can be N or C(R 33 ), X 35 Can be N or C(R 35 ), and selected from X 31 , X 33 and X 35 At least one of can be N.

[0077] In some embodiments, selected from X 31 , X 33 and X 35 At least two of can be N.

[0078] In some embodiments, X 31 , X 33 and X 35 Each of can be N.

[0079] In formula 1, X 5 Can be C(R 51 )(R 52 )、Si(R 51 )(R 52 )、N[(L 5 ) a5 -R 5 ]、P[(L 5 ) a5 -R 5 ], O, or S.

[0080] In one or more embodiments, X 5 Can be N[(L 5 ) a5 -R 5 ]、P[(L 5 ) a5 -R 5 ], O or S. For example, in some embodiments, X 5 Can be N[(L 5 ) a5 -R 5 ]. Here, L 5 , a5 and R 5 Each may be the same as described herein.

[0081] In formula 1, L 3 , L 4 , L 5 , L 32 and L 34 may be independently a single bond, unsubstituted or substituted by at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group.

[0082] In one or more embodiments, L 3 , L 4 , L 5 , L 32 and L 34 may be each independently unsubstituted or substituted with at least one R 10a The following groups are substituted: phenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, pyrenyl or 1,2-triphenylenyl. Here, R 10a Same as described in this article.

[0083] In one or more embodiments, L 3 , L 4 , L 5 , L 32 and L 34 may each independently be a group represented by one of Formula 1A to Formula 1C:

[0084]

[0085] Wherein, in Formula 1A to Formula 1C,

[0086] R 10a Same as described in this article,

[0087] e4 may be an integer selected from 0 to 4, and

[0088] * and *' each indicate a bonding site to an adjacent atom.

[0089] In formula 1,

[0090] a3 and a4 can each independently be an integer selected from 0 to 5, wherein, i) when a3 is 0, by *-(L 3 ) a3 -*' may be a single bond. ii) When a4 is 0, *-(L 4 ) a4 -*' may be a single bond, iii) when a3 is an integer selected from 2 to 5, multiple L 3 may be the same as or different from each other, and iv) when a4 is an integer selected from 2 to 5, a plurality of L 4 may be the same or different from each other, and

[0091] a5, a32 and a34 can each independently be an integer selected from 0 to 5, wherein, i) when a5 is 0, *-(L 5 ) a5 -*' may be a single bond. ii) When a32 is 0, *-(L 32 ) a32 -*' may be a single bond. iii) When a34 is 0, *-(L 34 ) a34 -*' may be a single bond, iv) when a5 is an integer selected from 2 to 5, multiple L 5 may be the same as or different from each other, v) when a32 is an integer selected from 2 to 5, a plurality of L 32 may be the same as or different from each other, and vi) when a34 is an integer selected from 2 to 5, a plurality of L 34 Can be the same as or different from each other.

[0092] In one or more embodiments, a3, a4, a5, a32, and a34 may each independently be 0 or 1.

[0093] In one or more embodiments, a3 may be 1.

[0094] In one or more embodiments, a4 may be zero.

[0095] In one or more embodiments, a5 may be 1.

[0096] In formula 1,

[0097] R 1 , R 2 , R 31 To R35 , R 4 , R 5 , R 51 and R 52 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryl, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10aA substituted monovalent non-aromatic fused polycyclic group, unsubstituted or replaced by at least one R 10a Substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ),

[0098] Selected from R 1 , R 2 , R 31 To R 35 , R 4 , R 5 , R 51 and R 52 Two or more adjacent groups in the formula (R) may be optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C 5 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0099] n1 and n2 may each independently be an integer selected from 0 to 15, and

[0100] n4 may be an integer selected from 0 to 20.

[0101] In one or more embodiments, R 1 , R 2 and R 4 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 20 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 20Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 20 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 20 Aryl, unsubstituted or substituted with at least one R 10a Substituted monovalent non-aromatic fused polycyclic group or -Si(Q 1 )(Q 2 )(Q 3 ). Here, R 10a and Q 1 To Q 3 Each may be the same as described herein.

[0102] In one or more embodiments, R 1 , R 2 and R 4 Each of them may independently be: hydrogen; deuterium; methyl; ethyl; propyl; butyl; or phenyl which is unsubstituted or substituted by deuterium, methyl, ethyl, propyl or butyl.

[0103] In one or more embodiments, R 32 , R 34 and R 5 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 6 -C 20 Aryl. Here, R 10a Same as described herein. For example, in some embodiments, R 32 , R 34 and R 5 The phenyl groups may each independently be unsubstituted or substituted by deuterium, methyl, ethyl, propyl or butyl.

[0104] In one or more embodiments, The group represented by may be a group represented by one selected from Formula 4A to Formula 4C:

[0105]

[0106] Wherein, in Formula 4A to Formula 4C,

[0107] CY 41 CY42 , R 4 , n4 and R 10a may each be the same as described herein,

[0108] d4 may be an integer selected from 0 to 4,

[0109] d5 may be an integer selected from 0 to 5, and

[0110] *Indicates the bonding site to the adjacent atom.

[0111] In formula 1, R 10a Can be:

[0112] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0113] Each unsubstituted or substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroarylalkyl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, -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;

[0114] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0115] -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 ),

[0116] 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; each unsubstituted or substituted by the following C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group: deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, phenyl, biphenyl or any combination thereof; C 7 -C 60 Aralkyl; or C 2 -C 60 heteroarylalkyl, and

[0117] * and *' each indicate a bonding site to an adjacent atom.

[0118] In one or more embodiments, the heterocyclic compound represented by Formula 1 may be one selected from Compound 1 to Compound 35:

[0119]

[0120]

[0121]

[0122] The heterocyclic compound represented by Formula 1 has a silane fused ring core structure and includes a substituent, Therefore, due to the planar structure, the electron transport characteristics can be improved and / or increased, thereby showing excellent or appropriate electron transport characteristics. Therefore, the recombination of electrons and holes and the generation of excitons in the heterocyclic compound represented by Formula 1 can be optimized, and the heterocyclic compound represented by Formula 1 can be used as a delayed fluorescence host material.

[0123] As a result, a light-emitting device including the heterocyclic compound represented by Formula 1 may have relatively high light emission efficiency. For example, by including the heterocyclic compound represented by Formula 1 as a host in an emission layer, the light-emitting device may exhibit relatively high light emission efficiency.

[0124] Those skilled in the art may recognize a method of synthesizing the heterocyclic compound represented by Formula 1 with reference to Examples described later.

[0125] Figure 1 Description

[0126] 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 interlayer 130 , and a second electrode 150 .

[0127] In the following, we will combine 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.

[0128] First electrode 110

[0129] exist Figure 1 In one or more embodiments, a substrate may be additionally provided and arranged below the first electrode 110 and / or on the second electrode 150. In one or more embodiments, a glass substrate or a plastic substrate may be used as the substrate. In one or more embodiments, the substrate may be a flexible substrate and may include a plastic having excellent or appropriate heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0130] The first electrode 110 may be formed, for example, by depositing or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, the material for forming the first electrode 110 may be a high work function material that facilitates injection of holes.

[0131] The first electrode 110 may be a reflective electrode, a transflective 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 transflective electrode or a reflective electrode, the material used to form the first electrode 110 may include magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof.

[0132] 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.

[0133] Mezzanine 130

[0134] The interlayer 130 is disposed on the first electrode 110. The interlayer 130 may include an emission layer.

[0135] In one or more embodiments, the interlayer 130 may further include a hole transport region between the first electrode 110 and the emission layer and an electron transport region between the emission layer and the second electrode 150 .

[0136] In one or more embodiments, the interlayer 130 may further include metal-containing compounds (eg, organometallic compounds) and / or inorganic materials (eg, quantum dots), etc., in addition to one or more suitable organic materials.

[0137] In one or more embodiments, the interlayer 130 may include: i) two or more emission units sequentially stacked between the first electrode 110 and the second electrode 150, and ii) a charge generation layer between every two adjacent emission units. When the interlayer 130 includes two or more emission units and the charge generation layer, the light emitting device 10 may be a tandem light emitting device.

[0138] Hole transport region in interlayer 130

[0139] 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 (e.g., consisting of) a plurality of materials different from each other, or iii) a multilayer structure including a plurality of layers including a plurality of materials different from each other.

[0140] 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.

[0141] 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 in each structure are stacked in sequence from the first electrode 110 in the order described.

[0142] 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:

[0143] Formula 201

[0144]

[0145] Formula 202

[0146]

[0147] Among them, in equation 201 and equation 202,

[0148] L 201 To L 204 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0149] L 205 Can be *-O-*', *-S-*', *-N(Q 201 )-*', unsubstituted or replaced by at least one R 10a Substituted C 1 -C 20 Alkylene, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 20 Alkenylene, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0150] xa1 to xa4 may each independently be an integer selected from 0 to 5,

[0151] xa5 may be an integer selected from 1 to 10,

[0152] R 201 To R 204 and Q 201 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0153] R 201 and R 202 may be optionally substituted by a single bond, unsubstituted or by at least one R 10a Substituted C 1 -C 5 Alkylene is either unsubstituted or substituted with at least one R 10a Substituted C 2 -C 5 The alkenylene groups are connected to each other to form an unsubstituted or substituted R 10a Substituted C 8 -C 60 Polycyclic groups (e.g., carbazole groups, etc.) (e.g., see compound HT16, etc.),

[0154] R 203 and R 204 may be optionally substituted by a single bond, unsubstituted or by at least one R 10a Substituted C 1 -C 5 Alkylene is either unsubstituted or substituted with at least one R 10a Substituted C 2 -C 5 The alkenylene groups are connected to each other to form an unsubstituted or substituted R 10a Substituted C 8 -C 60 polycyclic groups, and

[0155] na1 may be an integer selected from 1 to 4.

[0156] 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:

[0157]

[0158] Among them, in formula CY201 to formula CY217, R10b and R 10c Each can be referred to in this article 10a Same as described, CY 201 To Ring CY 204 Can be independently C 3 -C 20 Carbocyclic or C 1 -C 20 heterocyclic group, and at least one hydrogen in Formula CY201 to Formula CY217 may be unsubstituted or replaced by R 10a replace.

[0159] In one or more embodiments, in Formula CY201 to Formula CY217, ring CY 201 To Ring CY 204 Each independently may be phenyl, naphthyl, phenanthryl or anthracenyl.

[0160] 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.

[0161] In one or more embodiments, Formula 201 may include at least one selected from the group represented by Formulas CY201 to CY203 and at least one selected from the group represented by Formulas CY204 to CY217.

[0162] In one or more embodiments, in Formula 201, xa1 may be 1, R 201 may be one of the groups represented by Formula CY201 to Formula CY203, xa2 may be 0, and R 202 It may be one of the groups represented by Formula CY204 to Formula CY207.

[0163] In one or more embodiments, each of Formula 201 and Formula 202 may not include (eg, may exclude) any one of the groups represented by Formula CY201 to Formula CY203.

[0164] In one or more embodiments, each of Formula 201 and Formula 202 may not include (eg, may exclude) any one of the groups represented by Formula CY201 to Formula CY203, and may include at least one selected from the groups represented by Formula CY204 to Formula CY217.

[0165] In one or more embodiments, each of Formula 201 and Formula 202 may not include (e.g., may exclude) any of the groups represented by Formula CY201 to Formula CY217. In the present disclosure, "not including one or any component", "excluding one or any component" and / or "containing no component" and the like means not adding, selecting or using the "component" as a component in the composition / element / structure, however, in some embodiments, due to other impurities and / or external factors, less than an appropriate amount of the "component" may still be included.

[0166] For example, in one or more embodiments, the hole transport region may include: one selected from the group consisting of compounds HT1 to HT46; 4,4',4"-[tris(3-methylphenyl)phenylamino]triphenylamine (m-MTDATA); 4,4',4"-tris(N,N-diphenylamino)triphenylamine (TDATA); 4,4',4"-tris[N-(2-naphthyl)-N-phenylamino]triphenylamine (2-TNATA); N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine (NPB(NPD)); β-NPB; N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (TPD); spiroTPD; spiroNPB; methylated NPB; 4,4'-cyclohexylenebis[N,N-bis(4-methylphenyl)aniline] (TAPC); 4,4'-bis[N,N'-(3-methylphenyl)amino]-3,3'-dimethylbiphenyl (HMTPD); 4,4',4"-tri(N-carbazolyl)triphenylamine (TCTA); polyaniline / dodecylbenzenesulfonic acid (PANI / DBSA); poly(3,4-ethylenedioxythiophene) / poly(4-styrenesulfonate) (PEDOT / PSS); polyaniline / camphorsulfonic acid (PANI / CSA); polyaniline / poly(4-styrenesulfonate) (PANI / PSS); or any combination thereof:

[0167]

[0168]

[0169]

[0170]

[0171]

[0172] The thickness of the hole transport region may be about to about For example, about to about When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may be about to about For example, about to about and the thickness of the hole transport layer may be in the range of about to about For example, about to about When the thickness of the hole transport region, the thickness of the hole injection layer, and the thickness of the hole transport layer are within these ranges, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.

[0173] The emission auxiliary layer can increase the luminous efficiency by compensating the optical resonance distance according to the wavelength of light emitted by the emission layer, and the electron blocking layer can block or reduce the leakage of electrons from the emission layer to the hole transport region. Materials that can be included in the hole transport region can be included in the emission auxiliary layer and the electron blocking layer.

[0174] p-dopant

[0175] In one or more embodiments, in addition to one or more of the aforementioned materials, the hole transport region may further include a charge generation material for improved conductive properties. The charge generation material may be substantially uniformly or non-uniformly dispersed in the hole transport region (e.g., in the form of a single layer including the charge generation material (e.g., in the form of a single layer consisting of the charge generation material)).

[0176] The charge generating material may be, for example, a p-dopant.

[0177] For example, in one or more embodiments, the p-dopant may have a lowest unoccupied molecular orbital (LUMO) energy level of -3.5 eV or less.

[0178] 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.

[0179] Non-limiting examples of the quinone derivative may include tetracyanoquinodimethane (TCNQ) and / or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ), and the like.

[0180] 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, and the like:

[0181]

[0182] Formula 221

[0183]

[0184] Among them, in formula 221,

[0185] R 221 To R 223 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 a heterocyclic group, and

[0186] Selected from R 221 To R 223 At least one of them may be independently C each substituted by 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group: cyano; -F; -Cl; -Br; -I; C substituted by cyano, -F, -Cl, -Br, -I or any combination thereof 1 -C 20 or any combination thereof.

[0187] In a compound including an element EL1 and an element EL2, the element EL1 may be a metal, a metalloid, or any combination thereof, and the element EL2 may be a nonmetal, a metalloid, or any combination thereof.

[0188] Non-limiting examples of metals may include: alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), etc.); transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt (Co), etc.); (Co), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), gold (Au), etc.); late transition metals (e.g., zinc (Zn), indium (In), tin (Sn), etc.); and / or lanthanide metals (e.g., lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), lutetium (Lu), etc.), etc.

[0189] Non-limiting examples of metalloids may include silicon (Si), antimony (Sb), and / or tellurium (Te), among others.

[0190] Non-limiting examples of non-metals may include oxygen (O) and / or halogens (eg, F, Cl, Br, I, etc.), and the like.

[0191] For example, the compound including element EL1 and element EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), metalloid halides (e.g., metalloid fluorides, metalloid chlorides, metalloid bromides, metalloid iodides, etc.), metal tellurides, or any combination thereof.

[0192] Non-limiting examples of metal oxides may include tungsten oxides (eg, WO, W 2 O 3 , WO 2 , WO 3 , W 2 O 5 etc.), vanadium oxides (e.g., VO, V 2 O 3 , VO 2 、V 2 O 5 etc.), molybdenum oxides (e.g., MoO, Mo 2 O 3 、MoO 2 、MoO 3 、Mo 2 O 5 etc.) and / or rhenium oxide (e.g., ReO3 etc.

[0193] 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, among others.

[0194] 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.

[0195] 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.

[0196] Non-limiting examples of transition metal halides may include titanium halides (eg, TiF 4 、TiCl 4 、TiBr 4 、TiI 4 etc.), zirconium halides (e.g., ZrF 4 、ZrCl 4 , ZrBr 4 , ZrI 4 etc.), hafnium halides (e.g., HfF 4 , HfCl 4 , HfBr 4 , HfI 4 etc.), vanadium halides (e.g., VF 3 、VCl 3 , VBr 3 VI 3 etc.), niobium halides (e.g., NbF3 、NbCl 3 , NbBr 3 , NbI 3 etc.), tantalum halides (e.g., TaF 3 、TaCl 3 、TaBr 3 、TaI 3 etc.), chromium halides (e.g., CrF 3 CrCl 3 CrBr 3 CrI 3 etc.), molybdenum halides (e.g., MoF 3 、MoCl 3 、MoBr 3 、MoI 3 etc.), tungsten halides (e.g., WF 3 、WCl 3 , WBr 3 , WI 3 etc.), manganese halides (e.g., MnF 2 、MnCl 2 、MnBr 2 、MnI 2 etc.), technetium halides (e.g., TcF 2 , TcCl 2 , TcBr 2 , TcI 2 etc.), rhenium halides (e.g., ReF 2 、ReCl 2 、ReBr 2 、ReI 2 etc.), ferrous halides (e.g., FeF 2 、FeCl 2 , FeBr 2 ,FeI 2 etc.), ruthenium halides (e.g., RuF 2 、RuCl 2 ,RuBr 2 , RuI 2 etc.), osmium halides (e.g., OsF 2 , OsCl 2 、OsBr 2 , OsI 2 etc.), cobalt halides (e.g., CoF 2 、CoCl 2 ,CoBr 2 、CoI 2 etc.), rhodium halides (e.g., RhF 2 , RhCl 2 , RhBr2 , RhI 2 etc.), iridium halides (e.g., IrF 2 、IrCl 2 ,IrBr 2 ,IrI 2 etc.), nickel halides (e.g., NiF 2 、NiCl 2 、NiBr 2 , NiI 2 etc.), palladium halides (e.g., PdF 2 , PdCl 2 , PdBr 2 , PdI 2 etc.), platinum halides (e.g., PtF 2 , PtCl 2 , PtBr 2 , PtI 2 etc.), cuprous halides (e.g., CuF, CuCl, CuBr, CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr, AgI, etc.) and / or gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.), etc.

[0197] Non-limiting examples of late transition metal halides may include zinc halides (e.g., ZnF 2 、ZnCl 2 、ZnBr 2 、ZnI 2 etc.), indium halides (e.g., InI 3 etc.) and / or tin halides (e.g., SnI 2 etc.

[0198] Non-limiting examples of lanthanide metal halides may include (e.g., are) 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.

[0199] Non-limiting examples of metalloid halides may include antimony halides (e.g., SbCl 5 etc.

[0200] Non-limiting examples of metal tellurides may include alkali metal tellurides (eg, Li 2 Te、Na 2 Te, K 2 Te、Rb 2 Te, Cs 2 Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, BaTe, etc.), transition metal tellurides (e.g., TiTe 2 、ZrTe 2 、HfTe 2 、V 2 Te 3 , Nb 2 Te 3 、 2 Te 3 Cr 2 Te 3 、Mo 2 Te 3 , W 2 Te 3 , MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu 2 Te, CuTe, Ag 2 Te, AgTe, Au 2 Te, etc.), late transition metal tellurides (e.g., ZnTe, etc.) and / or lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.), etc.

[0201] Emission layer in interlayer 130

[0202] When the light-emitting device 10 is a full-color organic 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, wherein the two or more layers are in contact with each other or separated from each other to emit white light (e.g., combined white light). In one or more embodiments, the emission layer may include two or more materials selected from the red light-emitting material, the green light-emitting material and the blue light-emitting material, wherein the two or more materials are mixed with each other in a single layer to emit white light (e.g., combined white light).

[0203] 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.

[0204] The amount of the dopant in the emission layer may be in the range of about 0.01 parts by weight to about 15 parts by weight based on 100 parts by weight of the host.

[0205] In one or more embodiments, the emissive layer may include quantum dots.

[0206] In one or more embodiments, the emission layer may include a delayed fluorescent material. The delayed fluorescent material may act as a host or a dopant in the emission layer.

[0207] In one or more embodiments, the emission layer may further include a host, an auxiliary dopant, a sensitizer, a delayed fluorescent material, or any combination thereof in addition to the aforementioned heterocyclic compound represented by Formula 1. Each of the host, the auxiliary dopant, the sensitizer, the delayed fluorescent material, and any combination thereof may include at least one deuterium.

[0208] For example, in one or more embodiments, the emission layer may include a heterocyclic compound represented by Formula 1 and a host. The host may be different from the heterocyclic compound represented by Formula 1, and the host may include an electron transport compound (electron transport host), a hole transport compound (hole transport host), a bipolar compound (electron transport host), or any combination thereof. The host may not include (e.g., may exclude) (e.g., any) metal. The electron transport compound, the hole transport compound, and the bipolar compound may be different from each other.

[0209] In one or more embodiments, the emission layer may include the heterocyclic compound represented by Formula 1 and a host, and the host may include an electron transport compound and a hole transport compound.

[0210] In one or more embodiments, the electron transport compound and the hole transport compound may form an exciplex.

[0211] 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 appropriate light emitting characteristics can be obtained without significantly increasing the driving voltage.

[0212] main body

[0213] In one or more embodiments, the host may include a compound represented by Formula 301:

[0214] Formula 301

[0215] [Ar 301 ] xb11 -[(L 301 ) xb1 -R301 ] xb21 ,

[0216] Wherein, in Formula 301,

[0217] Ar 301 and L 301 may be each independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0218] xb11 can be 1, 2 or 3,

[0219] xb1 may be an integer selected from 0 to 5,

[0220] R 301 It may be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 301 )(Q 302 )(Q 303 )、-N(Q 301 )(Q 302 )、-B(Q 301 )(Q 302 )、-C(=O)(Q 301 )、-S(=O) 2 (Q 301 ) or -P(=O)(Q 301 )(Q 302 ),

[0221] xb21 may be an integer selected from 1 to 5, and

[0222] Q 301 To Q 303 Can be independently compared with reference Q 1 Same as described.

[0223] For example, when xb11 in Formula 301 is 2 or greater, two or more Ar 301 Can be connected to each other via a single bond.

[0224] 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:

[0225] Formula 301-1

[0226]

[0227] Formula 301-2

[0228]

[0229] Among them, in Formula 301-1 and Formula 301-2,

[0230] Ring A 301 To Ring A 304 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0231] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C(R 304 )(R 305 ) or Si(R 304 )(R 305 ),

[0232] xb22 and xb23 can each independently be 0, 1 or 2,

[0233] L 301 , xb1 and R 301 may each be the same as described herein,

[0234] L 302 To L 304 Can be independently compared with reference L 301 Same as described,

[0235] xb2 to xb4 may each independently be the same as described with reference to xb1, and

[0236] R 302 To R 305 and R 311 To R 314 Each can be referred to in this article 301 Same as described.

[0237] 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.

[0238] In one or more embodiments, the host may include one selected from Compound H1 to Compound H124, 9,10-di(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthalene-2-yl)anthracene (MADN), 9,10-di(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP), 1,3-di(9H-carbazol-9-yl)benzene (mCP), 1,3,5-tri(carbazol-9-yl)benzene (TCP), or any combination thereof:

[0239]

[0240]

[0241]

[0242]

[0243]

[0244]

[0245]

[0246] In one or more embodiments, the host may include a first host compound and a second host compound.

[0247] In one or more embodiments, the first host compound may be a hole transporting host.

[0248] In one or more embodiments, the second host compound may be an electron transporting host.

[0249] In one or more embodiments, as utilized herein, the term, “hole transport host” may be a compound including a hole transport moiety.

[0250] In one or more embodiments, as utilized herein, the term, “electron transporting host” may be a compound that not only includes an electron transporting moiety but also has bipolar characteristics.

[0251] As used herein, the terms "hole transport host" and "electron transport host" may be understood in terms of the relative difference in hole mobility and electron mobility between them. For example, a bipolar compound that exhibits a relatively high electron mobility compared to a hole transport host may also be understood as an electron transport host even when the electron transport host does not include an electron transport moiety.

[0252] In one or more embodiments, the hole transport host may be represented by one selected from Formula 311-1 to Formula 311-6, and the electron transport host may be represented by one selected from Formula 312-1 to Formula 312-4 and Formula 313:

[0253] Formula 311-1

[0254]

[0255] Formula 311-2

[0256]

[0257] Formula 311-3

[0258]

[0259] Formula 311-4

[0260]

[0261] Formula 311-5

[0262]

[0263] Formula 311-6

[0264]

[0265] Formula 312-1

[0266]

[0267] Formula 312-2

[0268]

[0269] Formula 312-3

[0270]

[0271] Formula 312-4

[0272]

[0273] Formula 313

[0274]

[0275] Formula 313A

[0276]

[0277] Among them, in Formulas 311-1 to 311-6, Formulas 312-1 to 312-4, Formula 313 and Formula 313A,

[0278] Ar 301 may be unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0279] A 301 To A 304 Can be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0280] X 301 Can be O, S, N[(L 304 ) xb4 -R 304 ]、C[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ] or Si[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ],

[0281] X 302 , Y 301 and Y 302 can be independently a single bond, O, S, N[(L 305 ) xb5 -R305 ]、C[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ]、Si[(L 304 ) xb4 -R 304 ][(L 305 ) xb5 -R 305 ] or S(=O) 2 ,

[0282] xb1 to xb5 can each be 0, 1, 2, 3, 4 or 5,

[0283] xb6 can be 1, 2, 3, 4 or 5,

[0284] X 321 To X 328 can be independently N or C[(L 324 ) xb24 -R 324 ],

[0285] Y 321 Can be *-O-*', *-S-*', *-N[(L 325 ) xb25 -R 325 ]-*'、*-C[(L 325 ) xb25 -R 325 ][(L 326 ) xb26 -R 326 ]-*'、*-C[(L 325 ) xb25 -R 325 ]=C[(L 326 ) xb26 -R 326 ]-*'、*-C[(L 325 ) xb25 -R 325 ]=N-*'or*-N=C[(L 326 ) xb26 -R 326 ]-*',

[0286] k21 can be 0, 1 or 2, wherein when k21 is 0, Y 321 does not exist,

[0287] xb21 to xb26 may each independently be 0, 1, 2, 3, 4 or 5,

[0288] A 31, A 32 and A 34 Can be independently C 3 -C 60 Carbocyclic or C 1 -C 30 Heterocyclic group,

[0289] A 33 may be a group represented by formula 313A,

[0290] X 31 Can be N[(L 335 ) xb35 -R 335 ]、O、S、Se、C[(L 335 ) xb35 -R 335 ][(L 336 ) xb36 -R 336 ] or Si[(L 335 ) xb35 -R 335 ][(L 336 ) xb36 -R 336 ],

[0291] xb31 to xb36 may each independently be 0, 1, 2, 3, 4 or 5,

[0292] xb42 to xb44 may each independently be 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10,

[0293] L 301 To L 306 , L 321 To L 326 and L 331 To L 336 may be independently a single bond, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 20 Alkylene, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 20 Alkenylene, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 20 Alkyne, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkylene, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkylene, unsubstituted or substituted with at least one R10a Substituted C 3 -C 10 Cycloalkenylene, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkenylene, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylene, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroarylene, unsubstituted or substituted with at least one R 10a The substituted divalent non-aromatic fused polycyclic group is either unsubstituted or substituted with at least one R 10a a substituted divalent non-aromatic fused heteropolycyclic group,

[0294] R 301 To R 305 , R 311 To R 314 , R 321 To R 326 and R 331 To R 336 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C 2 -C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10aSubstituted C 6 -C 60 Aryl, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C 6 -C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a A substituted monovalent non-aromatic fused polycyclic group, unsubstituted or replaced by at least one R 10a Substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q 1 )(Q 2 )(Q 3 )、-B(Q 1 )(Q 2 )、-N(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ),

[0295] Selected from R 321 To R 326 Two or more adjacent groups in the formula (R) may be optionally bonded to each other to form an unsubstituted or substituted group. 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0296] R 10a Can be:

[0297] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0298] Each unsubstituted or substituted C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroarylalkyl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, -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;

[0299] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, C 7 -C 60 Arylalkyl or C 2 -C60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0300] -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

[0301] Q 1 To Q 3 , Q 11 To Q 13 , Q21 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; each unsubstituted or substituted by the following C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group: deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, phenyl, biphenyl or any combination thereof; C 7 -C 60 Aralkyl; or C 2 -C 60 Heteroaralkyl.

[0302] In one or more embodiments, the first host compound and the second host compound may form an exciplex.

[0303] Phosphorescent dopants

[0304] In one or more embodiments, the emission layer may further include a phosphorescent dopant.

[0305] For example, in some embodiments, the emission layer may further include a phosphorescent dopant, and the phosphorescent dopant may serve as a sensitizer.

[0306] The phosphorescent dopant may include at least one transition metal as a central metal.

[0307] 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.

[0308] The phosphorescent dopant may be electrically neutral.

[0309] In one or more embodiments, the phosphorescent dopant may be an organometallic compound.

[0310] In one or more embodiments, the phosphorescent dopant may include an organometallic compound represented by Formula 401:

[0311] Formula 401

[0312] M(L401 ) xc1 (L 402 ) xc2

[0313] Formula 402

[0314]

[0315] Among them, in equation 401 and equation 402,

[0316] M may be a transition metal (e.g., Ir, Pt, Pd, Os, Ti, Au, Hf, Eu, Tb, Rh, Re, or Tm),

[0317] L 401 may be a ligand represented by Formula 402, and xc1 may be 1, 2 or 3, wherein when xc1 is 2 or greater, two or more L 401 may be the same or different from each other,

[0318] L 402 may be an organic ligand, and xc2 may be 0, 1, 2, 3 or 4, wherein when xc2 is 2 or greater, two or more L 402 may be the same or different from each other,

[0319] X 401 and X 402 may each independently be nitrogen or carbon,

[0320] Ring A 401 and Ring A 402 Can be independently C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group,

[0321] T 401 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*'、*-C(Q 411 )(Q 412 )-*',

[0322] *-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*'or*=C=*',

[0323] X 403 and X 404 can be independently a chemical bond (e.g., a covalent bond or a coordination bond), O, S, N (Q 413 )、B(Q 413 )、P(Q413 )、C(Q 413 )(Q 414 ) or Si(Q 413 )(Q 414 ),

[0324] Q 411 To Q 414 Can be independently compared with reference Q 1 Same as described,

[0325] R 401 and R 402 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted by at least one R 10a Substituted C 1 -C 20 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group, -Si(Q 401 )(Q 402 )(Q 403 )、-N(Q 401 )(Q 402 )、-B(Q 401 )(Q 402 )、-C(=O)(Q 401 )、-S(=O) 2 (Q 401 ) or -P(=O)(Q 401 )(Q 402 ),

[0326] Q 401 To Q 403 Can be independently compared with reference Q 1 Same as described,

[0327] xc11 and xc12 may each independently be an integer selected from 0 to 10, and

[0328] * and *' in Formula 402 each indicate a bonding site to M in Formula 401.

[0329] For example, in some embodiments, in Formula 402, i) X 401 may be nitrogen and X 402 Can be carbon, or ii) X401 and X 402 Each of may be nitrogen.

[0330] In one or more embodiments, when xc1 in Formula 401 is 2 or greater, two or more L 401 The two rings A 401 Optionally, T as a linker 402 connected to each other, and / or two or more L 401 The two rings A 402 Optionally, T as a linker 403 Connected to each other (see Compound PD1 to Compound PD4 and Compound PD7). 402 and T 403 Can be independently compared with reference T 401 Same as described.

[0331] In formula 401, L 402 It can be an organic ligand. For example, L 402 It may include halogen, diketone group (e.g., acetylacetonate group), carboxylic acid group (e.g., picolinate group), -C(=O), isonitrile group, -CN group, phosphorus-containing group (e.g., phosphine group, phosphite group, etc.) or any combination thereof.

[0332] In one or more embodiments, the phosphorescent dopant may be, for example, one selected from Compound PD1 to Compound PD41 or any combination thereof:

[0333]

[0334]

[0335]

[0336] Fluorescent dopants

[0337] In one or more embodiments, the emission layer may further include a fluorescent dopant.

[0338] The fluorescent dopant may include an amine-containing compound, a styryl-containing compound, or any combination thereof.

[0339] For example, in some embodiments, the fluorescent dopant may include a compound represented by Formula 501:

[0340] Formula 501

[0341]

[0342] Wherein, in Formula 501,

[0343] Ar 501 , L501 To L 503 , R 501 and R 502 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0344] xd1 to xd3 may each independently be 0, 1, 2 or 3, and

[0345] xd4 can be 1, 2, 3, 4, 5 or 6.

[0346] 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, anthracenyl, 1,2-triphenylenyl, pyrenyl, etc.).

[0347] For example, in some embodiments, xd4 in equation 501 may be 2.

[0348] For example, in one or more embodiments, the fluorescent dopant may include: one selected from Compound FD1 to Compound FD36; 4,4'-bis(2,2-diphenylvinyl)-1,1'-biphenyl (DPVBi); 4,4'-bis[4-(N,N-diphenylamino)phenylvinyl]biphenyl (DPAVBi); or any combination thereof:

[0349]

[0350]

[0351]

[0352] Delayed fluorescence material

[0353] In one or more embodiments, the emission layer may further include a delayed fluorescent material.

[0354] 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.

[0355] The delayed fluorescent material included in the emission layer may act as a host or a dopant depending on the types or kinds of other materials included in the emission layer.

[0356] 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 satisfies the above range, up-conversion of the delayed fluorescent material from the triplet state to the singlet state may effectively occur, and therefore, the light emitting device 10 may have improved luminous efficiency.

[0357] For example, in one or more embodiments, the delayed fluorescent material may include: i) at least one electron donor (eg, a π-electron-rich C 3 -C 60 Cyclic groups, such as carbazolyl, etc.) and at least one electron acceptor (e.g., sulfoxide, cyano, π-electron-deficient nitrogen-containing C 1 -C 60 cyclic groups, etc.), and / or ii) including C in which at least two cyclic groups are fused while sharing boron (B). 8 -C 60 Polycyclic materials.

[0358] Non-limiting examples of the delayed fluorescent material may include at least one selected from Compound DF1 to Compound DF9:

[0359]

[0360] quantum dots

[0361] In one or more embodiments, the emissive layer may include quantum dots.

[0362] As utilized herein, the term "quantum dot" refers to a crystal of a semiconductor compound, and may include any material capable of emitting light at one or more appropriate emission wavelengths, depending on the size of the crystal.

[0363] The diameter of the quantum dot may, for example, be in the range of about 1 nm to about 10 nm. In the present disclosure, when the quantum dot, a plurality of quantum dots, or a quantum dot particle is spherical, "diameter" indicates the particle size or average particle size, and when the particle is non-spherical, "diameter" indicates the major axis length or average major axis length. The diameter of the particle may be measured using a scanning electron microscope or a particle size analyzer. As a particle size analyzer, for example, a HORIBA, LA-950 laser particle size analyzer may be used. When the size of the particle is measured using a particle size analyzer, the average particle size is referred to as D 50 . D 50It refers to the average diameter of particles whose cumulative volume corresponds to 50 vol% in a particle size distribution (e.g., cumulative distribution), and refers to the value of the particle size corresponding to 50% from the smallest particle when the total number of particles is 100% in a distribution curve accumulated in sequence from the smallest particle size to the largest particle size.

[0364] The quantum dots may be synthesized by a wet chemical process, a metal organic chemical vapor deposition (MOCVD) process, a molecular beam epitaxy (MBE) process, or any process similar thereto.

[0365] The wet chemical process is a method that includes mixing the precursor material of the quantum dot with an organic solvent and then growing the quantum dot particle crystal. When the quantum dot particle crystal grows, the organic solvent naturally acts as a dispersant coordinated on the surface of the quantum dot particle crystal and controls the growth of the quantum dot particle crystal so that the growth of the quantum dot particle crystal can be controlled or selected by a process that is less expensive and easier than a vapor deposition method (such as a metal organic chemical vapor deposition (MOCVD) process or a molecular beam epitaxy (MBE) process).

[0366] 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.

[0367] Non-limiting examples of II-VI semiconductor compounds may include (e.g., are): 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, CdZn S, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe and / or MgZnS, etc.; quaternary compounds, such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe and / or HgZnSTe, etc.; or any combination thereof.

[0368] 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, InSb, etc.; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, InPSb, etc.; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, etc.; or any combination thereof. In one or more embodiments, the III-V semiconductor compound may further include a Group II element. Non-limiting examples of the Group III-V semiconductor compound further including the Group II element may include InZnP, InGaZnP, InAlZnP, and the like.

[0369] 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 , InTe, etc.; ternary compounds, such as InGaS 3 、InGaSe 3 etc.; or any combination thereof.

[0370] 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 、AgAlO 2 etc.; or any combination thereof.

[0371] Non-limiting examples of Group IV-VI semiconductor compounds may include: binary compounds, such as SnS, SnSe, SnTe, PbS, PbSe and / or PbTe; ternary compounds, such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, etc.; quaternary compounds, such as SnPbSSe, SnPbSeTe, SnPbSTe, etc.; or any combination thereof.

[0372] The Group IV elements or compounds may include: single elements, such as Si, Ge, etc.; binary compounds, such as SiC, SiGe, etc.; or any combination thereof.

[0373] Each element included in the multi-element compound (eg, binary compound, ternary compound, and quaternary compound) may be present in the particle at a substantially uniform concentration or at a non-substantially uniform concentration.

[0374] 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 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.

[0375] The shell of the quantum dot may act as a protective layer to prevent chemical denaturation of the core to maintain semiconductor properties and / or as a charging layer to impart electrophoretic properties to the quantum dot. The shell may be monolayer or multilayer. The interface between the core and the shell may have a concentration gradient in which the concentration of the element present in the shell decreases toward the center of the core.

[0376] Examples of the shell of a quantum dot may be: an oxide of a metal, a metalloid, or a non-metal; a semiconductor compound; or any combination thereof. Non-limiting examples of an oxide of a metal, a metalloid, or a non-metal may include: a binary compound such as SiO 2 、Al 2 O 3 、TiO 2 、ZnO、MnO、Mn 2 O 3 , Mn 3 O 4 , CuO, FeO, Fe 2 O 3 , Fe 3 O 4 , CoO, Co 3 O 4 and / or NiO, etc.; ternary compounds, such as MgAl 2 O 4 、CoFe 2 O 4 、NiFe2 O 4 and / or CoMn 2 O 4 etc.; or any combination thereof. Examples of semiconductor compounds may include: Group II-VI semiconductor compounds as described above; Group III-V semiconductor compounds; Group III-VI semiconductor compounds; Group I-III-VI semiconductor compounds; Group IV-VI semiconductor compounds; or any combination thereof. Non-limiting examples of 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.

[0377] The full width at half maximum (FWHM) of the emission spectrum of the quantum dots can be about 45 nm or less, for example, about 40 nm or less or about 30 nm or less, and within these ranges, the color purity and / or color reproducibility of the quantum dots can be improved. In some embodiments, because the light emitted by the quantum dots is emitted in all directions, the wide viewing angle can be improved.

[0378] In one or more embodiments, the quantum dots may be in the form of spherical nanoparticles, pyramidal nanoparticles, multi-armed nanoparticles, cubic nanoparticles, nanotubes, nanowires, nanofibers, and / or nanoplates, among others.

[0379] By controlling the size of the quantum dots, the energy band gap of the quantum dots can be adjusted so that light having one or more appropriate wavelength bands can be obtained from the emission layer including the quantum dots. Accordingly, by utilizing quantum dots of different sizes, a light emitting device that emits light of one or more appropriate wavelength bands can be realized. In one or more embodiments, the size of the quantum dots can be selected to ensure that the quantum dots emit red light, green light, and / or blue light. In some embodiments, quantum dots of appropriate size can be configured to emit white light by combining light of one or more appropriate colors.

[0380] Electron transport region in interlayer 130

[0381] 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 materials different from each other, or iii) a multilayer structure including a plurality of layers including a plurality of materials different from each other.

[0382] 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.

[0383] For example, in one or more embodiments, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein the constituent layers in each structure are stacked sequentially from the emission layer in the order described.

[0384] In one or more embodiments, 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 metal-free compound including at least one π-electron-deficient nitrogen-containing C 1 -C 60 Cyclic group.

[0385] For example, in some embodiments, the electron transport region may include a compound represented by Formula 601:

[0386] Formula 601

[0387] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 ,

[0388] Wherein, in Formula 601,

[0389] Ar 601 and L 601 may be independently unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group,

[0390] xe11 can be 1, 2 or 3,

[0391] xe1 can be 0, 1, 2, 3, 4 or 5,

[0392] R 601 may be unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60Heterocyclic group, -Si(Q 601 )(Q 602 )(Q 603 )、-C(=O)(Q 601 )、-S(=O) 2 (Q 601 ) or -P(=O)(Q 601 )(Q 602 ),

[0393] Q 601 To Q 603 Can be independently compared with reference Q 1 Same as described,

[0394] xe21 can be 1, 2, 3, 4, or 5, and

[0395] Selected from Ar 601 , L 601 and R 601 At least one of them may be independently unsubstituted or substituted by at least one R 10a Substituted π-electron-deficient nitrogen-containing C 1 -C 60 Cyclic group.

[0396] For example, when xe11 in Formula 601 is 2 or greater, two or more Ar 601 Can be connected to each other via a single bond.

[0397] In one or more embodiments, Ar in Formula 601 601 may be unsubstituted or substituted with at least one R 10a Substituted anthracenyl.

[0398] In one or more embodiments, the electron transport region may include a compound represented by Formula 601-1:

[0399] Formula 601-1

[0400]

[0401] Among them, in formula 601-1,

[0402] X 614 Can be N or C(R 614 ), X 615 Can be N or C(R 615 ), and X 616 Can be N or C(R 616 ), where X 614 To X 616 At least one of may be N,

[0403] L 611 To L613 Can be independently compared with reference L 601 Same as described,

[0404] xe611 to xe613 can each independently be the same as described with reference to xe1,

[0405] R 611 To R 613 Can be independently compared with the reference R 601 Same as described, and

[0406] R 614 To R 616 can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 20 Alkyl, C 1 -C 20 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C 3 -C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C 1 -C 60 Heterocyclic group.

[0407] For example, in some embodiments, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 may each independently be 0, 1, or 2.

[0408] In one or more embodiments, the electron transport region may include: one selected from 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:

[0409]

[0410]

[0411]

[0412] The thickness of the electron transport region can be about to about For example, about to about When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may be about to about For example, about to about and the thickness of the electron transport layer can be in the range of about to about For example, about to about When the thickness of the buffer layer, the thickness of the hole blocking layer, the thickness of the electron control layer, the thickness of the electron transport layer and / or the thickness of the electron transport region are within these ranges, satisfactory electron transport characteristics can be obtained without significantly increasing the driving voltage.

[0413] 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 one or more of the aforementioned materials.

[0414] The metal-containing material may include an alkali metal complex, an alkaline earth metal complex or any combination thereof. The metal ion of the alkali metal complex may be a Li ion, a Na ion, a K ion, a Rb ion or a Cs ion, and the metal ion of the alkaline earth metal complex may be a Be ion, a Mg ion, a Ca ion, a Sr ion or a Ba ion. The ligand coordinated with the metal ion of the alkali metal complex or the metal ion of the alkaline earth metal complex may include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or any combination thereof.

[0415] 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:

[0416]

[0417] In one or more embodiments, the electron transport region may include an electron injection layer that facilitates injection of electrons from the second electrode 150. The electron injection layer may directly contact the second electrode 150.

[0418] The electron injection layer may have: i) a single-layer structure including a single layer (e.g., consisting of a single layer) that includes a single material (e.g., consisting of a single material), ii) a single-layer structure including a single layer (e.g., consisting of a single layer) that includes a plurality of different materials (e.g., consisting of a plurality of different materials), or iii) a multi-layer structure including a plurality of layers that includes a plurality of different materials.

[0419] In one or more embodiments, the electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, a rare earth metal compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0420] The alkali metal may include Li, Na, K, Rb, Cs, or any combination thereof. The alkaline earth metal may include Mg, Ca, Sr, Ba, or any combination thereof. The rare earth metal may include Sc, Y, Ce, Tb, Yb, Gd, or any combination thereof.

[0421] The alkali metal compound, the alkaline earth metal compound, and the rare earth metal compound may be oxides, halides (e.g., fluorides, chlorides, bromides, or iodides), or tellurides of the alkali metal, the alkaline earth metal, and the rare earth metal, respectively, or any combination thereof.

[0422] The alkali metal compound may include: alkali metal oxides, such as Li 2 O, Cs 2 O, and / or K 2 O, etc.; alkali metal halides, such as LiF, NaF, CsF, KF, LiI, NaI, CsI, and / or KI, etc.; or any combination thereof. The alkaline earth metal compound may include alkaline earth metal oxides, such as BaO, SrO, CaO, Ba x Sr 1-x O (where x is a real number satisfying 0 < x < 1) and / or Ba x Ca 1-x O (where x is a real number satisfying 0 < x < 1), etc. The rare earth metal compound may include YbF 3 、ScF 3 、Sc 2 O 3 、Y 2 O 3 、Ce 2 O 3 、GdF 3 、TbF 3 、YbI 3 、ScI 3 、TbI 3Or any combination thereof. In one or more embodiments, the rare earth metal-containing compound may include a lanthanide metal telluride. Non-limiting examples of lanthanide metal tellurides may include LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, LaTe, 2 Te 3 、Ce 2 Te 3 , Pr 2 Te 3 、Nd 2 Te 3 、Pm 2 Te 3 、Sm 2 Te 3 、Eu 2 Te 3 , Gd 2 Te 3 , Tb 2 Te 3 、Dy 2 Te 3 、Ho 2 Te 3 , Er 2 Te 3 、Tm 2 Te 3 , Yb 2 Te 3 and / or Lu 2 Te 3 wait.

[0423] The alkali metal complex, the alkaline earth metal complex and the rare earth metal complex may respectively include: i) one of the metal ions of the alkali metal, one of the metal ions of the alkaline earth metal and one of the metal ions of the rare earth metal, and ii) a ligand bonded to the respective metal ions, for example, hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene or any combination thereof.

[0424] In one or more embodiments, the electron injection layer may include (e.g., consist of) an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof as described above. In one or more embodiments, the electron injection layer may further include an organic material (e.g., a compound represented by Formula 601).

[0425] In one or more embodiments, the electron injection layer may include (e.g., consist of) i) an alkali metal-containing compound (e.g., an alkali metal halide) or ii) a) an alkali metal-containing 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.

[0426] When the electron injection layer further includes an organic material, an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex or any combination thereof can be substantially uniformly or non-uniformly dispersed in a matrix including the organic material.

[0427] The thickness of the electron injection layer can be about to about 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.

[0428] The second electrode 150

[0429] The second electrode 150 may be on the interlayer 130 having the aforementioned structure. The second electrode 150 may be a cathode as an electron injection electrode, and may include metals, alloys, conductive compounds, or any combination thereof each having a low work function.

[0430] The second electrode 150 may include Li, Ag, Mg, Al, Al-Li, Ca, Mg-In, Mg-Ag, Yb, Ag-Yb, ITO, IZO, or any combination thereof. The second electrode 150 may be a transmissive electrode, a semi-transmissive electrode, or a reflective electrode.

[0431] The second electrode 150 may have a single-layer structure or a multi-layer structure including a plurality of layers.

[0432] Capping layer

[0433] The first capping layer may be disposed outside the first electrode 110 (e.g., on the first electrode 110), and / or the second capping layer may be disposed outside the second electrode 150 (e.g., on the second electrode 150). In one or more embodiments, the light emitting device 10 may have a structure in which the first capping layer, the first electrode 110, the interlayer 130, and the second electrode 150 are sequentially stacked in the order described, a structure in which the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are sequentially stacked in the order described, or a structure in which the first capping layer, the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are sequentially stacked in the order described.

[0434] In some embodiments, light generated in the emission layer of the interlayer 130 of the light-emitting device 10 can be extracted toward the outside through the first electrode 110 (as a semi-transmissive electrode or a transmissive electrode) and the first capping layer. In some embodiments, light generated in the emission layer of the interlayer 130 of the light-emitting device 10 can be extracted toward the outside through the second electrode 150 (as a semi-transmissive electrode or a transmissive electrode) and the second capping layer.

[0435] The first capping layer and the second capping layer can increase the external emission efficiency according to the principle of constructive interference, and accordingly, the light extraction efficiency of the light emitting device 10 is increased, thereby improving the light emitting efficiency of the light emitting device 10.

[0436] Each of the first capping layer and the second capping layer may include a material having a refractive index of 1.6 or greater (eg, at 589 nm).

[0437] 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 material capping layer including an organic material and an inorganic material.

[0438] At least one of the first capping layer and the second capping layer may (for example, the first capping layer and the second capping layer may each independently) include a carbocyclic compound, a heterocyclic compound, an amine-containing compound, a porphyrin derivative, a phthalocyanine derivative, a naphthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, the heterocyclic compound, and the amine-containing compound may each be optionally substituted with a substituent including O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof. In one or more embodiments, at least one of the first capping layer and the second capping layer may include (for example, the first capping layer and the second capping layer may each independently include) an amine-containing compound.

[0439] In one or more embodiments, at least one of the first capping layer and the second capping layer may include (eg, the first capping layer and the second capping layer may each independently include) a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof.

[0440] In one or more embodiments, at least one of the first capping layer and the second capping layer may include (for example, the first capping layer and the second capping layer may each independently include): one selected from compounds HT28 to HT33; one selected from compounds CP1 to CP6; β-NPB; or any combination thereof:

[0441]

[0442] membrane

[0443] The heterocyclic compound represented by Formula 1 may be included in one or more suitable films. Therefore, one or more aspects of the embodiments of the present disclosure relate to a film including a heterocyclic compound represented by Formula 1. The film may be, for example, an optical member (or light control element) (e.g., a color filter, a color conversion member, a capping layer, a light extraction efficiency enhancement layer, a selective light absorption layer, a polarization layer or a quantum dot layer, etc.), a light blocking member (e.g., a light reflecting layer and / or a light absorbing layer, etc.) and / or a protective member (e.g., an insulating layer and / or a dielectric layer, etc.).

[0444] Electronic devices

[0445] The light emitting device may be included in one or more suitable electronic devices. For example, the electronic device including the light emitting device may be a light emitting device and / or an authentication device, etc.

[0446] 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 one or more embodiments, the light emitted from the light-emitting device may be blue light or white light (e.g., combined white light). The light-emitting device may be the same as described above. In one or more embodiments, the color conversion layer may include quantum dots. The quantum dots may be, for example, the aforementioned quantum dots.

[0447] The electronic device may include a first substrate, the first substrate may include a plurality of sub-pixel regions, the color filter may include a plurality of color filter regions respectively corresponding to the plurality of sub-pixel regions, and the color conversion layer may include a plurality of color conversion regions respectively corresponding to the plurality of sub-pixel regions.

[0448] The pixel defining layer may be disposed between the plurality of sub-pixel regions to define each of the plurality of sub-pixel regions.

[0449] The color filter may further include a plurality of color filter regions and a light shielding pattern between the plurality of color filter regions, and the color conversion layer may further include a plurality of color conversion regions and a light shielding pattern between the plurality of color conversion regions.

[0450] The plurality of color filter regions (or the plurality of color conversion regions) may include: a first region configured to emit a first color light; a second region configured to emit a second color light; and / or a third region configured to emit a third color light, wherein the first color light, the second color light, and / or the third color light may have different maximum emission wavelengths from each other. For example, in one or more embodiments, the first color light may be red light, the second color light may be green light, and the third color light may be blue light. For example, in one or more embodiments, the plurality of color filter regions (or the plurality of color conversion regions) may include quantum dots. In some embodiments, the first region may include red quantum dots that emit red light, the second region may include green quantum dots that emit green light, and the third region may not include (e.g., may exclude) quantum dots. For details on quantum dots, reference may be made to the description provided herein. Each of the first region, the second region, and the third region may further include a scatterer.

[0451] 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 first-first color light, the second region may absorb the first light to emit a second-first color light, and the third region may absorb the first light to emit a third-first color light. Here, the first-first color light, the second-first color light, and the third-first color light may have different maximum emission wavelengths from each other. In some embodiments, the first light may be blue light, the first-first color light may be red light, the second-first color light may be green light, and the third-first color light may be blue light.

[0452] In one or more embodiments, in addition to the aforementioned light emitting device, 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.

[0453] The thin film transistor may further include a gate electrode and / or a gate insulating film, etc.

[0454] The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, and / or an oxide semiconductor, etc.

[0455] In one or more embodiments, the electronic device may further include a sealing portion for sealing the light emitting device. The sealing portion may be arranged between the color filter and / or the color conversion layer and the light emitting device. The sealing portion allows light from the light emitting device to be extracted to the outside, and at the same time (e.g., synchronously) prevents ambient air and moisture from penetrating into the light emitting device. The sealing portion may be a sealing substrate including a transparent glass substrate or a plastic substrate. The sealing portion may be a thin film encapsulation layer including at least one of an organic layer and an inorganic layer. When the sealing portion is a thin film encapsulation layer, the electronic device may be flexible.

[0456] In addition to the color filter and / or color conversion layer, various functional layers may be further arranged on the sealing portion according to the purpose of the electronic device. 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 touch screen layer.

[0457] In addition to the light emitting device as described above, the authentication device may further include a biometric information collector. The authentication device may be, for example, a biometric authentication device that authenticates an individual by utilizing biometric information of a living body (eg, fingertips, pupils, etc.).

[0458] The electronic device can be applied to one or more displays, light sources, lighting devices, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, electronic game consoles, medical tools (e.g., electronic thermometers, blood pressure monitors, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram displays, ultrasound diagnostic devices, or endoscope displays), fish finders, one or more appropriate measuring tools, instruments (e.g., instruments for vehicles, aircraft, and ships), and / or projectors, etc.

[0459] Electronic equipment

[0460] The electronic device may be included in one or more suitable types (categories) of electronic equipment.

[0461] For example, the electronic equipment including the electronic device may be at least one of a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a portable phone, a tablet personal computer, a tablet mobile computer, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a 3D display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays stitched together, a cinema screen, a stadium screen, a light therapy device, a sign, a car sensor, a home sensor, and a solar cell.

[0462] Since the electronic device has excellent or appropriate photoelectric characteristics, etc., the electronic equipment including the electronic device may have an optical sensor function, such as a fingerprint recognition function, etc.

[0463] Figure 2 and Figure 3 Description

[0464] Figure 2 A cross-sectional view showing a light emitting device according to one or more embodiments of the present disclosure.

[0465] Figure 2 The light emitting apparatus may include a substrate 100, a thin film transistor (TFT), a light emitting device, and an encapsulation portion 300 that encapsulates the light emitting device.

[0466] The substrate 100 may be a flexible substrate, a glass substrate, or a metal substrate. The buffer layer 210 may be on the substrate 100. The buffer layer 210 may prevent or reduce penetration of impurities through the substrate 100, and may provide a flat surface on the substrate 100.

[0467] 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.

[0468] The active layer 220 may include an inorganic semiconductor (eg, silicon or polysilicon), an organic semiconductor, or an oxide semiconductor, and may include a source region, a drain region, and a channel region.

[0469] 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 .

[0470] The interlayer insulating film 250 may be on the gate electrode 240. The interlayer insulating film 250 may be disposed between the gate electrode 240 and the source electrode 260 and may be disposed between the gate electrode 240 and the drain electrode 270 to insulate these electrodes from each other.

[0471] 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.

[0472] The TFT may be electrically connected to the light emitting device to drive the light emitting device, and may be covered and protected by the passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or any combination thereof. The light emitting device may be provided on the passivation layer 280. The light emitting device may include a first electrode 110, an interlayer 130, and a second electrode 150.

[0473] The first electrode (eg, cathode) 110 may be on the passivation layer 280. The passivation layer 280 may be arranged to expose a portion of the drain electrode 270 without completely covering the drain electrode 270, and the first electrode 110 may be arranged to be connected to the exposed portion of the drain electrode 270.

[0474] A pixel defining layer 290 including an insulating material may be on the first electrode 110. The pixel defining layer 290 may expose certain areas of the first electrode 110, and the interlayer 130 may be formed in the exposed areas of the first electrode 110. The pixel defining layer 290 may be a polyimide-based organic film or a polyacrylic organic film. In some embodiments, at least some layers of the interlayer 130 may extend beyond the upper portion of the pixel defining layer 290 and be arranged in the form of a common layer.

[0475] The second electrode 150 may be on the interlayer 130, and the capping layer 170 may be additionally formed on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.

[0476] The encapsulation part 300 may be on the capping layer 170. The encapsulation part 300 may be arranged on the light emitting device to protect the light emitting device from moisture and / or oxygen. The encapsulation part 300 may include: an inorganic film including silicon nitride (SiN x ), silicon oxide (SiO x ), indium tin oxide, indium zinc oxide or any combination thereof; an organic film comprising polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyvinyl sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resin (e.g., polymethyl methacrylate, polyacrylic acid, etc.), epoxy resin (e.g., aliphatic glycidyl ether (AGE)), etc.) or any combination thereof; or any combination of an inorganic film and an organic film.

[0477] Figure 3 A cross-sectional view of a light emitting device according to one or more embodiments of the present disclosure is shown.

[0478] Figure 3 Light emitting devices and Figure 2 The light emitting device of the embodiment of the present invention is substantially the same, except that the light shielding pattern 500 and the functional area 400 are additionally arranged on the encapsulation portion 300. The functional area 400 may be i) a color filter area, ii) a color conversion area, or iii) a combination of a color filter area and a color conversion area. In one or more embodiments, Figure 3 The light-emitting device included in the light-emitting apparatus may be a series light-emitting device.

[0479] Figure 4 Description

[0480] Figure 4 Schematic perspective view of an electronic device 1 including a light-emitting device according to one or more embodiments of the present disclosure. As a device for displaying moving images or still images, the electronic device 1 may be a portable electronic device (e.g., a mobile phone, a smart phone, a tablet personal computer (PC), a mobile communication terminal, an electronic notebook computer, an e-book, a portable multimedia player (PMP), a navigation device, or an ultra mobile personal computer (UMPC)) and one or more appropriate products (e.g., a television, a laptop computer, a monitor, a billboard, or an Internet of Things (IOT) device). The electronic device 1 may be such a product as above or a part thereof. In some embodiments, the electronic device 1 may be a wearable device, such as a smart watch, a watch phone, a glasses-type or glasses-like display, or a head-mounted display (HMD), or a part of such a wearable device. However, the embodiments of the present disclosure are not limited thereto. For example, in one or more embodiments, the electronic device 1 may include a dashboard of a vehicle, a center console of a vehicle, a central information display arranged on the dashboard of a vehicle, an interior mirror display replacing a side mirror of a vehicle, an entertainment display for a rear seat of a vehicle, a display arranged on the back of a front seat of a vehicle, a head-up display (HUD) mounted on the front of the vehicle or projected on the front windshield, and / or a computer-generated hologram augmented reality head-up display (CGH AR HUD). For convenience of explanation, Figure 4 An embodiment is explained in which the electronic device 1 is a smart phone.

[0481] The electronic equipment 1 may include a display area DA and a non-display area NDA outside the display area DA. The display device of the electronic equipment 1 may realize an image through a plurality of pixel arrays two-dimensionally arranged in the display area DA.

[0482] The non-display area NDA is an area where no image is displayed, and may completely surround the display area DA. In the non-display area NDA, a driver for providing an electrical signal or power to the display element arranged in the display area DA may be arranged. In the non-display area NDA, a pad that may be electrically connected to an electronic element or a printed circuit board may be arranged.

[0483] In the electronic device 1, the length in the x-axis direction and the length in the y-axis direction (eg, the width) may be different from each other. Figure 4 , the length in the x-axis direction may be shorter than the length (e.g., width) in the y-axis direction. In one or more embodiments, the length in the x-axis direction may be substantially the same as the length (e.g., width) in the y-axis direction. In one or more embodiments, the length in the x-axis direction may be longer than the length (e.g., width) in the y-axis direction.

[0484] Figure 5 and FIG. 6A to FIG. 6C Description

[0485] Figure 5 A diagram for explaining the exterior of a vehicle 1000 as an electronic device including a light emitting device according to one or more embodiments of the present disclosure. FIG. 6A to FIG. 6C Each is a schematic diagram schematically illustrating the interior of a vehicle 1000 according to one or more embodiments of the present disclosure.

[0486] refer to Figure 5 , Fig. 6A , Figure 6B and Figure 6C The vehicle 1000 may refer to one or more suitable devices for moving an object to be transported (e.g., 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 the sea or a river, and / or an airplane flying in the air using the action of air.

[0487] In one or more embodiments, the vehicle 1000 may travel on a road or track. The vehicle 1000 may move in a set or predetermined direction according to the rotation of at least one wheel thereof. For example, the vehicle 1000 may include a three-wheeled vehicle or a four-wheeled vehicle, an engineering machine, a two-wheeled vehicle, a prime mover, a bicycle, or a train traveling on a track.

[0488] The vehicle 1000 may include a body having an interior and an exterior, and a chassis as other parts other than the body in which mechanical equipment necessary for driving is installed. The exterior of the body may include a front panel, a hood, a roof panel, a rear panel, a trunk, and / or pillars provided at the boundaries between doors, etc. The chassis of the vehicle 1000 may include a power generation device, a power transmission device, a drive device, a steering device, a brake device, a suspension device, a transmission device, a fuel device, front and rear wheels, and / or left and right wheels, etc.

[0489] The vehicle 1000 may include side window glasses 1100 , a front window glass 1200 , side mirrors 1300 , an instrument panel 1400 , a center console 1500 , a passenger seat instrument panel 1600 , and a display device 2 .

[0490] The side window glass 1100 and the front window glass 1200 may be separated by pillars disposed between the side window glass 1100 and the front window glass 1200 .

[0491] 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 instrument panel 1400. The second side window glass 1120 may be arranged adjacent to the passenger seat instrument panel 1600.

[0492] In one or more embodiments, the side window glass 1100 may be spaced apart from each other in the x-axis direction or the -x-axis direction (the direction opposite to the x-axis direction). For example, in some embodiments, the first side window glass 1110 and the second side window glass 1120 may be spaced apart from each other in the x-axis direction or in the -x-axis direction. In other words, the imaginary straight line L connecting the side window glass 1100 may extend in the x-axis direction or in the -x-axis direction. For example, the imaginary straight line L connecting the first side window glass 1110 and the second side window glass 1120 may extend in the x-axis direction or in the -x-axis direction.

[0493] The front window glass 1200 may be installed at the front of the vehicle 1000. The front window glass 1200 may be disposed between the side window glasses 1100 facing each other.

[0494] The side view mirror 1300 may provide a view of the rear of the vehicle 1000. The side view mirror 1300 may be mounted on the outside of the vehicle body of the vehicle 1000. In one embodiment, a plurality of side view mirrors 1300 may be provided. Any one of the plurality of side view mirrors 1300 may be disposed outside the first side window glass 1110. Another one of the plurality of side view mirrors 1300 may be disposed outside the second side window glass 1120.

[0495] Instrument panel 1400 may be arranged in front of the steering wheel. Instrument panel 1400 may include a tachometer, a speedometer, a coolant temperature gauge, a fuel gauge, a turn indicator, a high beam indicator, warning lights, a seat belt warning light, an odometer, a tachograph, an automatic gear selector indicator, a door open warning light, an oil warning light, and / or a low fuel warning light.

[0496] The center console 1500 may include a control panel on which a plurality of buttons for adjusting an audio device, an air conditioning device, and / or a heater of a seat are disposed. The center console 1500 may be disposed at one side of the instrument panel 1400 .

[0497] The passenger seat instrument panel 1600 may be spaced apart from the instrument panel 1400, and the center console 1500 is disposed between the passenger seat instrument panel 1600 and the instrument panel 1400. In some embodiments, the instrument panel 1400 may be disposed 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 instrument panel 1400 may be adjacent to the first side window glass 1110, and the passenger seat instrument panel 1600 may be adjacent to the second side window glass 1120.

[0498] 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 disposed inside the vehicle 1000. In some embodiments, the display device 2 may be disposed between side window glasses 1100 facing each other. The display device 2 may be disposed on at least one of the instrument panel 1400, the center console 1500, and the passenger seat instrument panel 1600.

[0499] The display device 2 may include an organic light-emitting display device, an inorganic electroluminescent display device, and / or a quantum dot display device, etc. Hereinafter, as a display device 2 according to one or more embodiments, an organic light-emitting display device including the aforementioned light-emitting device will be described as an example, but one or more appropriate types (kinds) of the aforementioned display devices may be used in the embodiments.

[0500] refer to Fig. 6A In one or more embodiments, the display device 2 may be arranged on the center console 1500. In some embodiments, the display device 2 may display navigation information. In some embodiments, the display device 2 may display audio, video, or information related to vehicle settings.

[0501] refer to Figure 6B In one or more embodiments, the display device 2 may be arranged on the instrument panel 1400. When the display device 2 is arranged on the instrument panel 1400, the instrument panel 1400 may display driving information and the like through the display device 2. For example, the instrument panel 1400 may be implemented digitally. The instrument panel 1400 may digitally display vehicle information and driving information as images. For example, the needle and instrument of the tachometer and one or more appropriate warning light icons may be displayed through digital signals.

[0502] refer to 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 instrument panel 1400 and / or the information displayed on the center console 1500. In one or more embodiments, the display device 2 arranged on the passenger seat instrument panel 1600 may display information different from the information displayed on the instrument panel 1400 and / or the information displayed on the center console 1500.

[0503] Manufacturing method

[0504] The various layers constituting the hole transport region, the emission layer, and the various layers constituting the electron transport region can each be formed in a certain region by utilizing one or more appropriate methods (e.g., vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, and / or laser induced thermal imaging, etc.).

[0505] When each layer constituting the hole transport region, the emission layer, and each layer constituting the electron transport region are each formed by vacuum deposition, the deposition temperature may be about 100° C. to about 500° C. ... -8 To about 10 -3 Torr vacuum and at about to about Deposition is carried out at a deposition rate of .

[0506] Definition of term

[0507] As used herein, the term “C 3 -C 60 The term "carbocyclic group" refers to a cyclic group that includes only carbon atoms as ring atoms (e.g., is composed of only carbon atoms) and has 3 to 60 carbon atoms, for example, C 3 -C 50 Carbocyclic group, C 3 -C 40 Carbocyclic group, C 3 -C 30 Carbocyclic group, C 3 -C 20 Carbocyclic or C 3 -C 10 Carbocyclic groups, and as utilized herein, the term "C 1 -C 60 The "heterocyclic group" refers to a cyclic group having 1 to 60 carbon atoms and further having a hetero atom as a ring-forming atom in addition to carbon atoms, for example, C 1-C 50 Heterocyclic group, C 1 -C 40 Heterocyclic group, C 1 -C 30 Heterocyclic group, C 1 -C 20 Heterocyclic or C 1 -C 10 Heterocyclic group. 3 -C 60 Carbocyclic and C 1 -C 60 The heterocyclic group may each be: a monocyclic group including one ring (e.g., only one ring) (e.g., a monocyclic group consisting of one ring (e.g., only one ring)) or a polycyclic group in which two or more rings are fused to each other. 1 -C 60 The number of ring-forming atoms of the heterocyclic group may be 3 to 61.

[0508] As used herein, the term "cyclic group" may include (eg, simultaneously include) C 3 -C 60 Carbocyclic and C 1 -C 60 Both heterocyclic groups.

[0509] As used herein, the term "π-electron-rich C 3 -C 60 The term "cyclic group" refers to a cyclic group having 3 to 60 carbon atoms and not including *-N=*' as a ring-forming part, and as used herein, the term "π-electron-deficient nitrogen-containing C 1 -C 60 The "cyclic group" refers to a heterocyclic group having 1 to 60 carbon atoms and including *-N=*' as a ring-forming part.

[0510] For example,

[0511] C 3 -C 60 The carbocyclic group may be i) a group T1 or ii) a fused ring group in which two or more groups T1 are fused to each other (e.g., a cyclopentadienyl group, an adamantyl group, a norbornyl group, a phenyl group, a pentalenyl group, a naphthyl group, an azulenyl group, an indacenyl group, an acenaphthenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylene group, a pyrenyl group, a 1,2-triphenylene group, a peryl group, a pentalenyl group, a heptalenyl group, a tetracenyl group, a phenanthrenyl group, a hexacenyl group, a pentacene group, a rubinyl group, a coronet group, an ovalenyl group, an indenyl group, a fluorenyl group, a spirobifluorenyl group, a benzofluorenyl group, an indenophenanthryl group, or an indenoanthryl group),

[0512] C 1 -C 60The heterocyclic group may be i) a group T2, ii) a condensed ring group in which two or more groups T2 are condensed to each other, or iii) a condensed ring group in which at least one group T2 and at least one group T1 are condensed to each other (e.g., pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiorolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiorolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolecarbazolyl, benzofuranocarbazolyl, benzothiophenylcarbazolyl, benzothiorolocarbazolyl, benzoindolcarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiorolyl, benzofuranodibenzofuran ... pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzo quinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazoline, benzoquinazolinyl, phenanthroline, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazine, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiopheneyl and / or azadibenzofuranyl),

[0513] Pi-electron-rich C 3 -C 60 The cyclic group may be i) a group T1, ii) a fused ring group in which two or more groups T1 are fused to each other, iii) a group T3, iv) a fused ring group in which two or more groups T3 are fused to each other, or v) a fused ring group in which at least one group T3 and at least one group T1 are fused to each other (e.g., C 3 -C 60 carbocyclic group, 1H-pyrrolyl, thiolyl, borocyclopentyl, 2H-pyrrolyl, 3H-pyrrolyl, thienyl, furyl, indolyl, benzindolyl, naphthoindolyl, isoindolyl, benzisoindolyl, naphthoisoindolyl, benzothiolyl, benzothiophenyl, benzofuranyl, carbazolyl, dibenzothiolyl, dibenzothiophenyl, dibenzofuranyl, indenocarbazolyl, indolecarbazolyl, benzofuranocarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzothiophenylcarbazolyl, benzoindolcarbazolyl, benzocarbazolyl, benzonaphthofuranyl, benzonaphthothienyl, benzonaphthothiolyl, benzofuranodibenzofuranyl, benzofuranodibenzothiophenyl and / or benzothiophenylodibenzothiophenyl, etc.),

[0514] π-electron-deficient nitrogen-containing C 1-C 60 The cyclic group may be i) a group T4, ii) a fused ring group in which two or more groups T4 are fused to each other, iii) a fused ring group in which at least one group T4 and at least one group T1 are fused to each other, iv) a fused ring group in which at least one group T4 and at least one group T3 are fused to each other, or v) a fused ring group in which at least one group T4, at least one group T1 and at least one group T3 are fused to each other (e.g., pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl , benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, isoquinolyl, benzoquinolyl, benzisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cinnolinyl, phthalazinyl, naphthyridinyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiazolyl, azadibenzothiopheneyl and / or azadibenzofuranyl, etc.),

[0515] The radical T1 can be cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantyl, norbornane (or bicyclo[2.2.1]heptane), norbornyl, bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane or phenyl,

[0516] The radical T2 can be furanyl, thienyl, 1H-pyrrolyl, thiolyl, borocyclopentyl, 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathiolyl, azaborolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, tetraazinyl, pyrrolidinyl, imidazolidinyl, dihydropyrrolyl, piperidinyl, tetrahydropyridinyl, dihydropyridinyl, hexahydropyrimidinyl, tetrahydropyrimidinyl, dihydropyrimidinyl, piperazinyl, tetrahydropyrazinyl, dihydropyrazinyl, tetrahydropyridazinyl or dihydropyridazinyl,

[0517] The group T3 may be furyl, thienyl, 1H-pyrrolyl, thiolyl or borocyclopentadienyl, and

[0518] The group T4 can be 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathioyl, azaborolyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl or tetrazinyl.

[0519] As used herein, the terms "cyclic group", "C 3 -C 60 Carbocyclic group, "C 1 -C 60 Heterocyclic group", "π-electron-rich C 3 -C 60 Cyclic group" or "π-electron-deficient nitrogen-containing C 1 -C 60 The term "cyclic group" refers to a group condensed with any cyclic group, monovalent group or polyvalent group (e.g., divalent group, trivalent group, tetravalent group, etc.) according to the structure of the formula using the corresponding term. In one or more embodiments, "phenyl" may be benzo, phenyl and / or phenylene, etc., which can be easily understood by those of ordinary skill in the art based on the structure of the formula including "phenyl".

[0520] Unit Price C 3 -C 60 Carbocyclic groups and monovalent C 1 -C 60 An example of a heterocyclic group is C 3 -C 10 Cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 Cycloalkenyl, C 1 -C 10 Heterocycloalkenyl, C 6 -C 60 Aryl, C 1 -C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, and a monovalent non-aromatic fused heteropolycyclic group, and a divalent C 3 -C 60 Carbocyclic groups and divalent C 1 -C 60 Examples of the heterocyclic group 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 a heteroarylene group, a divalent non-aromatic fused polycyclic group, and a divalent non-aromatic fused heteropolycyclic group.

[0521] As used herein, the term “C 1 -C60 "Alkyl" refers to a straight or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, for example, 1 -C 50 Alkyl, C 1 -C 30 Alkyl, C 1 -C 20 Alkyl or C 1 -C 10 The term "alkyl" may be alkyl, and non-limiting examples thereof 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 used herein, the term "alkyl" may be alkyl, and non-limiting examples thereof 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. 1 -C 60 "Alkylene" refers to C 1 -C 60 The alkyl group has a divalent group having substantially the same structure.

[0522] As used herein, the term “C 2 -C 60 "Alkenyl" refers to 2 -C 60 A monovalent hydrocarbon group having at least one carbon-carbon double bond in the middle or at the end of the alkyl group, for example, 2 -C 30 Alkenyl, C 2 -C 20 Alkenyl or C 2 -C 10 As used herein, the term "C-alkenyl" refers to a group consisting of a vinyl group, a propenyl group, and / or a butenyl group. 2 -C 60 "Alkenylene" refers to C 2 -C 60 An alkenyl group has a divalent group having substantially the same structure.

[0523] As used herein, the term “C 2 -C 60 "Alkynyl" refers to a C 2 -C 60 The alkyl group has at least one carbon-carbon triple bond in the middle or at the end, for example, 2 -C 30 Alkynyl, C 2 -C 20 Alkynyl or C 2 -C 10Alkynyl, and non-limiting examples thereof may include ethynyl and / or propynyl, etc. As used herein, the term “C 2 -C 60 "Alkynylidene" refers to C 2 -C 60 Alkynyl groups have substantially the same structure as divalent groups.

[0524] As used herein, the term “C 1 -C 60 "Alkoxy" refers to -OA 101 The monovalent group represented by 101 C 1 -C 60 Alkyl), for example, C 1 -C 30 Alkoxy, C 1 -C 20 Alkoxy or C 1 -C 10 Alkoxy groups, and non-limiting examples thereof may include methoxy, ethoxy, and / or isopropoxy, and the like.

[0525] As used herein, the term “C 3 -C 10 "Cycloalkyl" refers to a monovalent saturated hydrocarbon ring group having 3 to 10 carbon atoms, and non-limiting examples thereof 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, and non-limiting examples thereof 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 3 -C 10 The cycloalkyl group has a divalent group having substantially the same structure.

[0526] As used herein, the term “C 1 -C 10 "Heterocycloalkyl" refers to a monovalent cyclic group of 1 to 10 carbon atoms further including at least one heteroatom as a ring-forming atom in addition to carbon atoms, and non-limiting examples thereof may include 1,2,3,4-oxatriazolidinyl, tetrahydrofuranyl and / or tetrahydrothienyl, etc. As used herein, the term "C 1 -C 10 "Heterocycloalkylene" refers to a C 1 -C 10 The heterocycloalkyl group has a divalent group having substantially the same structure.

[0527] As used herein, the term “C 3 -C10 "Cycloalkenyl" refers to a monovalent cyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and having no aromaticity, and non-limiting examples thereof may include cyclopentenyl, cyclohexenyl and / or cycloheptenyl, etc. As used herein, the term "C 3 -C 10 "Cycloalkenylene" refers to 3 -C 10 The cycloalkenyl group is a divalent group having substantially the same structure.

[0528] 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 further includes at least one heteroatom as a ring-forming atom in addition to carbon atoms in its ring structure and has at least one double bond. 1 -C 10 Non-limiting examples of heterocycloalkenyl groups 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 C 1 -C 10 The heterocycloalkenyl group has a divalent group having substantially the same structure.

[0529] 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, for example, 6 -C 50 Aryl, C 6 -C 40 Aryl, C 6 -C 30 Aryl, C 6 -C 20 Aryl or C 6 -C 15 Aryl, and as used herein, the term "C 6 -C 60 "Arylene" refers to a divalent group of a carbocyclic aromatic system having 6 to 60 carbon atoms. 6 -C 60 Non-limiting examples of aryl groups may include phenyl, pentalenyl, naphthyl, azulenyl, indacenyl, acenaphthenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, 1,2-triphenylenyl, perylenyl, pentaphenanthrenyl, heptalenyl, tetracenyl, pyrenyl, hexenyl, pentacene, rubenyl, coronenyl and / or ovalenyl, etc. When C 6 -C 60 Aryl and C6 -C 60 When the arylene groups each include two or more rings, these rings may be fused to each other.

[0530] As used herein, the term “C 1 -C 60 The term "heteroaryl" refers to a monovalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms which further includes at least one heteroatom as a ring-forming atom in addition to carbon atoms, for example, 1 -C 50 Heteroaryl, C 1 -C 40 Heteroaryl, C 1 -C 30 Heteroaryl, C 1 -C 20 Heteroaryl or C 1 -C 10 As used herein, the term "C 1 -C 60 The term "heteroarylene" refers to a divalent group of a heterocyclic aromatic system having 1 to 60 carbon atoms which further includes at least one heteroatom as a ring-forming atom in addition to carbon atoms. 1 -C 60 Non-limiting examples of heteroaryl groups may include pyridyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolyl, benzoquinolyl, isoquinolyl, benzoisoquinolyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cinnolinyl, phenanthrolinyl, phthalazinyl and / or naphthyridinyl, etc. When C 1 -C 60 Heteroaryl and C 1 -C 60 When the heteroarylene groups each include two or more rings, these rings may be fused to each other.

[0531] As used herein, the term "monovalent non-aromatic fused polycyclic group" refers to a monovalent group (e.g., having 8 to 60 carbon atoms) having two or more rings fused to each other, having only carbon atoms as ring-forming atoms, and having no aromaticity in the entire molecular structure when considered as a whole, for example, C 8 -C 60 Monovalent non-aromatic fused polycyclic group, C 8 -C 50 Monovalent non-aromatic fused polycyclic group, C 8 -C 40 Monovalent non-aromatic fused polycyclic group, C 8 -C 30 A monovalent non-aromatic fused polycyclic group or C 8 -C 20Monovalent non-aromatic fused polycyclic group. Non-limiting examples of the monovalent non-aromatic fused polycyclic group may include indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, indenophenanthryl and / or indenoanthryl, etc. As used herein, the term "divalent non-aromatic fused polycyclic group" refers to a divalent group having substantially the same structure as the monovalent non-aromatic fused polycyclic group described above.

[0532] As used herein, the term "monovalent non-aromatic fused heteropolycyclic group" refers to a monovalent group (e.g., having 1 to 60 carbon atoms) having two or more rings fused to each other, further including at least one heteroatom as a ring-constituting atom in addition to carbon atoms, and having no aromaticity in its entire molecular structure when considered as a whole, for example, C 1 -C 60 Monovalent non-aromatic fused heteropolycyclic group, C 1 -C 50 Monovalent non-aromatic fused heteropolycyclic group, C 1 -C 40 Monovalent non-aromatic fused heteropolycyclic group, C 1 -C 30 A monovalent non-aromatic fused heteropolycyclic group or C 1 -C 20 Monovalent Non-Aromatic Condensed Heteropolycyclic Group. As utilized herein, the term "divalent non-aromatic condensed heteropolycyclic group" refers to a divalent group having substantially the same structure as the monovalent non-aromatic condensed heteropolycyclic group.

[0533] As used herein, the term “C 6 -C 60 Aryloxy" indicates -OA 102 (A 102 C 6 -C 60 Aryl), for example, C 6 -C 50 Aryloxy, C 6 -C 40 Aryloxy, C 6 -C 30 Aryloxy, C 6 -C 20 Aryloxy or C 6 -C 15 Aryloxy, and as used herein, the term "C 6 -C 60 Arylthio" indicates -SA 103 (A 103 C 6 -C 60 Aryl), for example, C 6 -C 50 Arylthio, C 6 -C40 Arylthio, C 6 -C 30 Arylthio, C 6 -C 20 Arylthio or C 6 -C 15 Arylthio.

[0534] As used herein, the term “C 7 -C 60 "Aralkyl" refers to -A 104 A 105 (A 104 C 1 -C 54 Alkylene, and A 105 C 6 -C 59 Aryl), for example, C 7 -C 50 Aralkyl, C 7 -C 40 Aralkyl, C 7 -C 30 Aralkyl, C 7 -C 20 Arylalkyl or C 7 -C 15 Aralkyl, and as utilized herein, the term "C 2 -C 60 "Heteroaralkyl" refers to -A 106 A 107 (A 106 C 1 -C 59 Alkylene, and A 107 C 1 -C 59 Heteroaryl), for example, C 2 -C 50 Heteroarylalkyl, C 2 -C 40 Heteroarylalkyl, C 2 -C 30 Heteroarylalkyl, C 2 -C 20 Heteroaralkyl or C 2 -C 15 Heteroaralkyl.

[0535] As used herein, the term “R 10a " can be:

[0536] deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro;

[0537] Each unsubstituted or substituted C 1 -C60 Alkyl, C 2 -C 60 Alkenyl, C 2 -C 60 Alkynyl or C 1 -C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroarylalkyl, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, -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;

[0538] Each unsubstituted or substituted C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, C 7 -C 60 Arylalkyl or C 2 -C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C 1 -C 60 Alkyl, C2 -C 60 Alkenyl, C 2 -C 60 Alkynyl, C 1 -C 60 Alkoxy, C 3 -C 60 Carbocyclic group, C 1 -C 60 Heterocyclic group, C 6 -C 60 Aryloxy, C 6 -C 60 Arylthio, C 1 -C 60 Heteroaryloxy, C 1 -C 60 Heteroarylthio, C 7 -C 60 Aralkyl, C 2 -C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or

[0539] -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 ).

[0540] In this disclosure, Q 1 To Q 3 , Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33can 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; each unsubstituted or substituted by the following C 3 -C 60 Carbocyclic or C 1 -C 60 Heterocyclic group: deuterium, -F, cyano, C 1 -C 60 Alkyl, C 1 -C 60 Alkoxy, phenyl, biphenyl or any combination thereof; C 7 -C 60 Aralkyl; or C 2 -C 60 Heteroaralkyl.

[0541] As used herein, the term "heteroatom" refers to any atom other than a carbon atom and a hydrogen atom. Non-limiting examples of heteroatoms may include O, S, N, P, Si, B, Ge, Se, and any combination thereof.

[0542] As used herein, the term "Ph" refers to a phenyl group, as used herein, the term "Me" refers to a methyl group, as used herein, the term "Et" refers to an ethyl group, as used herein, the term "tert-Bu" or "Bu" refers to an ethyl group. t ” refers to a tert-butyl group, and as utilized herein, the term “OMe” refers to a methoxy group.

[0543] As used herein, the term "biphenyl" refers to a "phenyl group substituted by a phenyl group." In other words, a "biphenyl group" is a group having C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0544] As used herein, the term "terphenyl" refers to a "phenyl group substituted with a biphenyl group." In other words, a "terphenyl group" may be a group having a C 6 -C 60 Aryl substituted C 6 -C 60 A phenyl group substituted with an aryl group as a substituent.

[0545] 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.

[0546] Unless otherwise defined, * and *' as utilized herein each refer to a bonding site to adjacent atoms in the corresponding formula or moiety.

[0547] Hereinafter, compounds according to one or more embodiments and light-emitting devices according to one or more embodiments will be described in more detail with reference to synthesis examples and examples. The phrase "replacing A with B" used when describing synthesis examples means replacing A with the same molar equivalent of B.

[0548] Example

[0549] Synthesis Example 1: Synthesis of Compound 2

[0550]

[0551] Synthesis of intermediate 2-1

[0552] 9-([1,1'-biphenyl]-3-yl)-3-bromo-9H-carbazole (1eq) was added to a round-bottom flask (first flask) and dissolved in 200 mL of tetrahydrofuran (THF), and the mixed solution was stabilized at -78°C. n-BuLi (1eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. 5,5-dichloro-5H-dibenzo[b,d]silole (1.0eq) was quickly added to the resulting product, and then stirred at low temperature for 2 hours. 1,4-dibromobenzene (1eq) was added to another round-bottom flask (second flask) and dissolved in 200 mL of THF, and the mixed solution was stabilized at -78°C. n-BuLi (1eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. The resulting product from the second flask was quickly added dropwise to the first flask, and then stirred at room temperature for 12 hours. After the reaction was completed, intermediate 2-1 was obtained and identified by liquid chromatography-mass spectrometry (LC / MS).

[0553] C 42 H 28 BrNSi M+1: 654.20

[0554] Synthesis of intermediate 2-2

[0555] Intermediate 2-1 (1 eq) and bis(pinacol)diboron (1.5 eq) were reacted in the presence of tris(dibenzylideneacetone)dipalladium(0) (Pd 2 (dba) 3) (0.1 eq) was reacted to obtain intermediate 2-2. Intermediate 2-2 was identified by LC / MS.

[0556] C 48 H 40 BNO 2 Si M+1:702.15

[0557] Synthesis of compound 2

[0558] 3.37g of intermediate 2-2, 2.3g of 2-chloro-4,6-diphenyl-1,3,5-triazine, 1.38g of potassium carbonate and 0.25g of tetrakis (triphenylphosphine) palladium (0) were added to a round-bottomed flask (RB) and dissolved in 50mL of THF and 12mL of deionized water (DW), and the mixed solution was refluxed for 12 hours. After the reaction was completed, an extraction process was performed using ethyl acetate, and the organic layer was collected. The organic layer was dried using magnesium sulfate and then dried to obtain a residue. The residue was then separated and purified by silica gel column chromatography to obtain 3.01g (yield: 75%) of compound 2. By LC-MS and proton nuclear magnetic resonance spectroscopy ( 1 H-NMR) was used to identify compound 2.

[0559] C 57 H 38 N 4 Si M+1:806.99

[0560] Synthesis Example 2: Synthesis of Compound 24

[0561]

[0562] Synthesis of Intermediate 24-1

[0563] 9-([1,1'-biphenyl]-2-yl)-3-bromo-9H-carbazole (1eq) was added to a round-bottom flask (first flask) and dissolved in 200 mL of THF, and the mixed solution was stabilized at -78°C. n-BuLi (1eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. 2,8-dibromo-5,5-dichloro-5H-dibenzo[b,d]silole (1.0eq) was quickly added to the resulting product, and then stirred at low temperature for 2 hours. 1-bromo-4-chlorobenzene (1eq) was added to another round-bottom flask (second flask) and dissolved in 200 mL of THF, and the mixed solution was stabilized at -78°C. n-BuLi (1eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. The resulting product from the second flask was quickly added dropwise to the first flask, and then stirred at room temperature for 12 hours. After the reaction was completed, Intermediate 24-1 was obtained and identified by LC / MS.

[0564] C 42 H 26 Br 2 ClNSi M+1:766.05

[0565] Synthesis of intermediate 24-2

[0566] Intermediate 24-1 (1 eq) and phenylboronic acid (2.2 eq) were reacted in the presence of a palladium catalyst to obtain intermediate 24-2. Intermediate 24-2 was identified by LC / MS.

[0567] C 54 H 36 ClNSi M+1:762.47

[0568] Synthesis of intermediate 24-3

[0569] Intermediate 24-2 (1 eq) and bis(pinacol)diboron (1.5 eq) were reacted in the presence of Pd 2 (dba) 3 (0.1 eq) was reacted to obtain Intermediate 24-3. Intermediate 24-3 was identified by LC / MS.

[0570] C 60 H 48 BNO 2 Si M+1:854.81

[0571] Synthesis of compound 24

[0572] 3.34 g of intermediate 24-3, 1.8 g of 2-([1,1'-biphenyl]-4-yl)-4-chloro-6-phenyl-1,3,5-triazine, 1.36 g of potassium carbonate and 0.25 g of tetrakis(triphenylphosphine)palladium(0) were added to RB and dissolved in 50 mL of THF and 12 mL of DW, and the mixed solution was refluxed for 12 hours. After the reaction was completed, an extraction process was performed using ethyl acetate, and the organic layer was collected. The organic layer was dried using magnesium sulfate and then dried to obtain a residue. The residue was then separated and purified by silica gel column chromatography to obtain 4.24 g (yield: 83%) of compound 24. The product was purified by LC-MS and 1 Compound 24 was identified by H-NMR.

[0573] C 75 H 50 N 4 Si M+1: 1035.65

[0574] Synthesis Example 3: Synthesis of Compound 28

[0575]

[0576] Synthesis of Intermediate 28-1

[0577] 9-([1,1'-biphenyl]-4-yl)-3-bromo-9H-carbazole (1eq) was added to a round-bottom flask (first flask) and dissolved in 200 mL of THF, and the mixed solution was stabilized at -78°C. n-BuLi (1eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. 2-(tert-butyl)-5,5-dichloro-5H-dibenzo[b,d]silole (1.0eq) was quickly added to the resulting product, and then stirred at low temperature for 2 hours. 1-Bromo-4-chlorobenzene (1eq) was added to another round-bottom flask (second flask) and dissolved in 200 mL of THF, and the mixed solution was stabilized at -78°C. n-BuLi (1eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. The resulting product from the second flask was quickly added dropwise to the first flask, and then stirred at room temperature for 12 hours. After the reaction was completed, Intermediate 28-1 was obtained and identified by LC / MS.

[0578] C 46 H 36 ClNSi M+1: 666.28

[0579] Synthesis of Intermediate 28-2

[0580] Intermediate 28-1 (1 eq) and bis(pinacol)diboron (1.5 eq) were reacted in the presence of Pd 2(dba) 3 (0.1 eq) was reacted to obtain Intermediate 28-2. Intermediate 28-2 was identified by LC / MS.

[0581] C 52 H 48 BNO 2 Si M+1:758.44

[0582] Synthesis of compound 28

[0583] 2.05 g of intermediate 28-2, 1.8 g of 2-chloro-4,6-diphenyl-1,3,5-triazine, 1.12 g of potassium carbonate and 0.21 g of tetrakis(triphenylphosphine)palladium(0) were added to RB and dissolved in 40 mL of THF and 10 mL of DW, and the mixed solution was refluxed for 12 hours. After the reaction was completed, an extraction process was performed using ethyl acetate, and the organic layer was collected. The organic layer was dried using magnesium sulfate and then dried to obtain a residue. The residue was then separated and purified by silica gel column chromatography to obtain 2.85 g (yield: 82%) of compound 28. The product was purified by LC-MS and 1 Compound 28 was identified by H-NMR.

[0584] C 61 H 46 N 4 Si M+1: 863.51

[0585] Synthesis Example 4: Synthesis of Compound 29

[0586]

[0587] Synthesis of Intermediate 29-1

[0588] 9-([1,1'-biphenyl]-4-yl)-3-bromo-6-(tert-butyl)-9H-carbazole (1eq) was added to a round-bottom flask (first flask) and dissolved in 200 mL of THF, and the mixed solution was stabilized at -78°C. n-BuLi (1eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. 5,5-dichloro-5H-dibenzo[b,d]silole (1.0eq) was quickly added to the resulting product, and then stirred at low temperature for 2 hours. 1,4-dibromobenzene (1eq) was added to another round-bottom flask (second flask) and dissolved in 200 mL of THF, and the mixed solution was stabilized at -78°C. n-BuLi (1eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. The resulting product from the second flask was quickly added dropwise to the first flask, and then stirred at room temperature for 12 hours. After the reaction was completed, Intermediate 29-1 was obtained and identified by LC / MS.

[0589] C 46 H 36 BrNSi M+1: 710.20

[0590] Synthesis of intermediate 29-2

[0591] Intermediate 29-1 (1 eq) and bis(pinacolato)diboron (1.5 eq) were reacted in the presence of Pd 2 (dba) 3 (0.1 eq) was reacted to obtain Intermediate 29-2. Intermediate 29-2 was identified by LC / MS.

[0592] C 52 H 48 BNO 2 Si M+1:758.43

[0593] Synthesis of compound 29

[0594] 2.05 g of intermediate 29-2, 1.8 g of 2-chloro-4,6-diphenyl-1,3,5-triazine, 1.12 g of potassium carbonate and 0.21 g of tetrakis(triphenylphosphine)palladium(0) were added to RB and dissolved in 40 mL of THF and 10 mL of DW, and the mixed solution was refluxed for 12 hours. After the reaction was completed, an extraction process was performed using ethyl acetate, and the organic layer was collected. The organic layer was dried using magnesium sulfate and then dried to obtain a residue. The residue was then separated and purified by silica gel column chromatography to obtain 2.92 g (yield: 82%) of compound 29. The product was purified by LC-MS and 1 Compound 29 was identified by H-NMR.

[0595] C61 H 46 N 4 Si M+1: 883.41

[0596] Synthesis Example 5: Synthesis of Compound 30

[0597]

[0598] Synthesis of Intermediate 30-1

[0599] 9-([1,1'-biphenyl]-4-yl)-3-bromo-6-phenyl-9H-carbazole (1eq) was added to a round-bottom flask (first flask) and dissolved in 200 mL of THF, and the mixed solution was stabilized at -78°C. n-BuLi (1eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. 5,5-dichloro-5H-dibenzo[b,d]silole (1.0eq) was quickly added to the resulting product, and then stirred at low temperature for 2 hours. 1,4-dibromobenzene (1eq) was added to another round-bottom flask (second flask) and dissolved in 200 mL of THF, and the mixed solution was stabilized at -78°C. n-BuLi (1eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. The resulting product from the second flask was quickly added dropwise to the first flask, and then stirred at room temperature for 12 hours. After the reaction was completed, intermediate 30-1 was obtained. Intermediate 30-1 was identified by LC / MS.

[0600] C 48 H 32 BrNSi M+1: 730.27

[0601] Synthesis of Intermediate 30-2

[0602] Intermediate 30-1 (1 eq) and bis(pinacol)diboron (1.5 eq) were reacted in the presence of Pd 2 (dba) 3 (0.1 eq) was reacted to obtain Intermediate 30-2. Intermediate 30-2 was identified by LC / MS.

[0603] C 54 H 44 BNO 2 Si M+1:777.61

[0604] Synthesis of compound 30

[0605] 2.05 g of intermediate 30-2, 1.8 g of 2-chloro-4,6-diphenyl-1,3,5-triazine, 1.12 g of potassium carbonate and 0.21 g of tetrakis(triphenylphosphine)palladium(0) were added to RB and dissolved in 40 mL of THF and 10 mL of DW, and the mixed solution was refluxed for 12 hours. After the reaction was completed, an extraction process was performed using ethyl acetate, and the organic layer was collected. The organic layer was dried using magnesium sulfate and then dried to obtain a residue. The residue was then separated and purified by silica gel column chromatography to obtain 2.92 g (yield: 82%) of compound 30. By LC-MS and 1 Compound 30 was identified by H-NMR.

[0606] C 63 H 42 N 4 Si M+1: 883.49

[0607] Synthesis Example 6: Synthesis of Compound 31

[0608]

[0609] Synthesis of Intermediate 31-1

[0610] 9-([1,1'-biphenyl]-4-yl)-3-bromo-9H-carbazole (1eq) was added to a round-bottom flask (first flask) and dissolved in 200 mL of THF, and the mixed solution was stabilized at -78°C. n-BuLi (1eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. 5,5-dichloro-5H-dibenzo[b,d]silole (1.0eq) was quickly added to the resulting product, and then stirred at low temperature for 2 hours. 1,4-dibromobenzene (1eq) was added to another round-bottom flask (second flask) and dissolved in 200 mL of THF, and the mixed solution was stabilized at -78°C. n-BuLi (1eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. The resulting product from the second flask was quickly added dropwise to the first flask, and then stirred at room temperature for 12 hours. After the reaction was completed, intermediate 31-1 was obtained. Intermediate 31-1 was identified by LC / MS.

[0611] C 42 H 28 BrNSi M+1: 654.24

[0612] Synthesis of intermediate 31-2

[0613] Intermediate 31-1 (1 eq) and bis(pinacol)diboron (1.5 eq) were reacted in the presence of Pd 2 (dba) 3(0.1 eq) was reacted to obtain Intermediate 31-2. Intermediate 31-2 was identified by LC / MS.

[0614] C 48 H 40 BNO 2 Si M+1:702.41

[0615] Synthesis of compound 31

[0616] 2.57 g of intermediate 31-2, 1.8 g of 2-chloro-4,6-diphenylpyridine, 1.39 g of potassium carbonate and 0.26 g of tetrakis(triphenylphosphine)palladium(0) were added to RB and dissolved in 50 mL of THF and 12 mL of DW, and the mixed solution was refluxed for 12 hours. After the reaction was completed, an extraction process was performed using ethyl acetate, and the organic layer was collected. The organic layer was dried using magnesium sulfate and then dried to obtain a residue. The residue was then separated and purified by silica gel column chromatography to obtain 3.57 g (yield: 88%) of compound 31. By LC-MS and 1 Compound 31 was identified by H-NMR.

[0617] C 59 H 40 N 2 Si M+1:805.35

[0618] Synthesis Example 7: Synthesis of Compound 32

[0619]

[0620] Synthesis of compound 32

[0621] 2.79 g of intermediate 31-2, 2.0 g of 2-chloro-4,6-diphenylpyrimidine, 1.52 g of potassium carbonate and 0.28 g of tetrakis(triphenylphosphine)palladium(0) were added to RB and dissolved in 55 mL of THF and 14 mL of DW, and the mixed solution was refluxed for 12 hours. After the reaction was completed, an extraction process was performed using ethyl acetate, and the organic layer was collected. The organic layer was dried using magnesium sulfate and then dried to obtain a residue. The residue was then separated and purified by silica gel column chromatography to obtain 3.53 g (yield: 80%) of compound 32. The product was purified by LC-MS and 1 Compound 32 was identified by H-NMR.

[0622] C 58 H 39 N 3 Si M+1:806.45

[0623] Synthesis Example 8: Synthesis of Compound 33

[0624]

[0625] Synthesis of Intermediate 33-1

[0626] To a round-bottomed flask (first flask), 2-bromodibenzo [b, d] furan (1 eq) was added and dissolved in 200 mL of THF, and the mixed solution was stabilized at -78 ° C. n-BuLi (1 eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. 5,5-dichloro-5H-dibenzo [b, d] silole (1.0 eq) was quickly added to the resulting product, and then stirred at low temperature for 2 hours. 1,4-dibromobenzene (1 eq) was added to another round-bottomed flask (second flask) and dissolved in 200 mL of THF, and the mixed solution was stabilized at -78 ° C. n-BuLi (1 eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. The resulting product from the second flask was quickly added dropwise to the first flask, and then stirred at room temperature for 12 hours. After the reaction was completed, intermediate 33-1 was obtained. Intermediate 33-1 was identified by LC / MS.

[0627] C 30 H 19 BrOSi M+1: 503.13

[0628] Synthesis of Intermediate 33-2

[0629] Intermediate 33-1 (1 eq) and bis(pinacol)diboron (1.5 eq) were reacted in the presence of Pd 2 (dba) 3 (0.1 eq) was reacted to obtain Intermediate 33-2. Intermediate 33-2 was identified by LC / MS.

[0630] C 36 H 31 BO 3 Si M+1: 551.33

[0631] Synthesis of compound 33

[0632] 3.8 g of intermediate 33-2, 2 g of 2-chloro-4,6-diphenyl-1,3,5-triazine, 2.06 g of potassium carbonate and 0.38 g of tetrakis(triphenylphosphine)palladium(0) were added to RB and dissolved in 75 mL of THF and 19 mL of DW, and the mixed solution was refluxed for 12 hours. After the reaction was completed, an extraction process was performed using ethyl acetate, and the organic layer was collected. The organic layer was dried using magnesium sulfate and then dried to obtain a residue. The residue was then separated and purified by silica gel column chromatography to obtain 3.92 g (yield: 80%) of compound 33. The product was purified by LC-MS and 1 Compound 33 was identified by H-NMR.

[0633] C 45 H 29 N 3 OSi M+1: 666.46

[0634] Synthesis Example 9: Synthesis of Compound 34

[0635]

[0636] Synthesis of Intermediate 34-1

[0637] 3-bromo-9-phenyl-9H-carbazole (1 eq) was added to a round-bottomed flask (first flask) and dissolved in 200 mL of THF, and the mixed solution was stabilized at -78 ° C. n-BuLi (1 eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. 5,5-dichloro-5H-dibenzo [b, d] silole (1.0 eq) was quickly added to the resulting product, and then stirred at low temperature for 2 hours. 1,4-dibromobenzene (1 eq) was added to another round-bottomed flask (second flask) and dissolved in 200 mL of THF, and the mixed solution was stabilized at -78 ° C. n-BuLi (1 eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. The resulting product from the second flask was quickly added dropwise to the first flask, and then stirred at room temperature for 12 hours. After the reaction was completed, intermediate 34-1 was obtained. Intermediate 34-1 was identified by LC / MS.

[0638] C 36 H 24 BrNSi M+1: 578.22

[0639] Synthesis of Intermediate 34-2

[0640] Intermediate 34-1 (1 eq) and bis(pinacol)diboron (1.5 eq) were reacted in the presence of Pd 2 (dba) 3(0.1 eq) was reacted to obtain Intermediate 34-2. Intermediate 34-2 was identified by LC / MS.

[0641] C 42 H 36 BNO 2 Si M+1: 626.37

[0642] Synthesis of compound 34

[0643] 2.56 g of intermediate 34-2, 3.1 g of 2-chloro-4,6-diphenyl-1,3,5-triazine, 1.39 g of potassium carbonate and 0.26 g of tetrakis(triphenylphosphine)palladium(0) were added to RB and dissolved in 50 mL of THF and 12 mL of DW, and the mixed solution was refluxed for 12 hours. After the reaction was completed, an extraction process was performed using ethyl acetate, and the organic layer was collected. The organic layer was dried using magnesium sulfate and then dried to obtain a residue. The residue was then separated and purified by silica gel column chromatography to obtain 2.94 g (yield: 80%) of compound 34. The product was purified by LC-MS and 1 Compound 34 was identified by H-NMR.

[0644] C 51 H 34 N 4 Si M+1:731.41

[0645] Synthesis Example 10: Synthesis of Compound 35

[0646]

[0647] Synthesis of Intermediate 35-1

[0648] 2-bromodibenzo[b,d]furan (1eq) was added to a round-bottomed flask (first flask) and dissolved in 200mL of THF, and the mixed solution was stabilized at -78°C. n-BuLi (1eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. 5,5-dichloro-5H-dibenzo[b,d]silole (1.0eq) was quickly added to the resulting product, and then stirred at low temperature for 2 hours. 1,3-dibromobenzene (1eq) was added to another round-bottomed flask (second flask) and dissolved in 200mL of THF, and the mixed solution was stabilized at -78°C. n-BuLi (1eq) was slowly added dropwise thereto, and then stirred at low temperature for 1 hour. The resulting product from the second flask was quickly added dropwise to the first flask, and then stirred at room temperature for 12 hours. After the reaction was completed, intermediate 35-1 was obtained. Intermediate 35-1 was identified by LC / MS.

[0649] C30 H 19 BrOSi M+1:503.12

[0650] Synthesis of Intermediate 35-2

[0651] Intermediate 35-1 (1 eq) and bis(pinacol)diboron (1.5 eq) were reacted in the presence of Pd 2 (dba) 3 (0.1 eq) was reacted to obtain Intermediate 35-2. Intermediate 35-2 was identified by LC / MS.

[0652] C 36 H 31 BO 3 Si M+1: 551.35

[0653] Synthesis of compound 35

[0654] 2.56 g of intermediate 35-2, 3.1 g of 2-chloro-4,6-diphenyl-1,3,5-triazine, 1.39 g of potassium carbonate and 0.26 g of tetrakis(triphenylphosphine)palladium(0) were added to RB and dissolved in 50 mL of THF and 12 mL of DW, and the mixed solution was refluxed for 12 hours. After the reaction was completed, an extraction process was performed using ethyl acetate, and the organic layer was collected. The organic layer was dried using magnesium sulfate and then dried to obtain a residue. The residue was then separated and purified by silica gel column chromatography to obtain 3.92 g (yield: 80%) of compound 35. The product was purified by LC-MS and 1 Compound 35 was identified by H-NMR.

[0655] C 45 H 29 N 3 OSi M+1: 666.40

[0656] Example 1

[0657] As the anode, Corning 15Ω / cm 2 The ITO glass substrate was cut into a size of 50 mm×50 mm×0.7 mm, ultrasonicated with isopropyl alcohol and then with pure water for 5 minutes each, and then cleaned by exposure to ultraviolet rays and ozone for 30 minutes.The ITO glass substrate was provided to a vacuum deposition apparatus.

[0658] First, N,N'-di(naphthalene-1-yl)-N,N'-diphenyl-benzidine (NPB) is vacuum deposited on the substrate to form a The hole injection layer is formed by vacuum depositing the hole transport compound mCP on the hole injection layer to form a layer with a thickness of hole transport layer.

[0659] Compound 2 as the host and Ir(pmp) as the dopant 3 Co-deposited on the hole transport layer in a weight ratio of 92:8 to form a thickness of The emission layer.

[0660] Next, 3-(4-biphenyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ) was deposited on the emission layer to form a film with a thickness of The electron transport layer is formed by depositing LiF on the electron transport layer to form a layer with a thickness of electron injection layer.

[0661] Al is vacuum deposited on the electron injection layer to form a layer with a thickness of A LiF / Al electrode (cathode) is formed, thereby completing the manufacture of the light-emitting device.

[0662]

[0663] Examples 2 to 10 and Comparative Examples 1 to 4

[0664] Each light-emitting device was manufactured in substantially the same manner as in Example 1, except that the compound shown in Table 1 was used as a host when forming the emission layer.

[0665] Evaluation Example

[0666] Evaluation of characteristics of light-emitting devices

[0667] The light emitting devices of Examples 1 to 10 and Comparative Examples 1 to 4 were each measured at 10 mA / cm 2 The driving voltage, luminous efficiency, maximum quantum efficiency and emission color at the current density of the light emitting device are measured by using a source meter (Keithley Instrument Inc., 2400 series), and the maximum quantum efficiency is measured by using the external quantum efficiency measurement device C9920-2-12 of Hamamatsu Photonics. When evaluating the maximum quantum efficiency, the brightness / current density is measured using a luminance meter calibrated for wavelength sensitivity, and the maximum quantum efficiency is converted by assuming the introduction of an angular brightness distribution (Lambert) of an ideal diffuse reflector. The evaluation results of the characteristics of each of the light emitting devices are shown in Table 1.

[0668] Table 1

[0669]

[0670]

[0671]

[0672] Referring to Table 1, it is confirmed that the light-emitting devices of Examples 1 to 10 each have comparable or higher light-emitting efficiency and higher maximum quantum efficiency than those of Comparative Examples 1 to 4.

[0673] According to one or more embodiments of the present disclosure, the heterocyclic compound represented by Formula 1 may have excellent or appropriate electron transport properties, and in this regard, may be used as a delayed fluorescent host material. A light-emitting device including the heterocyclic compound represented by Formula 1 may have a relatively high luminous efficiency. Therefore, an electronic device including the light-emitting device and an electronic device including the electronic device may have improved display quality.

[0674] In the present disclosure, it will be understood that “comprise(s)”, “include(s)” or “have / has” indicates the presence of stated features, integers, steps, operations, elements and / or components, but does not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components and / or groups thereof.

[0675] Throughout the present 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 interposed therebetween. In some embodiments, "directly on..." can mean that there are no additional layers, films, regions, plates, etc. between the layer, film, region, plate, etc. and other components. For example, "directly on..." can mean that two layers or two components are disposed without using an additional component (e.g., an adhesive component) between the two layers or two components.

[0676] In the present disclosure, although the terms "first", "second", etc. may be used herein to describe one or more elements, components, regions and / or layers, these elements, components, regions and / or layers should not be limited by these terms. These terms are only used to distinguish one component from another component.

[0677] As utilized herein, the singular forms "a," "an," "one," and "the" are intended to include the plural forms as well, unless the context clearly indicates otherwise. Further, the use of "may" when describing embodiments of the present disclosure refers to "one or more embodiments of the present disclosure."

[0678] As utilized herein, the terms "substantially," "about," or similar terms are used as terms of approximation and not as terms of degree, and are intended to take into account the inherent deviations in measurements or calculations that one of ordinary skill in the art would recognize. "About," as used herein, includes the recited value and means within the range of acceptable deviations for the particular value as determined by one of ordinary skill in the art taking into account the measurement in question and the errors associated with the measurement of the particular quantity (i.e., the limitations of the measurement system). For example, "about" may mean within one or more standard deviations of the recited value, or within ±30%, ±20%, ±10%, or ±5% of the recited value.

[0679] Any numerical range set forth in this article is intended to include all sub-ranges of the same numerical precision falling within the range set forth. For example, the range of "1.0 to 10.0" is intended to include between the minimum value of 1.0 set forth and the maximum value of 10.0 set forth (and including 1.0 and 10.0), that is, all sub-ranges with a minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, such as, for example, 2.4 to 7.6. Any maximum numerical limit set forth in this article is intended to include all lower numerical limits falling therein and any minimum numerical limit set forth in this disclosure is intended to include all higher numerical limits falling therein. Accordingly, the applicant reserves the right to modify the present disclosure (including claims) to explicitly set forth any sub-range falling within the range explicitly set forth in this article.

[0680] 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 may be implemented using any appropriate hardware, firmware (e.g., a dedicated integrated circuit), software, or a combination of software, firmware, and hardware. For example, the various components of the device may be formed on an integrated circuit (IC) chip or on separate IC chips. Further, the various components of the device may be implemented on a flexible printed circuit film, a tape carrier package (TCP), or a printed circuit board (PCB), or formed on a substrate. Further, the various components of the device may be processes or threads that run on one or more processors in one or more computing devices, execute computer program instructions, and interact with other system components for performing various functions described herein. Computer program instructions are stored in a memory that may be implemented in a computing device using a standard storage device such as, for example, a random access memory (RAM). Computer program instructions may also be stored in other non-temporary computer-readable media such as, for example, a CD-ROM or a flash drive, etc. Furthermore, those skilled in the art should recognize that the functionality of various computing devices may be combined or integrated into a single computing device, or the functionality of a particular computing device may be distributed across one or more other computing devices without departing from the scope of the embodiments of the present disclosure.

[0681] It should be understood that the embodiments described herein should be considered in a descriptive sense only and not for limiting purposes. The description of features or aspects in each embodiment should generally be considered to be applicable to other similar features or aspects in other embodiments. Although one or more embodiments have been described with reference to the accompanying drawings, it will be understood by those of ordinary skill in the art that one or more appropriate changes in form and details may be made therein without departing from the spirit and scope as defined by the appended claims and their equivalents.

Claims

1. A light emitting device, comprising: a first electrode; a second electrode facing the first electrode; an interlayer between the first electrode and the second electrode and including an emitting layer; as well as A heterocyclic compound represented by Formula 1: Formula 1 Among them, in formula 1, CY1, CY2, CY 41 and CY 42 Each independently is C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group, X 31 N or C (R 31 ), X 33 N or C (R 33 ), X 35 N or C (R 35 ), Selected from X 31 , X 33 and X 35 At least one of them is N, X5 is C(R 51 )(R 52 )、Si(R 51 )(R 52 )、N[(L5) a5 -R5]、P[(L5) a5 -R5], O or S, L3, L4, L5, L 32 and L 34 Each is independently a single bond, unsubstituted or substituted by at least one R 10a Substituted C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, a3 and a4 are each independently an integer selected from 0 to 5, wherein, i) when a3 is 0, by *-(L3) a3 -*' represents a single bond, ii) when a4 is 0, *-(L4) a4 -*' represents a single bond, iii) when a3 is an integer selected from 2 to 5, a plurality of L3 are the same as or different from each other, and iv) when a4 is an integer selected from 2 to 5, a plurality of L4 are the same as or different from each other, a5, a32 and a34 are each independently an integer selected from 0 to 5, wherein, i) when a5 is 0, *-(L5) a5 -*' represents a single bond. ii) When a32 is 0, *-(L 32 ) a32 -*' represents a single bond, iii) when a34 is 0, *-(L 34 ) a34 -*' represents a single bond, iv) when a5 is an integer selected from 2 to 5, multiple L5 are the same or different from each other, v) when a32 is an integer selected from 2 to 5, multiple L 32 are the same as or different from each other, and vi) when a34 is an integer selected from 2 to 5, a plurality of L 34 Same or different from each other, R1, R2, R 31 To R 35 , R4, R5, R 51 and R 52 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a A substituted monovalent non-aromatic fused polycyclic group, unsubstituted or replaced by at least one R 10a a substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2), or -P(=S)(Q1)(Q2), Selected from R1, R2, R 31 To R 35 , R4, R5, R 51 and R 52 Two or more adjacent groups in the group are optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C5-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, n1 and n2 are each independently an integer selected from 0 to 15, n4 is an integer selected from 0 to 20, R 10a for: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; Each unsubstituted or substituted C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof; Each unsubstituted or substituted C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each independently represents: 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; each unsubstituted or substituted C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group: deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 Alkoxy, phenyl, biphenyl or any combination thereof; C7-C 60 Arylalkyl; or C2-C 60 heteroarylalkyl, and * and *' each indicate a bonding site to an adjacent atom.

2. The light emitting device according to claim 1, wherein: The first electrode is an anode; The second electrode is a cathode; and The interlayer further includes a hole transport region between the first electrode and the emissive layer and an electron transport region between the emissive layer and the second electrode, The hole transport region includes a hole injection layer, a hole transport layer, an emission auxiliary layer, an electron blocking layer or any combination thereof, and The electron transport region includes a buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, an electron control layer or any combination thereof. The light emitting device according to claim 1 , wherein the interlayer comprises the heterocyclic compound represented by Formula 1. The light emitting device according to claim 1 , wherein the emission layer comprises the heterocyclic compound represented by Formula 1. 5 . The light emitting device according to claim 1 , wherein the emission layer comprises a host and a dopant, the host comprising the heterocyclic compound represented by Formula 1. The light emitting device according to claim 1 , wherein the emitting layer is configured to emit light having a maximum emission wavelength in a range of 430 nm to 480 nm.

7. An electronic device comprising the light emitting device according to any one of claims 1 to 6.

8. The electronic device according to claim 7, 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.

9. An electronic device comprising the light emitting device according to claim 1, wherein the electronic device is at least one selected from a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transparent display, a partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a phone, a portable phone, a tablet personal computer, a tablet mobile computer, a personal digital assistant, a wearable device, a laptop computer, a digital camera, a video camera, a viewfinder, a microdisplay, a three-dimensional display, a virtual reality display, an augmented reality display, a vehicle, a video wall with multiple displays stitched together, a cinema screen, a stadium screen, a light therapy device, a sign, a car sensor, a home sensor and a solar cell.

10. A heterocyclic compound represented by Formula 1: Formula 1 in, In formula 1, CY1, CY2, CY 41 and CY 42 Each independently is C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group, X 31 N or C (R 31 ), X 33 N or C (R 33 ), X 35 N or C (R 35 ), Selected from X 31 , X 33 and X 35 At least one of them is N, X5 is C(R 51 )(R 52 )、Si(R 51 )(R 52 )、N[(L5) a5 -R5]、P[(L5) a5 -R5], O or S, L3, L4, L5, L 32 and L 34 Each is independently a single bond, unsubstituted or substituted by at least one R 10a Substituted C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, a3 and a4 are each independently an integer selected from 0 to 5, wherein, i) when a3 is 0, by *-(L3) a3 -*' represents a single bond, ii) when a4 is 0, *-(L4) a4 -*' represents a single bond, iii) when a3 is an integer selected from 2 to 5, a plurality of L3 are the same as or different from each other, and iv) when a4 is an integer selected from 2 to 5, a plurality of L4 are the same as or different from each other, a5, a32 and a34 are each independently an integer selected from 0 to 5, wherein, i) when a5 is 0, *-(L5) a5 -*' represents a single bond. ii) When a32 is 0, *-(L 32 ) a32 -*' represents a single bond, iii) when a34 is 0, *-(L 34 ) a34 -*' represents a single bond, iv) when a5 is an integer selected from 2 to 5, multiple L5 are the same or different from each other, v) when a32 is an integer selected from 2 to 5, multiple L 32 are the same as or different from each other, and vi) when a34 is an integer selected from 2 to 5, a plurality of L 34 Same or different from each other, R1, R2, R 31 To R 35 , R4, R5, R 51 and R 52 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 60 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Alkoxy, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C1-C 10 Heterocycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryl, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Aryloxy, unsubstituted or substituted with at least one R 10a Substituted C6-C 60 Arylthio, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryl, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroaryloxy, unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heteroarylthio, unsubstituted or substituted with at least one R 10a A substituted monovalent non-aromatic fused polycyclic group, unsubstituted or replaced by at least one R 10a a substituted monovalent non-aromatic fused heteropolycyclic group, -Si(Q1)(Q2)(Q3), -B(Q1)(Q2), -N(Q1)(Q2), -P(Q1)(Q2), -C(=O)(Q1), -S(=O)(Q1), -S(=O)2(Q1), -P(=O)(Q1)(Q2), or -P(=S)(Q1)(Q2), Selected from R1, R2, R 31 To R 35 , R4, R5, R 51 and R 52 Two or more adjacent groups in the group are optionally bonded together to form an unsubstituted or substituted group. 10a Substituted C5-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R 10a Substituted C1-C 60 Heterocyclic group, n1 and n2 are each independently an integer selected from 0 to 15, n4 is an integer selected from 0 to 20, R 10a for: deuterium, -F, -Cl, -Br, -I, hydroxy, cyano or nitro; Each unsubstituted or substituted C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl or C1-C 60 Alkoxy: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C7-C 60 Aralkyl, C2-C 60 Heteroarylalkyl, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, -Si(Q 11 )(Q 12 )(Q 13 )、-N(Q 11 )(Q 12 )、-B(Q 11 )(Q 12 )、-C(=O)(Q 11 )、-S(=O)2(Q 11 )、-P(=O)(Q 11 )(Q 12 ) or any combination thereof; Each unsubstituted or substituted C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, C7-C 60 Arylalkyl or C2-C 60 Heteroaralkyl: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 Alkenyl, C2-C 60 Alkynyl, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy, C6-C 60 Arylthio, C1-C 60 Heteroaryloxy, C1-C 60 Heteroarylthio, C7-C 60 Aralkyl, C2-C 60 Heteroaralkyl, -Si(Q 21 )(Q 22 )(Q 23 )、-N(Q 21 )(Q 22 )、-B(Q 21 )(Q 22 )、-C(=O)(Q 21 )、-S(=O)2(Q 21 )、-P(=O)(Q 21 )(Q 22 ) or any combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), Q1 to Q3, Q 11 To Q 13 , Q 21 To Q 23 and Q 31 To Q 33 Each independently represents: 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; each unsubstituted or substituted C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group: deuterium, -F, cyano, C1-C 60 Alkyl, C1-C 60 Alkoxy, phenyl, biphenyl or any combination thereof; C7-C 60 Arylalkyl; or C2-C 60 heteroarylalkyl, and * and *' each indicate a bonding site to an adjacent atom.

11. The heterocyclic compound according to claim 10, wherein CY1, CY2, CY 41 and CY 42 Each is independently phenyl, naphthyl, phenanthryl, fluoranthene, triphenylene, pyrenyl, 1,2-benzophenanthryl, indenyl, fluorenyl, spirobifluorenyl, benzofluorenyl, dibenzofluorenyl, indolyl, pyridyl, pyrimidinyl, carbazolyl, benzocarbazolyl, dibenzocarbazolyl, furanyl, benzofuranyl, dibenzofuranyl, naphthofuranyl, benzonaphthofuranyl, dinaphthofuranyl, thienyl, benzothienyl, dibenzothienyl, naphthiothienyl, benzonaphthothienyl or dinaphthothienyl.

12. The heterocyclic compound according to claim 10, wherein the heterocyclic compound represented by Formula 1 is a compound represented by one selected from Formula 1-1 to Formula 1-4: Formula 1-1 Formula 1-2 Formula 1-3 Formula 1-4 In Formula 1-1 to Formula 1-4, X 31 , X 33 , X 35 , X5, L3, L4, L 32 , L 34 , a3, a4, a32, a34, R 32 and R 34 Each is the same as defined in Formula 1, R 11 To R 14 Each is independently the same as defined with reference to R1 in Formula 1, R 21 To R 24 are each independently the same as defined with reference to R2 in Formula 1, and R 41 To R 48 Each is independently the same as defined with reference to R4 in Formula 1.

13. The heterocyclic compound according to claim 10, wherein X5 is N[(L5) a5 -R5]、P[(L5) a5 -R5], O or S.

14. The heterocyclic compound according to claim 10, wherein X 31 , X 33 and X 35 Each is N.

15. The heterocyclic compound according to claim 10, wherein L3, L4, L5, L 32 and L 34 are each independently unsubstituted or substituted with at least one R 10a Substituted with the following groups: Phenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, pyrenyl or 1,2-triphenylenyl.

16. The heterocyclic compound according to claim 10, wherein L3, L4, L5, L 32 and L 34 Each is independently a group represented by one selected from Formula 1A to Formula 1C: In Formula 1A to Formula 1C, R 10a Same as defined in Formula 1, e4 is an integer selected from 0 to 4, and * and *' each indicate a bonding site to an adjacent atom.

17. The heterocyclic compound according to claim 10, wherein a3, a4, a5, a32 and a34 are each independently 0 or 1.

18. The heterocyclic compound according to claim 10, wherein R1, R2 and R4 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidino, hydrazine, hydrazone, unsubstituted or substituted with at least one R 10a Substituted C1-C 20 Alkyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 20 Alkenyl, unsubstituted or substituted with at least one R 10a Substituted C2-C 20 Alkynyl, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkyl, unsubstituted or substituted with at least one R 10a Substituted C3-C 10 Cycloalkenyl, unsubstituted or substituted with at least one R 10a Substituted C6-C 20 Aryl, unsubstituted or substituted with at least one R 10a A substituted monovalent non-aromatic condensed polycyclic group or -Si(Q1)(Q2)(Q3).

19. The heterocyclic compound according to claim 10, wherein R 32 , R 34 and R5 are each independently unsubstituted or substituted with at least one R 10a Substituted C6-C 20 Aryl.

20. The heterocyclic compound according to claim 10, wherein the heterocyclic compound represented by Formula 1 is any one selected from Compound 1 to Compound 35:

Images