Organic compound, light emitting device including organic compound, electronic device including light emitting device, and electronic apparatus including electronic device

Abstract

Provided are an organic compound, a light emitting device including the organic compound, an electronic device including the light emitting device, and an electronic apparatus including the electronic device. The light emitting device includes: a first electrode; a second electrode facing the first electrode; and an intermediate layer between the first electrode and the second electrode and including an emission layer, in which the intermediate layer includes an organic compound including a first moiety represented by Formula 1 and a second moiety represented by Formula 2: wherein in Formula 1 and Formula 2, each of the moieties represented by Formula 1 and Formula 2 is O or S, X11, X12, X21 and X22 is independently O or S, Y11 is C, C (R13) or N, Z11 is C (R14), N, N (R14), O or S, Y21 is C, C (R23) or N, Z21 is C (R24), N, N (R24), O or S, r11 or R12 is a connection site to the second moiety, and R21 or R22 is a connection site to the first moiety.

Description

[0001] This application claims priority to and the benefit of Korean Patent Application No. 10-2024-0130208, filed on September 25, 2024, in the Korean Intellectual Property Office, the disclosure of which is incorporated herein in its entirety by reference. TECHNICAL FIELD

[0002] One or more embodiments of the present disclosure relate to an organic compound, a light-emitting device including the organic compound, an electronic apparatus including the light-emitting device, and an electronic device including the electronic apparatus. BACKGROUND

[0003] Among light-emitting devices, self-emissive devices (e.g., organic light-emitting devices, etc.) have a relatively wide viewing angle, high contrast, short response time, and excellent or suitable characteristics in terms of luminance, driving voltage, and response speed, compared to other light-emitting devices that are not self-emissive.

[0004] A light-emitting device can include a first electrode, a hole transport region, an emission layer, an electron transport region, and a second electrode arranged sequentially. Holes injected from the first electrode can move toward the emission layer through the hole transport region. Electrons injected from the second electrode can move toward the emission layer through the electron transport region. These charge carriers (i.e., holes and electrons) recombine in the emission layer to generate excitons. When the excitons transition from an excited state and decay to a ground state, light can be generated. SUMMARY

[0005] One or more aspects of embodiments of the present disclosure relate to an organic compound having excellent or suitable highest occupied molecular orbital (HOMO) level, lowest unoccupied molecular orbital (LUMO) level, hole mobility, electron mobility, and glass transition temperature, a light-emitting device having excellent or suitable driving voltage, current efficiency, and lifespan by including the organic compound, an electronic apparatus having excellent or suitable display quality by including the light-emitting device, and an electronic device having high quality by including the electronic apparatus. For example, a light-emitting device having excellent or suitable driving voltage, current efficiency, and lifespan by including the organic compound, an electronic apparatus having excellent or suitable display quality by including the light-emitting device, and an electronic device having high quality by including the electronic apparatus are disclosed.

[0006] Additional aspects will be set forth in part in the description that follows, and in part will become apparent to those skilled in the art upon examination of the following description and drawings or can be learned by practice of the presented embodiments of the disclosure.

[0007] According to one or more embodiments of this disclosure, a light-emitting device includes: a first electrode; a second electrode opposite to the first electrode (e.g., facing the first electrode); and an intermediate layer between the first electrode and the second electrode (e.g., disposed between the first electrode and the second electrode) and including an emitting layer, wherein the intermediate layer may include an organic compound comprising a first portion represented by Formula 1 and a second portion represented by Formula 2:

[0008] Formula 1

[0009]

[0010] Formula 2

[0011]

[0012] Among them, in Equations 1 and 2,

[0013] Depend on The represented part can be a single bond or a double bond.

[0014] X 11 X 12 X 21 and X 22 Each can be independently O or S.

[0015] Y 11 It can be C, C(R) 13 ) or N,

[0016] Z 11 It can be C(R) 14 ), N, N(R) 14 ), O or S,

[0017] Y 21 It can be C, C(R) 23 ) or N,

[0018] Z 21 It can be C(R) 24 ), N, N(R) 24 ), O or S,

[0019] R 11 To R 14 and R 21 To R 24 Each group can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10aC2-C 60 Alkyne group, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted, or substituted with at least one R 10a C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic groups, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2),

[0020] R 11 Or R 12 It can be a connection bit with the second part.

[0021] R 21 Or R 22 It can be a connection bit with the first part.

[0022] R 10a It can be:

[0023] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro;

[0024] All are unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 heteroarylalkyl, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 C1-C or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy;

[0025] All are unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 heteroarylalkyl, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 C3-C or any combination thereof 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 heteroarylalkyl; or

[0026] -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

[0027] Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each can be independently:

[0028] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, or nitro; or

[0029] None of them are substituted or are substituted with deuterium, -F, cyano, or C1-C. 60 Alkyl, C1-C 60 C1-C of alkoxy, phenyl, biphenyl, or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

[0030] According to one or more embodiments of the present disclosure, an electronic device includes a light-emitting device and a thin-film transistor electrically connected to the light-emitting device.

[0031] According to one or more embodiments of this disclosure, the electronic device includes an electronic apparatus, wherein the electronic device may be at least one of the following: 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 telephone, a mobile phone, a tablet computer, a phablet, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a three-dimensional (3D) display, a virtual reality display, an augmented reality display, a vehicle, a video wall comprising multiple displays spliced ​​together, a theater screen, a stadium screen, a phototherapy device, and a sign.

[0032] According to one or more embodiments of the present disclosure, an organic compound comprising a first part represented by Formula 1 and a second part represented by Formula 2 is provided. Attached Figure Description

[0033] The accompanying drawings are included to provide a further understanding of this disclosure, and are incorporated in and constitute a part of this disclosure. The drawings illustrate embodiments of the disclosure and, together with the description, serve to explain the principles of the disclosure. The above and other aspects, features, and advantages of certain embodiments of the disclosure will become more apparent from the following description taken in conjunction with the accompanying drawings, in which:

[0034] Figure 1 This is a schematic diagram of a light-emitting device according to one or more embodiments of the present disclosure;

[0035] Figure 2 This is a schematic diagram of an electronic device according to one or more embodiments of the present disclosure;

[0036] Figure 3 This is a schematic diagram of an electronic device according to one or more embodiments of the present disclosure;

[0037] Figure 4 This is a schematic perspective view of an electronic device including a light-emitting device according to one or more embodiments of the present disclosure;

[0038] Figure 5 This is a schematic diagram of the exterior of a vehicle as an electronic device including a light-emitting device, according to one or more embodiments of this disclosure; and

[0039] Figures 6A to 6C All are based on one or more embodiments of this disclosure. Figure 5 A schematic diagram of the vehicle's interior. Detailed Implementation

[0040] Referring now to one or more embodiments, examples of which are illustrated in the accompanying drawings, wherein the same reference numerals refer to the same elements throughout the disclosure, and repeated descriptions are omitted for brevity. In this respect, the presented embodiments may have different forms and should not be construed as limited to the description set forth herein. Therefore, embodiments of this disclosure are described only with reference to the accompanying drawings to explain aspects of this disclosure. As used herein, the terms “and / or” or “or” can include any and all combinations of one or more of the associated listed items. Throughout the disclosure, when expressions such as “at least one of…”, “one of…”, and “selected from…” precede / follow a list of elements, they modify the entire list of elements, not the individual elements within that list. For example, “at least one of a, b and c”, “at least one of a, b and c” and / or “at least one of a to c” can mean only a, only b, only c, (e.g., both a and b), (e.g., both a and c), (e.g., both b and c), all of a, b and c or variations thereof.

[0041] In this disclosure, the term "bonded to" means that two atoms are directly bonded to each other via covalent bonds and / or coordinate bonds, etc., without any other atoms between the two atoms.

[0042] The expression "connected to" not only means that two atoms are "bonded" to each other, but also that one or more other atoms may be present between the two atoms. For example, if the first atom is bonded to the second atom and the second atom is bonded to the third atom (e.g., when the first atom is bonded to the second atom and the second atom is bonded to the third atom), the first atom is connected to the third atom.

[0043] For example, if atoms A1 to A3 are in an “A1-A2-A3” relationship (e.g., when atoms A1 to A3 are in an “A1-A2-A3” relationship), atom A2 is bonded to atom A1 and connected to atom A1, atom A2 is bonded to atom A3 and connected to atom A3, and atom A1 is not bonded to atom A3 but is connected to atom A3.

[0044] According to one or more embodiments of this disclosure, a light-emitting device may include: a first electrode; a second electrode opposite to the first electrode (e.g., facing the first electrode); and an intermediate layer between the first electrode and the second electrode (e.g., disposed between the first electrode and the second electrode) and including an emitting layer, wherein the intermediate layer may include an organic compound comprising a first portion represented by Formula 1 and a second portion represented by Formula 2:

[0045] Formula 1

[0046]

[0047] Formula 2

[0048]

[0049] Among them, in Equations 1 and 2,

[0050] Depend on The represented part can be a single bond or a double bond; in other words, It can represent a single bond or a double bond.

[0051] X 11 X 12 X 21 and X 22 Each can be independently O or S.

[0052] Y 11 It can be C, C(R) 13 ) or N,

[0053] Z 11 It can be C(R) 14 ), N, N(R) 14 ), O or S,

[0054] Y 21 It can be C, C(R) 23 ) or N,

[0055] Z 21 It can be C(R) 24 ), N, N(R) 24 ), O or S,

[0056] R 11 To R 14 and R21 To R 24 Each group can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkyne group, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted, or substituted with at least one R 10a C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic groups, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2),

[0057] R 11 Or R 12 It can be a connection bit with the second part.

[0058] R 21 Or R 22 It can be a connection bit with the first part.

[0059] R 10a It can be:

[0060] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro;

[0061] All are unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 heteroarylalkyl, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11-P(=O)(Q) 11 (Q) 12 C1-C or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy;

[0062] All are unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 heteroarylalkyl, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 C3-C or any combination thereof 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 heteroarylalkyl; or

[0063] -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

[0064] Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each can be independently:

[0065] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, or nitro; or

[0066] None of them are substituted or are substituted with deuterium, -F, cyano, or C1-C. 60 Alkyl, C1-C 60 C1-C of alkoxy, phenyl, biphenyl, or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

[0067] As used herein, the term "intermediate layer" refers to all of a single layer and / or multiple layers disposed between the first and second electrodes of a light-emitting device.

[0068] In one or more embodiments, the intermediate layer may further include a hole transport region between the first electrode and the emitter layer (e.g., disposed between the first electrode and the emitter layer). The hole transport region may include a hole injection layer, a hole transport layer, an emitter assist layer, an electron blocking layer, or any combination thereof. For example, in one or more embodiments, the hole transport region may include a hole injection layer and a hole transport layer sequentially stacked from the first electrode in the stated order.

[0069] In one or more embodiments, the hole transport region may include at least one of the organic compounds. For example, in one or more embodiments, the hole injection layer in contact with the first electrode may include at least one of the organic compounds. The hole transport region may also include a hole transport material different from the organic compounds.

[0070] In one or more embodiments, the emitting layer may include a phosphorescent dopant comprising a transition metal. The transition metal may be platinum. The emitting layer may emit blue light.

[0071] In one or more embodiments, the light-emitting device may further include a capping layer disposed outside the first electrode (e.g., disposed on the first electrode) and / or outside the second electrode (e.g., disposed on the second electrode). For example, in one or more embodiments, the light-emitting device may further include a first capping layer disposed outside the first electrode (e.g., disposed on the first electrode). For example, in one or more embodiments, the light-emitting device may include a first capping layer, a first electrode, a hole transport region, an emitting layer, and a second electrode arranged in the stated order. In one or more embodiments, the light-emitting device may further include a second capping layer disposed outside the second electrode (e.g., disposed on the second electrode). For example, in one or more embodiments, the light-emitting device may include a first electrode, a hole transport region, an intermediate layer, a second electrode, and a second capping layer arranged in the stated order. In one or more embodiments, the light-emitting device may further include a first capping layer disposed outside the first electrode (e.g., disposed on the first electrode) and a second capping layer disposed outside the second electrode (e.g., disposed on the second electrode). For example, in one or more embodiments, the light-emitting device may include a first capping layer, a first electrode, a hole transport region, an intermediate layer, a second electrode, and a second capping layer arranged in the stated order.

[0072] Because the light-emitting device includes at least one of the organic compounds, the light-emitting device can have excellent or suitable driving voltage, current efficiency and / or lifetime.

[0073] According to one or more embodiments of this disclosure, an electronic device may include: a light-emitting device; and a thin-film transistor electrically connected to the light-emitting device. Because the electronic device includes the light-emitting device, the electronic device can have excellent or suitable display quality.

[0074] According to one or more embodiments of this disclosure, an electronic device may include an electronic apparatus, wherein the electronic device may be at least one of the following: 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 telephone, a mobile phone, a tablet computer, a phablet, a personal digital assistant (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a 3D display, a virtual reality display, an augmented reality display, a vehicle, a video wall comprising multiple displays spliced ​​together, a theater screen, a stadium screen, a phototherapy device, and a sign.

[0075] According to one or more embodiments of the present disclosure, an organic compound is provided, the organic compound comprising a first part represented by Formula 1 and a second part represented by Formula 2:

[0076] Formula 1

[0077]

[0078] Formula 2

[0079]

[0080] Among them, in Equations 1 and 2,

[0081] Depend on The represented part can be a single bond or a double bond; in other words, It can represent a single bond or a double bond.

[0082] X 11 X 12 X 21 and X 22 Each can be independently O or S.

[0083] Y 11 It can be C, C(R) 13 ) or N,

[0084] Z 11 It can be C(R) 14 ), N, N(R) 14 ), O or S,

[0085] Y 21 It can be C, C(R) 23 ) or N,

[0086] Z 21 It can be C(R) 24 ), N, N(R) 24 ), O or S,

[0087] R 11 To R 14 and R 21 To R 24 Each group can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkyne group, unsubstituted or substituted with at least one R 10a C1-C60 Alkyl, unsubstituted, or substituted with at least one R 10a C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic groups, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2),

[0088] R 11 Or R 12 It can be a connection bit with the second part.

[0089] R 21 Or R 22 It can be a connection bit with the first part, and

[0090] R 10a It can be as described here.

[0091] Organic compounds may include a first part and a second part (e.g., composed of a first part and a second part).

[0092] The first part and the second part may not be contracted to each other. For example, the first part and the second part may be combined or connected to each other and may not be contracted to each other.

[0093] In one or more embodiments, R in Equation 1 11 It can be R in Equation 2 21 The connection bit. In one or more embodiments, R in Equation 1 11 It can be R in Equation 2 21 The binding site. In one or more embodiments, R in Equation 1 11 It can be R in Equation 2 22 The connection bit. In one or more embodiments, R in Equation 1 11 It can be R in Equation 2 22 The binding site. In one or more embodiments, R in Equation 1 12 It can be R in Equation 2 21 The connection bit. In one or more embodiments, R in Equation 1 12 It can be R in Equation 2 21 The binding site. In one or more embodiments, R in Equation 1 12 It can be R in Equation 2 22 The connection bit. In one or more embodiments, R in Equation 1 12 It can be R in Equation 2 22 The binding site.

[0094] In one or more embodiments, the first portion may not include (e.g., may exclude) (e.g., any) condensation rings. The first portion may include a monocycle containing at least one nitrogen atom as a cyclic atom. The first portion may include Y atoms sequentially connected to each other. 11 -CNCZ 11 (where Y) 11 and Z 11 A pentagonal ring (linked together by single or double bonds). For example, the first part can be significantly different from those with Y... 11 -CCCZ 11 ring structure or Y 11 -CN=CZ 11 A ring structure.

[0095] In one or more embodiments, the second portion may not include (e.g., may exclude) (e.g., any) condensation rings. The second portion may include a monocycle containing at least one nitrogen atom as a cyclizing atom. The second portion may include Y atoms sequentially connected to each other. 21 -CNCZ 21 (where Y) 21 and Z 21 A pentagonal ring (linked together by single or double bonds). For example, the second part can be significantly different from one with Y. 21 -CCCZ 21 ring structure or Y 21 -CN=CZ 21 A ring structure.

[0096] In one or more embodiments, each of the first and second portions can be independently represented by any one selected from Equation 11 to Equation 18:

[0097]

[0098] Among them, in equations 11 to 18,

[0099] N1 to N3 can all be nitrogen.

[0100] C1 to C4 can all be carbon.

[0101] X1 and X2 can both be independently O or S.

[0102] R1 can be related to R in Equations 1 and 2. 11 Or R 21 The same as described.

[0103] R2 can be related to R in Equations 1 and 2. 12 Or R22 The same as described.

[0104] R3 can be related to R in Equations 1 and 2. 13 Or R 23 The description is the same, and R4 can be related to R in Equations 1 and 2. 14 Or R 24 The description is the same.

[0105] Referring to Formulas 11 to 18, in one or more embodiments, the organic compound may include a five-membered monocyclic ring containing N1 as a cyclizing atom. For example, R2 and R4 may not be connected to each other to form a condensation ring with the five-membered monocyclic ring, and R3 and R4 may not be connected to each other to form a condensation ring with the five-membered monocyclic ring. N1 may be bonded to R1 via a single bond. N1 may be bonded to C1 via a single bond. N1 may be bonded to C2 via a single bond. C1 may be bonded to X1 via a double bond. C2 may be bonded to X2 via a double bond. For example, the organic compound may be significantly different from compounds that do not contain nitrogen as a cyclizing atom, significantly different from compounds in which R1 is absent such that N1 is bonded to C1 or C2 via a double bond, and significantly different from compounds in which R3 and R4 are connected to each other to form a ring such that the ring forms a condensation ring with the five-membered monocyclic ring containing N1.

[0106] When the equation 1 is from When the represented part is a single bond, Y 11 It can be C(R) 13 ) or N, and Z 11 It can be N(R) 14 ), O or S. When the formula in equation 1 is from When the represented part is a double bond, Y 11 It can be C, and Z 11 It can be C(R) 14 ) or N.

[0107] When the equation 2 is from When the represented part is a single bond, Y 21 It can be C(R) 23 ) or N, and Z 21 It can be N(R) 24 ), O or S. When the O or S in equation 2 is O or S. When the represented part is a double bond, Y 21 It can be C, and Z 21 It can be C(R) 24 ) or N.

[0108] In one or more embodiments, R in Equations 1 and 2 11 To R 14 and R 21 To R 24They can all be independently hydrogen, deuterium, -F, -Cl, -Br, -I, cyano, unsubstituted or substituted with at least one R. 10a C1-C 60 Alkyl or unsubstituted or substituted with at least one R 10a C1-C 60 alkoxy, wherein R 11 Or R 12 It can be a connection bit with the second part, and R 21 Or R 22 This can be a connection bit with the first part.

[0109] In one or more embodiments, at least one of the first and second portions may include at least one of deuterium, -F, and cyano. For example, in one or more embodiments, a group selected from R... 11 To R 14 At least one of them may be a cyano group. In one or more embodiments, it is selected from R 21 To R 24 At least one of them may be a cyano group. In one or more embodiments, it is selected from R 11 To R 14 At least one of them can be a cyano group, selected from R 21 To R 24 At least one of them can be a cyano group.

[0110] In one or more embodiments, the first portion and the second portion may each be independently represented by any one of formulas M1 to M63:

[0111]

[0112]

[0113]

[0114]

[0115]

[0116] Among them, in formulas M1 to M63,

[0117] R1 can be related to R 11 and R 21 The same as described.

[0118] R2 can be related to R 12 and R 22 The same as described.

[0119] R3 can be related to R 13 and R23 The same as described.

[0120] R4 can be related to R 14 and R 24 The description is the same, and

[0121] * can represent a bonding site with an adjacent atom.

[0122] In one or more embodiments, the first part and the second part may be identical to each other. For example, in one or more embodiments, R in Formula 1 11 It can be R in Equation 2 21 The connection bit, X 11 and X 21 They can be the same, X 12 and X 22 They can be the same, Y 11 and Y 21 They can be identical to each other, and Z 11 and Z 21 They can be the same as each other. In one or more embodiments, R in Equation 1 12 It can be R in Equation 2 22 The connection bit, X 11 and X 21 They can be the same, X 12 and X 22 They can be the same, Y 11 and Y 21 They can be identical to each other, and Z 11 and Z 21 They can be the same as each other.

[0123] In one or more embodiments, the organic compound may further include a third portion for connecting the first portion and the second portion to each other. The third portion may be combined with each of the first portion and the second portion. The organic compound may include the first portion, the second portion, and the third portion (e.g., composed of the first portion, the second portion, and the third portion). The first portion and the second portion may have a structure symmetrical with respect to the third portion.

[0124] In one or more embodiments, the third part may be *-(L1) n1 -*'、*-(L1) n2 =(L2) n3 -*' or *-C(R1)=(L1) n4 =C(R2)-*'.

[0125] In the third part, L1 and L2 can both be independently unsubstituted or substituted with at least one R. 10b C3-C 60The carbocyclic group is either unsubstituted or substituted with at least one R. 10b C1-C 60 Heterocyclic group,

[0126] n1 to n4 can all be independent integers from 0 to 5.

[0127] * can represent the join bit with the first part.

[0128] * can represent the associativity bit with the second part.

[0129] R1 and R2 can both be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkyne group, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted, or substituted with at least one R 10a C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic groups, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2),

[0130] R 10a Q1 through Q3 can all be the same as described herein, and

[0131] R 10b Can be related to R 10a The description is the same.

[0132] When n1 is 0, *-(L1) n1 -*' can represent a single bond. When n1 is 2 or greater, multiple L1s can be the same or different from each other. When n2 is 0, *-(L1) n2 =(L2) n3 -*' can represent *=(L2) n3 -*'. When n2 is 2 or greater, multiple L1s can be the same or different from each other. When n3 is 0, *-(L1) n2 =(L2) n3 -*' can represent *-(L1) n2=*'. When n3 is 2 or greater, multiple L2s can be the same or different from each other. When n2 is 0 and n3 is 0, *-(L1) n2 =(L2) n3 -*' can represent a double bond. When n4 is 0, *-C(R1) = (L1) n4 =C(R2)-*' can represent *-C(R1)=C(R2)-*'. When n4 is 2 or greater, multiple L1s can be the same or different from each other.

[0133] In one or more embodiments, the sum of n2 and n3 can be 1 or greater. For example, in one or more embodiments, the third part may not be a double bond.

[0134] In one or more embodiments, n1 can be 0, 1, 2 or 3, n2 can be 1 or 2, n3 can be 1 or 2, and n4 can be 1 or 2.

[0135] In one or more embodiments, L1 and L2 can both be independently unsubstituted C3-C. 60 Carbocyclic or unsubstituted C1-C 60 Heterocyclic group. In one or more embodiments, L1 and L2 may each be independently substituted with an R group. 10b C3-C 60 The carbocyclic group or substitution has an R 10b C1-C 60 Heterocyclic group. In one or more embodiments, L1 and L2 can each be independently substituted with two R groups. 10b C3-C 60 The carbocyclic group or substitution has two Rs. 10b C1-C 60 Heterocyclic group. In one or more embodiments, L1 and L2 may each be independently substituted with three R groups. 10b C3-C 60 The carbocyclic group or substitution has three Rs. 10b C1-C 60 Heterocyclic group. In one or more embodiments, L1 and L2 may each be independently substituted with four R groups. 10b C3-C 60 The carbocyclic group or substitution has four Rs. 10b C1-C 60 Heterocyclic group.

[0136] L1 and L2 can each be independently a monocyclic or condensed ring. In one or more embodiments, L1 and L2 can each be independently: i) a five-membered carbocyclic group; ii) a five-membered heterocyclic group; iii) a six-membered carbocyclic group; iv) a six-membered heterocyclic group; v) a seven-membered carbocyclic group; vi) a seven-membered heterocyclic group; vii) an eight-membered carbocyclic group; viiii) an eight-membered heterocyclic group; or ix) a polycyclic group, which is a condensed ring of any two or more of them.

[0137] In one or more embodiments, L1 and L2 can both be independently unsubstituted or substituted with at least one R. 10b C6-C 60 arylene or unsubstituted or substituted with at least one R 10b C1-C 60 Hybrid aryl.

[0138] In one or more embodiments, L1 and L2 may each be independently a cyclopentenyl group, cyclopentadienyl group, cyclohexene group, cyclohexadienyl group, cyclooctatetraenyl group, phenyl group, naphthyl group, anthracene group, phenanthrene group, perylene group, phenaene group, pyrene group, tetraphenyl group, benzo[9,10]phenanthrene group, pyridine group, pyrimidine group, triazine group, pyrrole group, imidazole group, thiazole group, oxazole group, furan group, thiophene group, carbazole group, dibenzofuran group, dibenzothiophene group, pyridoquinazine group, dihydropyridine group, dihydropyrazine group, or a condensed cyclic group formed by any combination thereof.

[0139] In one or more embodiments, the third part may be *-L1-*', where L1 may be unsubstituted C3-C. 60 Carbocyclic or unsubstituted C1-C 60 Heterocyclic group. In one or more embodiments, the third part may be *-L1-*', where L1 may be a substituted R 10b C3-C 60 The carbocyclic group or substitution has an R 10b C1-C 60 Heterocyclic group.

[0140] In one or more embodiments, R 10b It may include groups represented by Formula 3:

[0141] Formula 3

[0142]

[0143] In Equation 3,

[0144] Depend on The represented part can be a single bond or a double bond.

[0145] X 31 and X 32 Each can be independently O or S.

[0146] Y 31 It can be C, C(R) 33 ) or N,

[0147] Z 31 It can be C(R) 34 ), N, N(R) 34 ), O or S,

[0148] R 31 To R 34 Each group can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkyne group, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted, or substituted with at least one R 10a C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic groups, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2),

[0149] R 31 Or R 32 It can be a bonding site with an adjacent atom, and

[0150] R 10a Q1 through Q3 can all be the same as those described herein.

[0151] In one or more embodiments, Formula 3 may be as described herein with respect to Formulas 1 and 2. In one or more embodiments, Formula 3 may be any one selected from Formulas M1 to M63.

[0152] In one or more embodiments, the first part, the second part, and the group represented by Formula 3 may be identical to each other.

[0153] For example, in one or more embodiments, L1 can be a replacement for having at least one R. 10b phenylene, R 10bIt can replace C1-C 60 Heterocyclic phenyl groups, and C1-C 60 The heterocyclic group can be a group represented by Formula 3. For example, in one or more embodiments, L1 can be a group substituted with at least one R. 10b phenylene, R 10b It can be a group represented by Formula 3.

[0154] In one or more embodiments, R1 and R2 in the third part can each be independently a group represented by Formula 4:

[0155] Formula 4

[0156]

[0157] In Equation 4,

[0158] Depend on The represented part can be a single bond or a double bond.

[0159] X 41 and X 42 Each can be independently O or S.

[0160] Y 41 It can be C, C(R) 43 ) or N,

[0161] Z 41 It can be C(R) 44 ), N, N(R) 44 ), O or S,

[0162] R 41 To R 44 They can all be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic groups, -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 ),

[0163] R 41 Or R 42 It can be a bonding site with an adjacent atom, and

[0164] Q 31 To Q 33 They can all be the same as those described herein.

[0165] In one or more embodiments, Formula 4 may be any one of Formulas M1 to M63.

[0166] In one or more embodiments, the first part, the second part, the group represented by Formula 3, and the group represented by Formula 4 may be identical to each other.

[0167] In one or more embodiments, the organic compound may not contain (e.g., any) fluorine (F). The environment may be contaminated during the preparation or use of compounds containing fluorine. In this respect, because the organic compound does not contain fluorine, environmental pollution can be prevented or reduced during its preparation or use. The organic compound may not contain (e.g., any) fluorine and may have excellent or suitable highest occupied molecular orbital (HOMO) energy levels, lowest unoccupied molecular orbital (LUMO) energy levels, hole mobility, electron mobility, and glass transition temperature. Therefore, the organic compound may be suitable for use as a hole transport material.

[0168] In one or more embodiments, the organic compound may be one of compounds 1 to 39 (e.g., selected from compounds 1 to 39):

[0169]

[0170]

[0171]

[0172]

[0173] Organic compounds can include two or more five-membered rings, each containing a nitrogen atom bonded to three different atoms as cyclic atoms. Each of the five-membered rings can contain two carbon atoms bonded to the nitrogen atom as cyclic atoms, and each of the two carbon atoms can be bonded to an oxygen or sulfur atom via a double bond. Each of the five-membered rings can be a monocyclic ring that does not condense with another ring. Therefore, organic compounds can have HOMO and LUMO energy levels suitable for use as hole transport materials, can have high hole mobility, and can simultaneously (e.g., concurrently) have high glass transition temperatures. For example, organic compounds can have excellent or suitable hole transport properties, as well as thermal and morphological stability. Therefore, light-emitting devices incorporating such organic compounds can have low driving voltage, high current efficiency, and long lifetime.

[0174] Figure 1 Description

[0175] Figure 1 This is a schematic cross-sectional view of a light-emitting device 10 according to one or more embodiments of the present disclosure. The light-emitting device 10 may include a first electrode 110, an intermediate layer, and a second electrode 150. The intermediate layer may include a hole transport region 120, an emission layer 130, and an electron transport region 140.

[0176] In the following text, reference will be made to Figure 1 The structure of the light-emitting device 10 according to one or more embodiments and the method of manufacturing the light-emitting device 10 are described in more detail.

[0177] First electrode 110

[0178] exist Figure 1 In one or more embodiments, a substrate may be additionally provided and disposed below the first electrode 110 and / or on the second electrode 150. 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. For example, the substrate may comprise a plastic (such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or any combination thereof) having excellent or suitable heat resistance and durability.

[0179] The first electrode 110 can be formed by depositing or sputtering a material for forming the first electrode 110 onto a substrate. When the first electrode 110 is an anode, a high work function material that promotes hole injection can be used as the material for forming the first electrode 110.

[0180] The first electrode 110 may be a reflective electrode, a transmissive-reflective electrode, or a transmissive electrode. In one or more embodiments, if the first electrode 110 is a transmissive electrode (e.g., 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 (SnO2), zinc oxide (ZnO), or any combination thereof. In one or more embodiments, if the first electrode 110 is a transmissive-reflective electrode or a reflective electrode (e.g., when the first electrode 110 is a transmissive-reflective 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.

[0181] The first electrode 110 may have a monolayer structure comprising a single layer (e.g., composed of a single layer) or a multilayer structure comprising multiple layers. For example, in one or more embodiments, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.

[0182] Intermediate layer

[0183] An intermediate layer may be disposed on the first electrode 110. The intermediate layer may include a hole transport region 120, an emitter layer 130, and an electron transport region 140.

[0184] The intermediate layer may include one or more suitable organic materials, metal-containing compounds (such as organometallic compounds), and / or inorganic materials (such as quantum dots). For example, in one or more embodiments, the intermediate layer may include organic compounds of one or more embodiments of this disclosure.

[0185] In one or more embodiments, the intermediate layer may include: i) two or more emitting units, sequentially stacked between the first electrode 110 and the second electrode 150; and ii) a charge generation layer between adjacent emitting units among the two or more emitting units. When the intermediate layer includes two or more emitting units and a charge generation layer as described herein, the light-emitting device 10 may be a tandem light-emitting device.

[0186] Hole transport region 120

[0187] Hole transport region 120 may have: i) a single-layer structure comprising a single layer (e.g., composed of a single layer) of a single material (e.g., composed of a single material); ii) a single-layer structure comprising a single layer (e.g., composed of a single layer) of multiple materials that are different from each other; or iii) a multi-layer structure comprising multiple layers of multiple materials that are different from each other.

[0188] The hole transport region 120 may include a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof.

[0189] In one or more embodiments, the hole transport region 120 may have a multilayer structure including a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission auxiliary layer structure, a hole injection layer / emission auxiliary layer structure, a hole transport layer / emission auxiliary layer structure, or a hole injection layer / hole transport layer / electron blocking layer structure, wherein the constituent layers of each structure are stacked sequentially from the first electrode 110 in the stated order.

[0190] In one or more embodiments, the hole transport region 120 may include organic compounds disclosed herein. For example, in one or more embodiments, the hole transport region 120 may include at least one selected from compounds 1 to 39 of the present disclosure. In one or more embodiments, the hole transport region 120 may include a hole injection layer, and the hole injection layer may include organic compounds disclosed herein, for example, the hole injection layer may include at least one selected from compounds 1 to 39 of the present disclosure.

[0191] In one or more embodiments, the hole transport region 120 may include a compound represented by formula 201, a compound represented by formula 202, or any combination thereof:

[0192] Formula 201

[0193]

[0194] Formula 202

[0195]

[0196] Among them, in equations 201 and 202,

[0197] L 201 To L 204 They can all be independently unsubstituted or substituted with at least one R. 10a C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R. 10a C1-C 60 Heterocyclic group,

[0198] L 205 It can be *-O-*', *-S-*', or *-N(Q) 201 )-*', unsubstituted or substituted with at least one R 10a C1-C 20 Alkylene, unsubstituted or substituted with at least one R 10aC2-C 20 alkenyl, unsubstituted or substituted with at least one R 10a C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R. 10a C1-C 60 Heterocyclic group,

[0199] xa1 to xa4 can each be an independent integer from 0 to 5.

[0200] xa5 can be an integer from 1 to 10.

[0201] R 201 To R 204 and Q 201 They can all be independently unsubstituted or substituted with at least one R. 10a C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R. 10a C1-C 60 Heterocyclic group,

[0202] R 201 and R 202 It may optionally be via a single bond, unsubstituted or substituted, having at least one R 10a C1-C5 alkylene groups, either unsubstituted or substituted, have at least one R 10a The C2-C5 alkenyl groups are linked together to form unsubstituted or substituted groups with at least one R group. 10a C8-C 60 Polycyclic groups (e.g., carbazole groups, etc.) (e.g., see compound HT16, etc.),

[0203] R 203 and R 204 It may optionally be via a single bond, unsubstituted or substituted, having at least one R 10a C1-C5 alkylene groups, either unsubstituted or substituted, have at least one R 10a The C2-C5 alkenyl groups are linked together to form unsubstituted or substituted groups with at least one R group. 10a C8-C 60 Polycyclic groups, and

[0204] na1 can be an integer from 1 to 4.

[0205] In one or more embodiments, each of Formulas 201 and 202 may include at least one of the groups selected from Formulas CY201 to CY217:

[0206]

[0207] ,

[0208] In formulas CY201 to CY217, R 10b and R 10c It can be all related to R 10a The same as described, CY ring 201 To CY 204 Each can be independently C3-C 20 Carbocyclic or C1-C 20 Heterocyclic group, and at least one hydrogen in formulas CY201 to CY217 may be unsubstituted or R 10a replace.

[0209] In one or more embodiments, the ring CY in formulas CY201 to CY217 201 To CY 204 Each group can be independently a phenyl group, a naphthol group, a phenanthrene group, or an anthracene group.

[0210] In one or more embodiments, each of Formula 201 and Formula 202 may include at least one of the groups selected from Formula CY201 to Formula CY203.

[0211] In one or more embodiments, formula 201 may include at least one group selected from formulas CY201 to CY203 and at least one group selected from formulas CY204 to CY217.

[0212] In one or more embodiments, in formula 201, xa1 can be 1, R 201 It can be a group represented by one of the formulas CY201 to CY203, and xa2 can be 0, R 202 It can be a group represented by one of the formulas CY204 to CY207.

[0213] In one or more embodiments, each of Formulas 201 and 202 may not include (e.g., may exclude) any of the groups represented by Formulas CY201 to CY203.

[0214] In one or more embodiments, each of Formulas 201 and 202 may not include (e.g., may exclude) any of the groups represented by Formulas CY201 to CY203, and may include at least one of the groups selected from Formulas CY204 to CY217.

[0215] In one or more embodiments, each of Formulas 201 and 202 may not include (e.g., may exclude) any of the groups represented by Formulas CY201 to CY217.

[0216] In one or more embodiments, the hole transport region 120 may include: one of compounds HT1 to HT46 (e.g., including at least one of compounds HT1 to HT46 or any one selected from 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(naphthyl-1-yl)-N,N'-diphenyl-benzidine (NPB(NPD)); β-NPB; N,N'-bis(3-methylphenyl)-N,N '-Diphenyl-[1,1'-biphenyl]-4,4'-diamine (TPD); spiro-TPD; spiro-NPB; methylated NPB; 4,4'-cyclohexylenebis[N,N-bis(4-methylphenyl)aniline] (TAPC); 4,4'-bis[N,N'-(3-tolyl)amino]-3,3'-dimethylbiphenyl (HMTPD); 4,4',4”-tris(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:

[0217]

[0218]

[0219]

[0220]

[0221] The thickness of the hole transport region 120 can be approximately 50 angstroms. to approximately (For example, about to approximately Within the range of ), when the hole transport region 120 includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may be approximately to approximately (For example, about to approximately Within the range of ), and the thickness of the hole transport layer can be approximately to approximately (For example, about to approximately Within the range of ), when the thickness of the hole transport region, the hole injection layer, and the hole transport layer are within the corresponding ranges mentioned above, satisfactory hole transport characteristics can be obtained without significantly increasing the driving voltage.

[0222] The emission assist layer can be used to increase luminous efficiency by compensating for the optical resonant distance according to the wavelength of the light emitted by the emission layer 130. The electron blocking layer can be a layer that prevents electrons from leaking from the emission layer 130 into the hole transport region 120. Materials that may be included in the hole transport region 120 may be included in both the emission assist layer and the electron blocking layer.

[0223] p-doped agent

[0224] In one or more embodiments, in addition to one or more of the materials described above, the hole transport region 120 may also include a charge-generating material for improving conductivity. The charge-generating material may be uniformly (e.g., substantially uniformly) or non-uniformly dispersed in the hole transport region 120 (e.g., in the form of a single layer comprising the charge-generating material, e.g., composed of the charge-generating material).

[0225] The charge-generating material can be, for example, a p-doped agent.

[0226] In one or more embodiments, the p-dopant may have a LUMO level of about -3.5 eV or less.

[0227] In one or more embodiments, the p-doper may include quinone derivatives, cyano-containing compounds, compounds including elements EL1 and EL2, or any combination thereof.

[0228] Non-limiting examples of quinone derivatives may include tetracyanoquinone dimethyl (TCNQ) and / or 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinone dimethyl (F4-TCNQ), etc.

[0229] Non-limiting examples of cyano-containing compounds may include dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexanitrile (HAT-CN) and / or compounds represented by formula 221, etc.

[0230]

[0231] Equation 221

[0232]

[0233] In Equation 221,

[0234] R 221 To R 223They can all be independently unsubstituted or substituted with at least one R. 10a C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R. 10a C1-C 60 Heterocyclic groups, and

[0235] Selected from R 221 To R 223 At least one of them can be a C3-C that is independently substituted with the following groups. 60 Carbocyclic or C1-C 60 Heterocyclic groups: cyano; -F; -Cl; -Br; -I; C1-C substituents of cyano, -F, -Cl, -Br, -I, or any combination thereof. 20 Alkyl groups; or any combination thereof.

[0236] In a compound comprising elements EL1 and EL2, element EL1 may be a metal, a metalloid, and / or a combination thereof (e.g., any suitable combination), and element EL2 may be a nonmetal, a metalloid, and / or a combination thereof (e.g., any suitable combination).

[0237] Non-limiting examples of metals may include: alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb) and / or cesium (Cs); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr) and / or barium (Ba); 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), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag) and / or gold (Au); post-transition metals (e.g., zinc (Zn), indium (In) and / or tin (Sn); and / or lanthanides (e.g., lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb) and / or lutetium (Lu)).

[0238] Non-limiting examples of quasi-metals may include silicon (Si), antimony (Sb), and / or tellurium (Te), etc.

[0239] Non-limiting examples of nonmetals may include oxygen (O) and / or halogens (e.g., F, Cl, Br and / or I, etc.).

[0240] Non-limiting examples of compounds including elements EL1 and EL2 may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides and / or metal iodides, etc.), quasi-metal halides (e.g., quasi-metal fluorides, quasi-metal chlorides, quasi-metal bromides and / or quasi-metal iodides, etc.), metal tellurides, or any combination thereof.

[0241] Non-limiting examples of metal oxides may include tungsten oxide (e.g., WO, W2O3, WO2, WO3 and / or W2O5, etc.), vanadium oxide (e.g., VO, V2O3, VO2 and / or V2O5, etc.), molybdenum oxide (e.g., MoO, Mo2O3, MoO2, MoO3 and / or Mo2O5, etc.) and / or rhenium oxide (e.g., ReO3, etc.).

[0242] Non-limiting examples of metal halides may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and / or lanthanide metal halides, etc.

[0243] 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, etc.

[0244] Non-limiting examples of alkaline earth metal halides may include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrCl2, BaCl2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, BeI2, MgI2, CaI2, SrI2 and / or BaI2, etc.

[0245] Non-limiting examples of transition metal halides may include titanium halides (e.g., TiF4, TiCl4, TiBr4 and / or TiI4, etc.), zirconium halides (e.g., ZrF4, ZrCl4, ZrBr4 and / or ZrI4, etc.), hafnium halides (e.g., HfF4, HfCl4, HfBr4 and / or HfI4, etc.), vanadium halides (e.g., VF3, VCl3, VBr3 and / or VI3, etc.), niobium halides (e.g., NbF3, NbCl3, NbBr3 and / or NbI3, etc.), and tantalum halides (e.g., TaF3, TaCl3, TaB, etc.). r3 and / or TaI3, etc.), chromium halides (e.g., CrF3, CrCl3, CrBr3 and / or CrI3, etc.), molybdenum halides (e.g., MoF3, MoCl3, MoBr3 and / or MoI3, etc.), tungsten halides (e.g., WF3, WCl3, WBr3 and / or WI3, etc.), manganese halides (e.g., MnF2, MnCl2, MnBr2 and / or MnI2, etc.), technetium halides (e.g., TcF2, TcCl2, TcBr2 and / or TcI2, etc.), rhenium halides (e.g., ReF2, ReCl2, ReBr2 and / or R... Iron(II) halides (e.g., FeF2, FeCl2, FeBr2 and / or FeI2), ruthenium halides (e.g., RuF2, RuCl2, RuBr2 and / or RuI2), osmium halides (e.g., OsF2, OsCl2, OsBr2 and / or OsI2), cobalt halides (e.g., CoF2, CoCl2, CoBr2 and / or CoI2), rhodium halides (e.g., RhF2, RhCl2, RhBr2 and / or RhI2), iridium halides (e.g., IrF2, IrCl2, IrBr2 and / or IrI2). (e.g., IrI2, etc.), nickel halides (e.g., NiF2, NiCl2, NiBr2 and / or NiI2, etc.), palladium halides (e.g., PdF2, PdCl2, PdBr2 and / or PdI2, etc.), platinum halides (e.g., PtF2, PtCl2, PtBr2 and / or PtI2, etc.), copper (I) halides (e.g., CuF, CuCl, CuBr and / or CuI, etc.), silver halides (e.g., AgF, AgCl, AgBr and / or AgI, etc.) and / or gold halides (e.g., AuF, AuCl, AuBr and / or AuI, etc.), etc.

[0246] Non-limiting examples of post-transition metal halides may include zinc halides (e.g., ZnF2, ZnCl2, ZnBr2 and / or ZnI2, etc.), indium halides (e.g., InI3, etc.) and / or tin halides (e.g., SnI2, etc.).

[0247] Non-limiting examples of lanthanide metal halides may include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3, SmCl3, YbBr, YbBr2, YbBr3, SmBr3, YbI, YbI2, YbI3 and / or SmI3, etc.

[0248] Non-limiting examples of quasi-metal halides may include antimony halides (e.g., SbCl5, etc.).

[0249] Non-limiting examples of metal tellurides may include alkali metal tellurides (e.g., Li₂Te, Na₂Te, K₂Te, Rb₂Te and / or Cs₂Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe and / or BaTe, etc.), transition metal tellurides (e.g., TiTe₂, ZrTe₂, HfTe₂, V₂Te₃, Nb₂Te₃, Ta₂Te₃, Cr₂Te₃, Mo₂Te₃, W₂Te₃, MnTe, TcTe, ReTe, etc.). FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe and / or Au2Te, etc.), post-transition metal tellurides (e.g., ZnTe, etc.) and / or lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe and / or LuTe, etc.).

[0250] Launch layer 130

[0251] When the light-emitting device 10 is a full-color light-emitting device, the emitting layer 130 can be patterned as a red emitting layer, a green emitting layer, and / or a blue emitting layer according to the sub-pixels. In one or more embodiments, the emitting layer 130 may have a stacked structure of two or more layers selected from the red, green, and blue emitting layers, wherein the two or more layers are in contact with or separated from each other to emit white light (e.g., combined white light). In one or more embodiments, the emitting layer 130 may include two or more materials selected from the red, green, and blue emitting materials, wherein the two or more materials are mixed with each other in a single layer to emit white light (e.g., combined white light).

[0252] In one or more embodiments, the emitting layer 130 may include a host and a dopant. The dopant may include phosphorescent dopant, fluorescent dopant, or any combination thereof.

[0253] Based on 100 parts by weight of the host, the amount of dopant in the emitter layer 130 can range from about 0.01 parts by weight to about 15 parts by weight.

[0254] In one or more embodiments, the emitter layer 130 may include quantum dots.

[0255] In one or more embodiments, the emission layer 130 may include a delayed fluorescence material. The delayed fluorescence material may act as a host or dopant in the emission layer 130.

[0256] The thickness of the emission layer 130 can be approximately to approximately (For example, about to approximately Within the range of the emission layer 130 thickness, excellent or suitable light emission characteristics can be obtained without significantly increasing the driving voltage.

[0257] main body

[0258] In one or more embodiments, the body may include a compound represented by formula 301:

[0259] Formula 301

[0260] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21 ,

[0261] In Equation 301,

[0262] Ar 301 and L 301 They can all be independently unsubstituted or substituted with at least one R. 10a C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R. 10a C1-C 60 Heterocyclic group,

[0263] xb11 can be 1, 2, or 3.

[0264] xb1 can be an integer from 0 to 5.

[0265] R 301 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R. 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkyne group, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted, or substituted with at least one R 10a C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic groups, -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 ),

[0266] xb21 can be an integer from 1 to 5, and

[0267] Q 301 To Q 303 All can be the same as described regarding Q1.

[0268] In one or more embodiments, if xb11 in equation 301 is 2 or greater (e.g., when xb11 in equation 301 is 2 or greater), Ar 301 Two or more of them can be connected to each other via a single key.

[0269] In one or more embodiments, the body may include a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof:

[0270] Formula 301-1

[0271]

[0272] Formula 301-2

[0273]

[0274] Among them, in equations 301-1 and 301-2,

[0275] Ring A 301 To Ring A 304 They can all be independently unsubstituted or substituted with at least one R. 10a C3-C 60The carbocyclic group is either unsubstituted or substituted with at least one R. 10a C1-C 60 Heterocyclic group,

[0276] X 301 It can be O, S, N-[(L 304 ) xb4 -R 304 ]、C(R 304 (R) 305 ) or Si(R 304 (R) 305 ),

[0277] xb22 and xb23 can each be independently 0, 1, or 2.

[0278] L 301 xb1 and R 301 All can be the same as described herein.

[0279] L 302 To L 304 They can all be independently related to L 301 The same as described.

[0280] xb2 to xb4 can all be independently identical to the description of xb1, and

[0281] R 302 To R 305 and R 311 To R 314 It can be all related to R 301 The description is the same.

[0282] In one or more embodiments, the host may include alkaline earth metal complexes, late transition metal complexes, or any combination thereof. For example, in one or more embodiments, the host may include Be complexes (e.g., compound H55), Mg complexes, Zn complexes, or any combination thereof.

[0283] In one or more embodiments, the body may include: one of compounds H1 to H130 (e.g., including at least one of compounds H1 to H130 or any one selected from compounds H1 to H130); 9,10-bis(2-naphthyl)anthracene (ADN); 2-methyl-9,10-bis(naphthyl-2-yl)anthracene (MADN); 9,10-bis(2-naphthyl)-2-tert-butylanthracene (TBADN); 4,4'-bis(N-carbazolyl)-1,1'-biphenyl (CBP); 1,3-bis(carbazolyl-9-yl)benzene (mCP); 1,3,5-tris(carbazolyl-9-yl)benzene (TCP); or any combination thereof:

[0284]

[0285]

[0286]

[0287]

[0288]

[0289]

[0290] Phosphorescent dopants

[0291] Phosphorescent dopants may include at least one transition metal as the center metal.

[0292] Phosphorescent dopants may include monodentate ligands, dipentate ligands, tridentate ligands, tetradentate ligands, pentadentate ligands, hexadentate ligands, or any combination thereof.

[0293] Phosphorescent dopants can be electrically neutral.

[0294] In one or more embodiments, the phosphorescent dopant may include an organometallic compound represented by formula 401:

[0295] Formula 401

[0296] M(L 401 ) xc1 (L 402 ) xc2

[0297] Formula 402

[0298]

[0299] In equations 401 and 402,

[0300] M can be a transition metal (e.g., iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)).

[0301] L 401 The ligand can be represented by Equation 402, and xc1 can be 1, 2, or 3, wherein if xc1 is 2 or greater (e.g., when xc1 is 2 or greater), L 401 Two or more of them can be the same as or different from each other.

[0302] L 402It can be an organic ligand, and xc2 can be 0, 1, 2, 3, or 4, wherein if xc2 is 2 or greater (when xc2 is 2 or greater), L 402 Two or more of them can be the same as or different from each other.

[0303] X 401 and X 402 They can each be either nitrogen or carbon independently.

[0304] Ring A 401 And Ring A 402 Each can be independently C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group,

[0305] T 401 It can be a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q) 411 )-*'、*-C(Q 411 (Q) 412 )-*'、*-C(Q 411 )=C(Q 412 )-*'、*-C(Q 411 )=*' or *=C(Q 411 )-*',

[0306] X 403 and X 404 These can all be independently chemical bonds (e.g., covalent or coordinate bonds), O, S, N (Q) 413 ), B(Q) 413 ), P(Q 413 ), C(Q 413 (Q) 414 ) or Si(Q 413 (Q) 414 ),

[0307] Q 411 To Q 414 All can be the same as described regarding Q1.

[0308] R 401 and R 402 They can all be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R. 10a C1-C 20 Alkyl, unsubstituted or substituted with at least one R 10a C1-C 20 Alkyl, unsubstituted, or substituted with at least one R 10a C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R10a C1-C 60 Heterocyclic groups, -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 ),

[0309] Q 401 To Q 403 All can be the same as described regarding Q1.

[0310] xc11 and xc12 can both be independent integers from 0 to 10, and

[0311] In Equation 402, * and *' can both represent the binding position with M in Equation 401.

[0312] In one or more embodiments, in formula 402, i)X 401 It can be nitrogen, and X 402 It can be carbon; or ii)X 401 and X 402 Each of them can be nitrogen.

[0313] In one or more embodiments, if xc1 in equation 401 is 2 or greater (e.g., when xc1 in equation 401 is 2 or greater), L 401 Two or more of the two rings A 401 Optionally via T as a connecting base 402 Connected to each other, and / or L 401 Two or more of the rings A 402 Optionally via T as a connecting base 403 They are interconnected (see compounds PD1 through PD4 and PD7). 402 and T 403 It can be all related to T 401 The description is the same.

[0314] L in Equation 401 402 It can be an organic ligand. For example, in one or more embodiments, L 402It may include halogens, diketone groups (e.g., acetylacetone (compound) groups), carboxylic acid groups (e.g., pyridine carboxylic acid (salt) groups), -C (=O), isonitrile groups, -CN groups, phosphorus-containing groups (e.g., phosphine groups and / or phosphite (salt) groups, etc.) or any combination thereof.

[0315] The phosphorescent dopant may include, for example, one of compounds PD1 to PD39 (e.g., including at least one of compounds PD1 to PD39 or any one selected from compounds PD1 to PD39), compound D1, or any combination thereof:

[0316]

[0317]

[0318]

[0319] Fluorescent dopants

[0320] Fluorescent dopants may include amine-containing compounds, styrene-containing compounds, or any combination thereof.

[0321] In one or more embodiments, the fluorescent dopant may include a compound represented by Formula 501:

[0322] Formula 501

[0323]

[0324] In Equation 501,

[0325] Ar 501 L 501 To L 503 R 501 and R 502 They can all be independently unsubstituted or substituted with at least one R. 10a C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R. 10a C1-C 60 Heterocyclic group,

[0326] xd1 to xd3 can each be independently 0, 1, 2, or 3, and

[0327] xd4 can be 1, 2, 3, 4, 5 or 6.

[0328] In one or more embodiments, Ar in Formula 501 501 It can be a condensation ring group in which three or more monocyclic groups are condensed together (e.g., anthracene group, ...). (e.g., groups and / or pyrene groups).

[0329] In one or more embodiments, xd4 in Formula 501 can be 2.

[0330] In one or more embodiments, the fluorescent dopant may include: one of compounds FD1 to FD37 (e.g., including at least one of compounds FD1 to FD37 or any one selected from compounds FD1 to FD37); 4,4'-bis(2,2'-diphenylvinyl)-1,1'-biphenyl (DPVBi); 4,4'-bis[4-(N,N-diphenylamino)styryl]biphenyl (DPAVBi); or any combination thereof:

[0331]

[0332]

[0333]

[0334]

[0335] Delayed fluorescence materials

[0336] In one or more embodiments, the emission layer 130 may include a delayed fluorescence material.

[0337] Here, the delayed fluorescence material can be selected from compounds that can emit delayed fluorescence based on the delayed fluorescence emission mechanism.

[0338] The delayed fluorescence material included in the emission layer 130 may act as a host or a dopant, depending on the type (variety) of other materials included in the emission layer 130.

[0339] In one or more embodiments, the difference (e.g., the absolute value of the difference) between the triplet energy level (eV) and the singlet energy level (eV) of the delayed fluorescent material can be in the range of about 0 eV to about 0.5 eV. When the difference between the triplet energy level (eV) and the singlet energy level (eV) of the delayed fluorescent material is within the above range, an upconversion from the triplet state to the singlet state can occur effectively in the delayed fluorescent material, and therefore, the light-emitting device 10 can have improved luminous efficiency.

[0340] In one or more embodiments, the delayed fluorescence material may include: i) comprising at least one electron donor (e.g., a π-electron-rich C3-C group such as a carbazole group). 60 (such as cyclic groups) and at least one electron acceptor (e.g., sulfoxide, cyano, and / or π-electron-depleted nitrogen-containing C1-C groups). 60Materials containing cyclic groups, etc.; and / or ii) C8-C alloys comprising two or more cyclic groups condensed while sharing boron (B). 60 Polycyclic materials, etc.

[0341] Non-limiting examples of delayed fluorescence materials may include at least one of compounds DF1 to DF14 (e.g., at least one selected from compounds DF1 to DF14):

[0342]

[0343]

[0344] quantum dots

[0345] In one or more embodiments, the emitter layer 130 may include quantum dots.

[0346] As used herein, the term "quantum dot" refers to a crystal of a semiconductor compound. Quantum dots can emit light at one or more suitable wavelengths depending on the size of the crystal. The emission of one or more suitable wavelengths can be achieved by further adjusting the ratio of the elements constituting the quantum dot.

[0347] The diameter of quantum dots can range, for example, from about 1 nanometer (nm) to about 10 nm. In this disclosure, when the quantum dot or quantum dot particle is spherical, "diameter" refers to the particle size or average particle size, and when the particle is non-spherical, "diameter" refers to the major axis length or average major axis length. The diameter of the particles can be measured using a scanning electron microscope or a particle size analyzer. For example, a HORIBA LA-950 laser particle size analyzer can be used. When measuring the size of particles using a particle size analyzer, the average particle size is referred to as D50. D50 refers to the average diameter of the particles whose cumulative volume corresponds to 50 vol% in a particle size distribution (e.g., a cumulative distribution), and refers to the value corresponding to 50% of the particle size starting from the smallest particle when the total number of particles is 100%, in a cumulative distribution curve accumulated in order from the smallest to the largest particle size.

[0348] Quantum dots can be synthesized through wet chemical processes, metal-organic chemical vapor deposition, molecular beam epitaxy, or any similar process.

[0349] Wet chemistry processes involve mixing quantum dot precursor materials with organic solvents and then growing quantum dot crystal particles. During quantum dot crystal growth, the organic solvent naturally acts as a dispersant coordinated on the surface of the quantum dot crystal particles and controls their growth. This allows for the control or selection of quantum dot crystal growth through a less expensive and easier process than vapor deposition methods such as metal-organic chemical vapor deposition (MOCVD) or molecular beam epitaxy (MBE).

[0350] Quantum dots can 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.

[0351] Non-limiting examples of group II-VI semiconductor compounds may include: binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe and / or MgS; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, Cd ZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe and / or MgZnS; quaternary compounds such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe and / or HgZnSTe; or any combination thereof.

[0352] Non-limiting examples of group III-V semiconductor compounds may include: binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, and / or InSb; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, and / or InPSb; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, and / or InAlPSb; or any combination thereof. In one or more embodiments, the group III-V semiconductor compounds may also include group II elements. Non-limiting examples of group III-V semiconductor compounds that also include group II elements may include InZnP, InGaZnP, and / or InAlZnP, etc.

[0353] Non-limiting examples of III-VI semiconductor compounds may include: binary compounds such as GaS, Ga2S3, GaSe, Ga2Se3, GaTe, InS, InSe, In2S3, In2Se3 and / or InTe; ternary compounds such as InGaS3 and / or InGaSe3; or any combination thereof.

[0354] Non-limiting examples of group I-III-VI semiconductor compounds may include: ternary compounds such as AgInS, AgInS2, AgInSe2, AgGaS, AgGaS2, AgGaSe2, CuInS, CuInS2, CuInSe2, CuGaS2, CuGaSe2, CuGaO2, AgGaO2 and / or AgAlO2; quaternary compounds such as CuInGaS, CuInGaS2, AgInGaS, AgInGaS2, AgInGaSe and / or AgInGaSe2; or any combination thereof.

[0355] 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 and / or SnPbTe; quaternary compounds such as SnPbSSe, SnPbSeTe and / or SnPbSTe; or any combination thereof.

[0356] Non-limiting examples of group IV elements or compounds may include: elements, such as Si and / or Ge; binary compounds, such as SiC and / or SiGe; or any combination thereof.

[0357] Each element included in a multi-component compound (such as binary, ternary, and quaternary compounds) can exist in the particles at a substantially homogeneous or non-homogeneous concentration. For example, the formula above refers to the type (class) of elements included in the compound, where the ratio of elements in the compound can vary. For example, AgInGaS2 can represent AgIn x Ga 1-x S2 (where x is a real number between 0 and 1).

[0358] In one or more embodiments, the quantum dots may all have a single structure or a core-shell dual structure in which the concentration of each element in the quantum dots is substantially uniform. For example, the materials included in the core and the materials included in the shell may be different from each other.

[0359] The shell of a quantum dot can act as a protective layer to prevent chemical denaturation of the nucleus and maintain its semiconductor properties, and / or as a charged layer to impart electrophoretic properties to the quantum dot. The shell can be a single layer or multiple layers. In one or more embodiments, the interface between the nucleus and the shell can have a concentration gradient in which the concentration of elements present in the shell decreases toward the center of the nucleus.

[0360] Examples of shells for quantum dots can include oxides of metals or nonmetals, semiconductor compounds, or any combination thereof. Non-limiting examples of oxides of metals or nonmetals can include: binary compounds such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, and / or NiO; ternary compounds such as MgAl2O4, CoFe2O4, NiFe2O4, and / or CoMn2O4; or any combination thereof. Examples of semiconductor compounds as described herein can include: group III-VI semiconductor compounds; group II-VI semiconductor compounds; group III-V semiconductor compounds; group I-III-VI semiconductor compounds; group IV-VI semiconductor compounds; or any combination thereof. For example, suitable semiconductor compounds as shells may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaS, GaSe, AgGaS, AgGaS2, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.

[0361] Quantum dots can have a full width at half maximum (FWHM) of emission spectra less than or equal to about 45 nm, less than or equal to about 40 nm, or, for example, less than or equal to about 30 nm. When the FWHM of a quantum dot is within these ranges, the quantum dot can have improved color purity or improved color reproducibility. Additionally, because light emitted through a quantum dot is emitted in all directions, a wider viewing angle can be improved.

[0362] In addition, quantum dots can take the form of spherical nanoparticles, pyramidal nanoparticles, multi-armed nanoparticles, cubic nanoparticles, nanotubes, nanowires, nanofibers and / or nanoplates.

[0363] Because the band gap of a quantum dot can be controlled or selected by adjusting its size and / or the ratio of elements in the quantum dot compound, light of one or more suitable wavelengths can be obtained from the quantum dot-containing emitting layer 130. Therefore, by using the aforementioned quantum dots (either by using quantum dots of different sizes or by changing the ratio of elements in the quantum dot compound), a light-emitting device 10 emitting light of one or more suitable wavelengths can be realized. In one or more embodiments, the size of the quantum dots and / or the ratio of elements in the quantum dot compound can be controlled and selected to enable the quantum dots to emit red, green, and / or blue light. Additionally, quantum dots of suitable size can be configured to emit white light through a combination of one or more suitable colors of light.

[0364] Electronic transmission area 140

[0365] The electron transport region 140 may have: i) a single-layer structure comprising a single layer (e.g., composed of a single layer) of a single material (e.g., composed of a single material); ii) a single-layer structure comprising a single layer (e.g., composed of a single layer) of multiple materials that are different from each other; or iii) a multilayer structure comprising multiple layers of multiple materials that are different from each other.

[0366] The electron transport region 140 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.

[0367] In one or more embodiments, the electron transport region 140 may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein the constituent layers of each structure are stacked sequentially from the emitter layer 130 in the stated order.

[0368] Electron transport region 140 (e.g., a buffer layer, hole blocking layer, electron control layer, or electron transport layer in electron transport region 140) may include a nitrogen-containing C1-C material containing at least one π-electron-poor element. 60 Metal-free compounds with heterocyclic groups.

[0369] In one or more embodiments, the electron transport region 140 may include a compound represented by Formula 601.

[0370] Formula 601

[0371] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21 ,

[0372] In Equation 601,

[0373] Ar 601 and L 601 They can all be independently unsubstituted or substituted with at least one R. 10a C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R. 10a C1-C 60 Heterocyclic group,

[0374] xe11 can be 1, 2, or 3.

[0375] xe1 can be 0, 1, 2, 3, 4, or 5.

[0376] R 601 It can be unsubstituted or substituted with at least one R 10a C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic groups, -Si(Q) 601 (Q) 602 (Q) 603 -C(=O)(Q) 601 -S(=O)2(Q) 601 ) or -P(=O)(Q 601 (Q) 602 ),

[0377] Q 601 To Q 603 All can be the same as described regarding Q1.

[0378] xe21 can be 1, 2, 3, 4, or 5, and

[0379] Selected from Ar 601 L 601 and R 601 At least one of them can be independently unsubstituted or substituted with at least one R. 10a Nitrogen-containing C1-C with depleted π electrons 60 Cyclic groups.

[0380] In one or more embodiments, if xe11 in equation 601 is 2 or greater (e.g., when xe11 in equation 601 is 2 or greater), Ar 601 Two or more of them can be connected to each other via a single key.

[0381] In one or more embodiments, Ar in Formula 601 601 It can be unsubstituted or substituted with at least one R 10a anthracene group.

[0382] In one or more embodiments, the electron transport region 140 may include a compound represented by formula 601-1:

[0383] Formula 601-1

[0384]

[0385] In Equation 601-1,

[0386] X 614 It can be N or C(R) 614 ), X615 It can be N or C(R) 615 ), X 616 It can be N or C(R) 616 ), and selected from X 614 To X 616 At least one of them can be N,

[0387] L 611 To L 613 It can be related to L 601 The same as described.

[0388] xe611 to xe613 can all be the same as those described regarding xe1.

[0389] R 611 To R 613 It can be all related to R 601 The description is the same, and

[0390] R 614 To R 616 They can all be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl, C1-C 20 Alkyl, unsubstituted, or substituted with at least one R 10a C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R. 10a C1-C 60 Heterocyclic group.

[0391] In one or more embodiments, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 can each be independently 0, 1 or 2.

[0392] In one or more embodiments, the electron transport region 140 may include: one of compounds ET1 to ET46 (e.g., including at least one of compounds ET1 to ET46 or any one selected from compounds ET1 to ET46); 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP); 4,7-diphenyl-1,10-phenanthroline (Bphen); tris(8-hydroxyquinoline)aluminum (Alq3); bis(2-methyl-8-hydroxyquinoline-N1,O8)-(1,1'-biphenyl-4-hydroxy)aluminum (BAlq); 3-(4-biphenyl)-4-phenyl-5-tert-butylphenyl-1,2,4-triazole (TAZ); 4-(naphthyl-1-yl)-3,5-diphenyl-4H-1,2,4-triazole (NTAZ); or any combination thereof:

[0393]

[0394]

[0395]

[0396] The thickness of the electron transport region 140 can be approximately to approximately (For example, about to approximately Within the range of ), when the electron transport region 140 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, hole blocking layer, or electron control layer can each be independently within approximately to approximately (For example, about to approximately The thickness of the electron transport layer can be within the range of approximately 1000 mm, and the thickness of the electron transport layer can be approximately 1000 mm. to approximately (For example, about to approximately Within the range of the above-mentioned thicknesses of the buffer layer, hole blocking layer, electronic control layer, electronic transport layer, and / or electronic transport region 140, satisfactory electronic transport characteristics can be obtained without significantly increasing the driving voltage.

[0397] In one or more embodiments, in addition to one or more of the materials described above, the electron transport region 140 (e.g., the electron transport layer in the electron transport region 140) may also include a metallic material.

[0398] Metal-containing materials may include alkali metal complexes, alkaline earth metal complexes, or any combination thereof. The metal ions in alkali metal complexes may be Li, Na, K, Rb, or Cs ions, while the metal ions in alkaline earth metal complexes may be Be, Mg, Ca, Sr, or Ba ions. Ligands coordinated to the metal ions of alkali metal or alkaline earth metal complexes may include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridinium, hydroxyphenanthrene, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthrene, cyclopentadiene, or any combination thereof.

[0399] In one or more embodiments, the metal-containing material may include a Li complex. The Li complex may include, for example, compounds ET-D1(Liq) or ET-D2:

[0400]

[0401] In one or more embodiments, the electron transport region 140 may include an electron injection layer that facilitates electron injection from the second electrode 150. The electron injection layer may be in direct contact with the second electrode 150.

[0402] 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 multiple different materials; or iii) a multi-layer structure including multiple layers that includes multiple different materials.

[0403] 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.

[0404] 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.

[0405] The alkali metal compound, the alkaline earth metal compound, and the rare earth metal compound may include oxides, halides (e.g., fluorides, chlorides, bromides, and / or iodides, etc.), or tellurides of the alkali metal, the alkaline earth metal, and the rare earth metal, respectively, or any combination thereof.

[0406] The alkali metal compound may include: alkali metal oxides such as Li2O, Cs2O, and / or K2O; alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, and / or KI; 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-xO (where x is a real number satisfying 0 < x < 1)). The rare earth metal compound may include YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, TbF3, YbI3, ScI3, TbI3, or any combination thereof. In one or more embodiments, the rare earth metal compound may include lanthanide metal tellurides. Non-limiting examples of lanthanide metal tellurides may include LaTe, CeTe, PrTe, NdTe, PmTe, SmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, La2Te3, Ce2Te3, Pr2Te3, Nd2Te3, Pm2Te3, Sm2Te3, Eu2Te3, Gd2Te3, Tb2Te3, Dy2Te3, Ho2Te3, Er2Te3, Tm2Te3, Yb2Te3, and / or Lu2Te3, etc.

[0407] The alkali metal complex, alkaline earth metal complex, and rare earth metal complex may respectively include: i) one of the metal ions of an alkali metal, one of the metal ions of an alkaline earth metal, and one of the metal ions of a rare earth metal; and ii) ligands (e.g., hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyl oxazole, hydroxyphenyl thiazole, hydroxyphenyl oxadiazole, hydroxyphenyl thiadiazole, hydroxyphenyl pyridine, hydroxyphenyl benzimidazole, hydroxyphenyl benzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof) bound to the respective metal ions.

[0408] In one or more embodiments, the electron injection layer may include an alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof as described above (e.g., composed of an alkali metal, alkaline earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth metal compound, alkali metal complex, alkaline earth metal complex, 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).

[0409] In one or more embodiments, the electron-injected layer may include: i) an alkali metal compound (e.g., an alkali metal halide); or ii) a) an alkali metal compound (e.g., an alkali metal halide) and b) an alkali metal, alkaline earth metal, rare earth metal, or any combination thereof (e.g., composed of i) an alkali metal compound (e.g., an alkali metal halide); or ii) a) an alkali metal compound (e.g., an alkali metal halide) and b) an alkali metal, alkaline earth metal, rare earth metal, or any combination thereof). In one or more embodiments, the electron-injected layer may be a KI:Yb co-deposited layer, an RbI:Yb co-deposited layer, and / or a LiF:Yb co-deposited layer, etc.

[0410] When the electron injection layer also includes organic materials, alkali metals, alkaline earth metals, rare earth metals, alkali metal compounds, alkaline earth metal compounds, rare earth metal compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof may be uniformly (e.g., substantially uniformly) or non-uniformly dispersed in the matrix including the organic materials.

[0411] The thickness of the electron injection layer can be approximately to approximately (For example, about to approximately Within these ranges, satisfactory electron injection characteristics can be obtained without significantly increasing the driving voltage when the thickness of the electron injection layer is within these ranges.

[0412] Second electrode 150

[0413] The second electrode 150 can be disposed on the electron transport region 140. The second electrode 150 can be a cathode serving as an electron injection electrode, and can be made of metals, alloys, conductive compounds, or any combination thereof, all having low work functions, as materials for forming the second electrode 150.

[0414] The second electrode 150 may include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), ITO, IZO, or any combination thereof. The second electrode 150 may be a transmission electrode, a transmission-reflection electrode, or a reflection electrode.

[0415] The second electrode 150 may have a single-layer structure or a multi-layer structure including multiple layers.

[0416] Cover layer

[0417] In one or more embodiments, the light-emitting device 10 may further include a covering layer disposed outside the first electrode 110 and / or the second electrode 150 (e.g., disposed on the first electrode 110 and / or the second electrode 150).

[0418] In one or more embodiments, the covering layer may include the aforementioned organic compounds.

[0419] In one or more embodiments, the light-emitting device 10 may further include a first capping layer disposed outside the first electrode 110 (e.g., disposed on the first electrode 110). The first capping layer may include the organic compound described above.

[0420] In one or more embodiments, the light-emitting device 10 may further include a second capping layer disposed outside (e.g., on) the second electrode 150. The second capping layer may include the organic compound described above.

[0421] In one or more embodiments, the light-emitting device 10 may further include a first capping layer disposed outside the first electrode 110 (e.g., disposed on the first electrode 110) and a second capping layer disposed outside the second electrode 150 (e.g., disposed on the second electrode 150). At least one of the first capping layer and the second capping layer may (e.g., the first capping layer and the second capping layer may both independently) include the aforementioned organic compound.

[0422] In one or more embodiments, light generated in the emitting layer 130 of the light-emitting device 10 can be extracted outward through the first electrode 110 (which is a transmissive or reflective electrode) and the first capping layer. In one or more embodiments, light generated in the emitting layer 130 of the light-emitting device 10 can be extracted outward through the second electrode 150 (which is a transmissive or reflective electrode) and the second capping layer.

[0423] The first and second capping layers can increase the external emission efficiency based on the principle of constructive interference. Therefore, the light extraction efficiency of the light-emitting device 10 can be increased, thereby improving the luminous efficiency of the light-emitting device 10.

[0424] Each of the first and second capping layers may include a material having a refractive index of about 1.2 or greater (at 460 nm).

[0425] The first and second capping layers can each be independently an organic capping layer including organic materials, an inorganic capping layer including inorganic materials, or an organic-inorganic composite capping layer including both organic and inorganic materials.

[0426] At least one of the first and second capping layers may (e.g., the first and second capping layers may each independently) comprise a carbocyclic compound, a heterocyclic compound, an amino-containing compound, a porphyrin derivative, a phthalocyanine derivative, a naphthyl phthalocyanine derivative, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, heterocyclic compound, and amino-containing compound may all optionally be substituted with substituents comprising O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof. In one or more embodiments, at least one of the first and second capping layers may (e.g., the first and second capping layers may each independently) comprise an amino-containing compound.

[0427] In one or more embodiments, at least one of the first capping layer and the second capping layer may (e.g., the first capping layer and the second capping layer may both be independent) include a compound represented by formula 201, a compound represented by formula 202, or any combination thereof.

[0428] In one or more embodiments, at least one of the first capping layer and the second capping layer may (e.g., the first capping layer and the second capping layer may both be independent) comprise: one of compounds HT28 to HT33 (e.g., selected from at least one or any one of compounds HT28 to HT33); one of compounds CP1 to CP6 (e.g., selected from at least one or any one of compounds CP1 to CP6); β-NPB; or any combination thereof.

[0429]

[0430] membrane

[0431] In one or more embodiments, the electronic device may also include a film. The film may be, for example, an optical component (or light control element) (e.g., a color filter, color conversion layer, capping layer, light extraction efficiency enhancement layer, selective light absorption layer, polarization layer and / or content dot layer, etc.), a light blocking component (e.g., a light reflecting layer and / or a light absorbing layer, etc.), and / or a protective component (e.g., an insulating layer and / or a dielectric layer, etc.).

[0432] Electronic devices

[0433] The light-emitting device 10 may be included in one or more suitable electronic devices. For example, the electronic device including the light-emitting device 10 may be a display device and / or an authentication device, etc.

[0434] In one or more embodiments, in addition to the light-emitting device 10, the electronic device (e.g., a display 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 along which the light emitted from the light-emitting device 10 travels. For example, in one or more embodiments, the light emitted from the light-emitting device 10 may be blue light or white light (e.g., a combination of both). Details regarding the light-emitting device 10 can be found in the description above.

[0435] The electronic device may include a first substrate. The first substrate may include multiple sub-pixel regions, the color filter may include multiple color filter regions corresponding to the sub-pixel regions, and the color conversion layer may include multiple color conversion regions corresponding to the sub-pixel regions.

[0436] Pixel-defining films can be arranged between sub-pixel regions to define each sub-pixel region.

[0437] The color filter may also include a light-blocking pattern arranged between the color filter areas, and the color conversion layer may also include a light-blocking pattern arranged between the color conversion areas.

[0438] Multiple color filter regions (or multiple color conversion regions) may include a first region configured to emit a first color of light, a second region configured to emit a second color of light, and / or a third region configured to emit a third color of light, wherein the first color of light, the second color of light, and / or the third color of light may have different maximum emission wavelengths. For example, in one or more embodiments, the first color of light may be red light, the second color of light may be green light, and the third color of light may be blue light. For example, in one or more embodiments, the multiple color filter regions (or multiple color conversion regions) may include quantum dots. For example, the first region may include red quantum dots to emit red light, the second region may include green quantum dots to emit green light, and the third region may not include quantum dots (e.g., any type of quantum dot may be excluded). Details regarding quantum dots can be found in the description provided herein. The first region, the second region, and / or the third region may also each include a scatterer.

[0439] In one or more embodiments, the light-emitting device 10 can emit first light, a first region can absorb the first light to emit first-first-color light, a second region can absorb the first light to emit second-first-color light, and a third region can absorb the first light to emit third-first-color light. In this respect, the first-first-color light, the second-first-color light, and the third-first-color light can have different maximum emission wavelengths. For example, the first light can be blue light, the first-first-color light can be red light, the second-first-color light can be green light, and the third-first-color light can be blue light.

[0440] In one or more embodiments, in addition to the light-emitting device 10, the electronic device may also include a thin-film transistor. The thin-film transistor may include a source electrode, a drain electrode, and an active layer, and one of the source electrode and the drain electrode may be electrically connected to the first electrode or the second electrode of the light-emitting device 10.

[0441] Thin-film transistors may also include gate electrodes and / or gate insulating films, etc.

[0442] The active layer may include crystalline silicon, amorphous silicon, organic semiconductors and / or oxide semiconductors, etc.

[0443] In one or more embodiments, the electronic device may further include a sealing portion for sealing the light-emitting device 10. The sealing portion may be disposed between the color filter and / or color conversion layer and the light-emitting device 10. The sealing portion may allow light from the light-emitting device 10 to be extracted to the outside and may simultaneously (e.g., concurrently) prevent or reduce the penetration of ambient air and moisture into the light-emitting device 10. The sealing portion may be a sealing substrate comprising a transparent glass substrate or a plastic substrate. The sealing portion may be a thin-film encapsulation layer comprising 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.

[0444] In one or more embodiments, depending on the purpose of the electronic device, various functional layers may be additionally arranged on the sealing portion in addition to color filters and / or color conversion layers. Non-limiting examples of functional layers may include touchscreen layers and / or polarizing layers, etc. The touchscreen layer may be a pressure-sensitive touchscreen layer, a capacitive touchscreen layer, or an infrared touchscreen layer.

[0445] In addition to the aforementioned light-emitting devices, the authentication device may also include a biometric information collector. The authentication device may be, for example, a biometric authentication device that authenticates an individual using biometric information from a living body (e.g., fingertip and / or pupil).

[0446] Electronic devices can be applied to one or more of the following: displays, light sources, lighting, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, video game consoles, medical instruments (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 suitable measuring instruments, meters (e.g., meters for vehicles, aircraft, and ships), and projectors.

[0447] electronic devices

[0448] The light-emitting device 10 may be included in one or more suitable electronic devices. For example, an electronic device including the light-emitting device 10 may be included in one or more suitable electronic devices.

[0449] In one or more embodiments, the electronic device including the light-emitting device 10 may be at least one of the following: flat panel display, curved display, computer monitor, medical monitor, television, billboard, indoor light, outdoor light, signal light, head-up display, fully transparent display, partially transparent display, flexible display, rollable display, foldable display, stretchable display, laser printer, telephone, mobile phone, tablet computer, phablet, personal digital assistant (PDA), wearable device, laptop computer, digital camera, camcorder, viewfinder, microdisplay, three-dimensional (3D) display, virtual reality display, augmented reality display, vehicle, video wall including multiple displays spliced ​​together, theater screen, stadium screen, phototherapy device, and sign.

[0450] Figure 2 and Figure 3 Description

[0451] Figure 2 This is a cross-sectional view of an electronic device according to one or more embodiments of the present disclosure.

[0452] Figure 2 The electronic device may include a substrate 100, a thin-film transistor (TFT), a light-emitting device, and a package 300 for sealing the light-emitting device.

[0453] The substrate 100 can be a flexible substrate, a glass substrate, or a metal substrate. The buffer layer 210 can be on the substrate 100 (e.g., disposed on the substrate 100). The buffer layer 210 can prevent or reduce the penetration of impurities through the substrate 100 and can provide a flat surface on the substrate 100.

[0454] The thin-film transistor (TFT) can be disposed on the buffer layer 210 (e.g., disposed on the buffer layer 210). The thin-film transistor (TFT) may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

[0455] The active layer 220 may include inorganic semiconductors (such as silicon or polysilicon), organic semiconductors or oxide semiconductors, and may include source regions, drain regions and channel regions.

[0456] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be disposed on the active layer 220 (e.g., disposed on the active layer 220), and the gate electrode 240 may be disposed on the gate insulating film 230 (e.g., disposed on the gate insulating film 230).

[0457] Interlayer insulating film 250 may be disposed on gate electrode 240 (e.g., disposed on gate electrode 240). Interlayer insulating film 250 may be disposed between gate electrode 240 and source electrode 260 to insulate gate electrode 240 from source electrode 260 and disposed between gate electrode 240 and drain electrode 270 to insulate gate electrode 240 from drain electrode 270.

[0458] The source electrode 260 and the drain electrode 270 may be on the interlayer insulating film 250 (e.g., disposed on the interlayer insulating film 250). The interlayer insulating film 250 and the gate insulating film 230 may be formed to expose the source and drain regions 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 and drain regions of the active layer 220, respectively.

[0459] A thin-film transistor (TFT) can be electrically connected to a light-emitting device to drive the light-emitting device, and can be covered and protected by a passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or any combination thereof. The light-emitting device may be disposed on the passivation layer 280. The light-emitting device may include a first electrode 110, an intermediate layer including an emitting layer 130, and a second electrode 150.

[0460] The first electrode 110 may be on the passivation layer 280 (e.g., disposed 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 connect to the exposed portion of the drain electrode 270.

[0461] A pixel defining film 290, including an insulating material, may be disposed on the first electrode 110 (e.g., disposed on the first electrode 110). The pixel defining film 290 may expose a specific area of ​​the first electrode 110, and an intermediate layer may be formed in the exposed area of ​​the first electrode 110. The pixel defining film 290 may be a polyimide-based organic film or a polyacrylic acid-based organic film. In one or more embodiments, at least some layers of the intermediate layer may extend beyond the upper portion of the pixel defining film 290 to be arranged as a common layer.

[0462] The second electrode 150 may be on an intermediate layer (e.g., disposed on an intermediate layer), and a capping layer 170 may be further formed on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.

[0463] The encapsulation portion 300 may be on the cover layer 170 (e.g., disposed on the cover layer 170). The encapsulation portion 300 may be disposed on the light-emitting device to protect the light-emitting device from moisture and / or oxygen. The encapsulation portion 300 may include: an inorganic film, including silicon nitride (SiN). x ), silicon dioxide (SiO) xIndium tin oxide, indium zinc oxide, or any combination thereof; organic membranes, including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resins (e.g., polymethyl methacrylate and / or polyacrylic acid, etc.), epoxy resins (e.g., aliphatic glycidyl ether (AGE), etc.) or any combination thereof; or any combination of inorganic and organic membranes.

[0464] Figure 3 This is a cross-sectional view of an electronic device according to one or more embodiments of the present disclosure.

[0465] In addition to the light-shielding pattern 500 and the functional area 400 being arranged on the encapsulation part 300, Figure 3 electronic devices and Figure 2 The electronic devices are essentially the same. Functional area 400 can 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, it includes... Figure 3 The light-emitting devices in electronic devices can be cascaded light-emitting devices.

[0466] Figure 4 Description

[0467] Figure 4 This is a schematic perspective view of an electronic device 1 including a light-emitting device according to one or more embodiments of the present disclosure. As an electronic device for displaying moving or still images, electronic device 1 can be a portable electronic device (such as a mobile phone, smartphone, tablet PC, mobile communication terminal, electronic notebook, e-book, portable multimedia player (PMP), navigation or ultra-mobile PC (UMPC)) and one or more suitable products (such as a television, laptop computer, monitor, billboard, or Internet of Things (IoT) device). Electronic device 1 can be such a product or a part thereof. Additionally, electronic device 1 can be a wearable device (such as a smartwatch, watch phone, glasses-type (or head-mounted) display, or head-mounted display (HMD)) or part of a wearable device. However, the embodiments are not limited thereto. For example, in one or more embodiments, electronic device 1 may be a central information display (CID) arranged on the dashboard and central instrument panel, or the vehicle's dashboard, an interior mirror display replacing the vehicle's side mirrors, an entertainment display for the rear seats of the vehicle, a display arranged on the back of the front seats of the vehicle, a head-up display (HUD) mounted on the front of the vehicle or projected onto the vehicle's windshield, or a computer-generated holographic augmented reality head-up display (CGHAR HUD). For ease of explanation, Figure 4 The illustration shows one or more embodiments in which electronic device 1 is a smartphone.

[0468] Electronic device 1 may include a display area DA and a non-display area NDA outside (e.g., around) the display area DA. Electronic device 1 can realize an image by an array of multiple pixels arranged in two dimensions in the display area DA.

[0469] The non-display area NDA can be an area where no image is displayed and can completely surround the display area DA (e.g., completely encircle the display area DA). A driver for providing electrical signals or power to a display device arranged in the display area DA can be arranged in the non-display area NDA. Pads (also known as "solder pads" or "solder pads") that are areas to which electronic components or printed circuit boards can be electrically connected can be arranged in the non-display area NDA.

[0470] In electronic device 1, the length in the x-axis direction (or x-direction) and the length (e.g., width) in the y-axis direction (or y-direction) can be different from each other, and the z-axis direction (or z-direction) can be the thickness direction of electronic device 1. For example, in one or more embodiments, such as Figure 4 As shown, the length in the x-axis direction can be less than the length in the y-axis direction (e.g., width). In one or more embodiments, the length in the x-axis direction can be the same as the length in the y-axis direction (e.g., width). In one or more embodiments, the length in the x-axis direction can be greater than the length in the y-axis direction (e.g., width).

[0471] Figure 5 and Figures 6A to 6C Description

[0472] Figure 5 This is a schematic diagram of the exterior of a vehicle 1000, which is an electronic device including a light-emitting device, according to one or more embodiments of the present disclosure. Figures 6A to 6C These are schematic diagrams of the interior of a vehicle 1000 according to one or more embodiments.

[0473] Reference Figure 5 , Figure 6A , Figure 6B and Figure 6C Vehicle 1000 can refer to one or more suitable devices for moving an object (such as a person, object, or animal) from a point of origin to a point of destination. Vehicle 1000 can include vehicles that travel on roads or tracks, ships that move over oceans or rivers, and / or aircraft that fly in the sky using the action of air.

[0474] In one or more embodiments, vehicle 1000 can travel on roads or tracks. Vehicle 1000 can move in a particular direction depending on the rotation of at least one of its wheels. For example, vehicle 1000 may include a three-wheeled or four-wheeled vehicle, construction machinery, a two-wheeled vehicle, a prime mover, a bicycle, or a train running on tracks.

[0475] Vehicle 1000 may include a body having an interior and an exterior, and a chassis therein, in which the mechanical equipment required for drive is mounted, as other components besides the body of vehicle 1000. The exterior of the vehicle 1000 body may include a front panel, hood, roof panel, rear panel, trunk, and / or pillars disposed at the boundaries between doors, etc. The chassis of vehicle 1000 may include a power generation device, a power transmission device, a drive device, a steering device, a braking device, a suspension device, a transmission device, a fuel system, front wheels and rear wheels and / or left wheels and right wheels, etc.

[0476] Vehicle 1000 may include side window glass 1100, front window glass 1200, side mirror 1300, instrument cluster 1400, central instrument cluster 1500, passenger seat instrument panel 1600 and display device 2.

[0477] The side window glass 1100 and the front window glass 1200 can be separated by a column arranged between the side window glass 1100 and the front window glass 1200.

[0478] Side window 1100 may be mounted on one side of vehicle 1000. In one or more embodiments, side window 1100 may be mounted on a door of vehicle 1000. Multiple side windows 1100 may be provided, and the multiple side windows 1100 may face each other. In one or more embodiments, side window 1100 may include a first side window 1110 and a second side window 1120. In one or more embodiments, the first side window 1110 may be arranged adjacent to instrument panel 1400. The second side window 1120 may be arranged adjacent to passenger seat dashboard 1600.

[0479] In one or more embodiments, the side window glass 1100 may be separated from each other (e.g., spaced apart or separated) in the x-direction or -x-direction (direction opposite to the x-direction). For example, the first side window glass 1110 and the second side window glass 1120 may be separated from each other (e.g., spaced apart or separated) in the x-direction or -x-direction. For example, an imaginary straight line L connecting the side window glass 1100 may extend in the x-direction or -x-direction. For example, an imaginary straight line L connecting the first side window glass 1110 and the second side window glass 1120 may extend in the x-direction or -x-direction.

[0480] The front windshield 1200 can be installed at the front of the vehicle 1000. The front windshield 1200 can be arranged between the side windows 1100 that are opposite to each other (e.g., facing each other).

[0481] The side mirror 1300 can provide a rear view of the vehicle 1000. The side mirror 1300 can be mounted on the exterior of the vehicle body 1000. In one or more embodiments, a plurality of side mirrors 1300 can be provided. Any one of the plurality of side mirrors 1300 can be disposed outside the first side window 1110. Another of the plurality of side mirrors 1300 can be disposed outside the second side window 1120.

[0482] The instrument panel 1400 can be positioned in front of the steering wheel. The instrument panel 1400 may include a tachometer, speedometer, coolant temperature gauge, fuel gauge, turn signal indicator, high beam indicator, warning lights, seat belt warning light, odometer, tachometer, automatic shift selector indicator, door opening warning light, engine oil warning light and / or low fuel warning light.

[0483] The central instrument panel 1500 may include a control panel on which multiple buttons are arranged for adjusting audio devices, air conditioning devices, and seat heaters. The central instrument panel 1500 may be located on one side of the instrument panel 1400.

[0484] The passenger seat instrument panel 1600 may be separated from and / or partitioned from the instrument cluster 1400 (e.g., spaced apart or separated), and a central instrument cluster 1500 may be arranged between the instrument cluster 1400 and the passenger seat instrument panel 1600. In one or more embodiments, the instrument cluster 1400 may be arranged corresponding to the driver's seat, and the passenger seat instrument panel 1600 may be arranged corresponding to the passenger seat. In one or more embodiments, the instrument cluster 1400 may be adjacent to the first side window 1110, and the passenger seat instrument panel 1600 may be adjacent to the second side window 1120.

[0485] In one or more embodiments, the display device 2 may include a display panel 3, and the display panel 3 may display images. The display device 2 may be arranged inside the vehicle 1000. In one or more embodiments, the display device 2 may be arranged between side window glass 1100s that are opposite to each other (e.g., facing each other). The display device 2 may be arranged on at least one of the instrument panel 1400, the central instrument panel 1500, and the passenger seat instrument panel 1600.

[0486] Display device 2 may include organic light-emitting display devices, inorganic light-emitting display devices, and / or quantum dot display devices, etc. Hereinafter, as a display device 2 according to one or more embodiments, an organic light-emitting display device including a light-emitting device according to the disclosure will be described as an example; however, one or more suitable types (categories) of display devices as described above may be used in the embodiments.

[0487] Reference Figure 6A In one or more embodiments, the display device 2 may be arranged on the central instrument panel 1500. In one or more embodiments, the display device 2 may display navigation information. In one or more embodiments, the display device 2 may display information about audio settings, video settings, or vehicle settings.

[0488] Reference Figure 6B In one or more embodiments, the display device 2 may be arranged on the instrument panel 1400. In these embodiments, the instrument panel 1400 may display driving information, etc., via the display device 2. For example, the instrument panel 1400 may display driving information, etc., digitally. The instrument panel 1400 may digitally display vehicle information and driving information as images. For example, in one or more embodiments, the tachometer needle and range, as well as one or more appropriate warning light icons, may be displayed via digital signals.

[0489] Reference Figure 6C In one or more embodiments, the display device 2 may be arranged on the passenger seat instrument panel 1600. The display device 2 may be embedded in or arranged on the passenger seat instrument panel 1600. In one or more 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 central instrument panel 1500. In one or more embodiments, the display device 2 arranged on the passenger seat instrument panel 1600 may display information different from the information displayed on the instrument panel 1400 and / or the information displayed on the central instrument panel 1500.

[0490] Manufacturing method

[0491] Each layer included in the hole transport region 120, the emission layer 130, and the electron transport region 140 can be formed in a specific area by using one or more suitable methods such as vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing, and / or laser-induced thermal imaging (LITI).

[0492] When each layer included in the hole transport region 120, the emission layer 130, and each layer included in the electron transport region 140 are formed by vacuum deposition, depending on the material included in the layer to be formed and the structure of the layer to be formed, a deposition temperature of about 100°C to about 500°C and a deposition time of about 10 -8 To about 10 -3 The vacuum degree and about / seconds to approximately Vacuum deposition is performed at a deposition rate of / second.

[0493] Definition of terminology

[0494] As used herein, the term "C3-C" 60 "Carbocyclic group" refers to a cyclic group that includes carbon atoms as the only cyclic atom (e.g., composed of carbon atoms as the only cyclic atom) and has 3 to 60 carbon atoms.

[0495] As used herein, the term "C1-C" 60 "Heterocyclic group" refers to a cyclic group that has 1 to 60 cyclic carbon atoms and, in addition to carbon atoms, also has heteroatoms as cyclic atoms.

[0496] C3-C 60 Carbocyclic groups and C1-C 60 Heterocyclic groups can all be: monocyclic groups comprising one (e.g., exactly one) ring (e.g., composed of one (e.g., exactly one) ring); or polycyclic groups in which two or more rings are condensed together. For example, C1-C 60 The number of cyclic atoms in a heterocyclic group can range from 3 to 61.

[0497] As used herein, the term "cycloid" may (e.g., simultaneously) include C3-C 60 Carbocyclic groups and C1-C 60 Both heterocyclic groups.

[0498] As used here, “π-electron-rich C3-C” 60 A "cyclic group" refers to a cyclic group having 3 to 60 carbon atoms and excluding *-N=*' as the cyclic part.

[0499] As used herein, "nitrogen-containing C1-C with π-electron-depleted" 60 "Cyclic group" refers to a heterocyclic group having 1 to 60 carbon atoms and including *-N=*' as the cyclic part.

[0500] For example,

[0501] C3-C 60The carbocyclic group can be: i) group T1; or ii) two or more condensed cyclic groups in group T1 that are condensed together (e.g., cyclopentadienyl group, adamantyl group, norbornel group, phenyl group, cyclopentadienyl group, naphthyl group, chamomile ring group, indane group, acenaphthene group, phenanthrene group, phenanthrene group, anthracene group, fluoranthene group, benzo[9,10]phenanthrene group, pyrene group, etc.). Groups, perylene groups, pentanene groups, heptadiene groups, tetraphenyl groups, fentanyl groups, hexaphenyl groups, pentaphenyl groups, rutin groups, fentanyl groups, ovoid groups, indene groups, fluorene groups, spirodifluorene groups, benzo[a]fluorene groups, indo[a]phenanthrene groups, or indo[a]anthracene groups), and

[0502] C1-C 60 The heterocyclic group can be: i) group T2; ii) a condensed ring group in which two or more groups T2 are condensed together; or iii) a condensed ring group in which at least one group T2 and at least one group T1 are condensed together (e.g., pyrrole group, thiophene group, furan group, indole group, benzoindole group, naphthoindole group, isoindole group, benzoisoindole group, naphthoisoindole group, benzothiophene group). Benzofuran group, carbazole group, dibenzothiophene group, dibenzofuran group, indole-carbazole group, indolo-carbazole group, benzofuran-carbazole group, benzothiophene-carbazole group, benzothiophene-carbazole group, benzoindolo-carbazole group, benzocarbazole group, benzonaphthiophene group, benzonaphthiophene group, benzofuran-dibenzofuran group, benzofuran-dibenzothiophene group Groups, including benzothiophene dibenzothiophene group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiaazole group, benzopyrazole group, benzimidazole group, benzooxazole group, benziisooxazole group, benzothiazole group, benziisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, and benzoquinoline group. Benzoisoquinoline group, quinoxaloline group, benzoquinoxaloline group, quinazoline group, benzoquinazoline group, phenanthrene group, cycloline group, phthalazine group, naphthidine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzothiophene group, azadibenzothiophene group, azadibenzofuran group and / or xaton group, etc.).

[0503] C3-C rich in π electrons 60The cyclic group can be: i) group T1; ii) a condensed cyclic group in which two or more groups T1 are condensed together; iii) group T3; iv) a condensed cyclic group in which two or more groups T3 are condensed together; or v) a condensed cyclic group in which at least one group T3 and at least one group T1 are condensed together (e.g., C3-C). 60 Carbocyclic groups, 1H-pyrrole groups, thiorrole groups, borocyclopentadienyl groups, 2H-pyrrole groups, 3H-pyrrole groups, thiophene groups, furan groups, indole groups, benzoindole groups, naphthoindole groups, isoindole groups, benzoisoindole groups, naphthoisoindole groups, benzothiorrole groups, benzothiophene groups, benzofuran groups, carbazole groups, dibenzothiorrole groups, dibenzothiophene groups, dibenzofuran groups, indole-carbazole groups, indole-carbazole groups, benzofuran-carbazole groups, benzothiophene-carbazole groups, benzothiorrole-carbazole groups, benzoindole-carbazole groups, benzocarbazole groups, benzonaphthofuran groups, benzonaphthothiophene groups, benzonaphthorrole groups, benzofuran-dibenzofuran groups, benzofuran-dibenzothiophene groups and / or benzothiophene-dibenzothiophene groups, etc.

[0504] Nitrogen-containing C1-C cells with depleted π electrons 60 The cyclic group can be: i) group T4; ii) a condensed cyclic group in which two or more of group T4 are condensed together; iii) a condensed cyclic group in which at least one group T4 and at least one group T1 are condensed together; iv) a condensed cyclic group in which at least one group T4 and at least one group T3 are condensed together; or v) a condensed cyclic group in which at least one group T4, at least one group T1 and at least one group T3 are condensed together (e.g., pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, etc.). Benzooxazole group, benzoisooxazole group, benzothiazole group, benzoisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzoquinoline group, benzoisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazoline group, benzoquinazoline group, phenanthrene group, cinnaphthylazine group, naphthidine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, imidazopyridazine group, azacarbazole group, azafluorene group, azadibenzothiophene group, azadibenzothiophene group and / or azadibenzofuran group, etc.).

[0505] Group T1 can be a cyclopropane group, cyclobutane group, cyclopentane group, cyclohexane group, cycloheptane group, cyclooctane group, cyclobutene group, cyclopentene group, cyclopentadiene group, cyclohexene group, cyclohexadiene group, cycloheptene group, adamantane group, norbornane (or bicyclo[2.2.1]heptane) group, norbornene group, bicyclo[1.1.1]pentane group, bicyclo[2.1.1]hexane group, bicyclo[2.2.2]octane group or phenyl group.

[0506] Group T2 can be a furan group, thiophene group, 1H-pyrrole group, thiorrole group, borocyclopentadiene group, 2H-pyrrole group, 3H-pyrrole group, imidazole group, pyrazole group, triazole group, tetraazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiazole group, thiadiazole group, azathirrole group, azaborhexadiene group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, tetraazine group, pyrrolidinyl group, imidazolidinyl group, dihydropyrrole group, piperidine group, tetrahydropyridine group, dihydropyridine group, hexahydropyrimidine group, tetrahydropyrimidine group, dihydropyrimidine group, piperazine group, tetrahydropyrazine group, dihydropyrazine group, tetrahydropyridazine group, or dihydropyridazine group.

[0507] Group T3 can be a furan group, a thiophene group, a 1H-pyrrole group, a thiophene group, or a borocyclopentadiene group.

[0508] The group T4 can be a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazole group, a triazole group, a tetraazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiazole group, a thiadiazole group, an azathirrole group, an azaboranecyclopentadiene group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or a tetraazine group.

[0509] As used herein, the terms "cyclogroup" and "C3-C" are similar. 60 "Carbocyclic group", "C1-C" 60 Heterocyclic groups, π-electron-rich C3-C 60 "Cyclonal groups" and "π-electron-poor nitrogen-containing C1-C" 60 "Cyclic group" refers to a group whose structure is condensed into any cyclic group, monovalent group, or polyvalent group (e.g., divalent, trivalent, and / or tetravalent group, etc.) according to the formula used in the corresponding terminology.

[0510] For example, "phenyl group" can be a benzo[a] group, phenyl and / or phenylene group, etc., which can be readily understood by those skilled in the art from the structure of a formula including "phenyl group".

[0511] Unit price C3-C 60 Carbocyclic groups and monovalent C1-C60 Non-limiting examples of heterocyclic groups may include C3-C 10 cycloalkyl, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkenyl, C1-C 10 Heterocyclic alkenyl, C6-C 60 Aryl, C1-C 60 Heteroaryl, monovalent non-aromatic condensed polycyclic and monovalent non-aromatic condensed heterocyclic.

[0512] Divalent C3-C 60 Carbocyclic groups and divalent C1-C 60 Non-limiting examples of heterocyclic groups may include C3-C 10 Cycloalkylene, C1-C 10 Heterocyclic alkyl, C3-C 10 Cycloalkylene, C1-C 10 Heterocyclic alkenyl, C6-C 60 aryl, C1-C 60 Hybrid aryl, divalent non-aromatic condensed polycyclic group and divalent non-aromatic condensed heterocyclic group.

[0513] As used herein, the term "C1-C" 60 "Alkyl" refers to a straight-chain or branched monovalent group of an aliphatic saturated hydrocarbon having 1 to 60 carbon atoms. Non-limiting examples 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, isodel, sec-decyl and / or tert-decyl, etc.

[0514] As used herein, the term "C1-C" 60 "alkylene" refers to a compound with C1-C2 atoms. 60 Alkyl groups are divalent groups with essentially the same structure.

[0515] As used herein, the term "C2-C" 60 "Alkenyl" refers to the group formed at C2-C. 60 The alkyl group having at least one carbon-carbon double bond at its middle or end may include, for example, vinyl, propenyl and / or butenyl groups.

[0516] As used herein, the term "C2-C" 60 "Alkenyl" refers to a group that has a C2-C bond structure. 60 Alkenes are divalent groups with essentially the same structure.

[0517] As used herein, the term "C2-C" 60 "Alkyne group" refers to the group at C2-C 60 The alkyl group having at least one carbon-carbon triple bond at its middle or end may include, for example, an ethynyl group and / or a propynyl group.

[0518] As used herein, the term "C2-C" 60 "Immyneyl" refers to a group with a C2-C group. 60 The alkynyl group is a divalent group with essentially the same structure.

[0519] As used herein, the term "C1-C" 60 "Alkoxy" refers to the compound formed by -OA 101 (where A) 101 It is C1-C 60 The monovalent group represented by alkyl can include, for example, methoxy, ethoxy, and / or isopropoxy.

[0520] As used herein, the term "C3-C" 10 "Cycloalkyl" refers to a monovalent saturated hydrocarbon cycloalloy having 3 to 10 carbon atoms, and non-limiting examples may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornel (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl and / or bicyclo[2.2.2]octyl, etc.

[0521] As used herein, the term "C3-C" 10 "Cycloalkylene" refers to a compound with C3-C66 atoms. 10 Cycloalkyl groups are divalent groups with essentially the same structure.

[0522] As used herein, the term "C1-C" 10 "Heterocyclic alkyl" refers to a monovalent cyclic group consisting of 1 to 10 carbon atoms, which includes at least one heteroatom as a cyclic atom in addition to carbon atoms. Non-limiting examples may include 1,2,3,4-oxatriazolyl, tetrahydrofuranyl, and / or tetrahydrothiophenyl, etc.

[0523] As used herein, the term "C1-C" 10 "Heterocyclic alkyl" refers to a compound with C1-C2 atoms. 10 Heterocyclic alkyl groups are divalent groups with essentially the same structure.

[0524] As used herein, the term "C3-C" 10 "Cycloalkenyl" refers to a monovalent cycloalkenyl group having 3 to 10 carbon atoms, at least one carbon-carbon double bond in its ring, and no aromaticity. Non-limiting examples may include cyclopentenyl, cyclohexenyl, and / or cycloheptenyl, etc.

[0525] As used herein, the term "C3-C" 10 "Biopylidene alkenyl" refers to a group that has a similar structure to C3-C4. 10 Cycloalkenyl groups are divalent groups with essentially the same structure.

[0526] As used herein, the term "C1-C" 10 "Heterocyclic alkenyl" refers to a monovalent cyclic group consisting of 1 to 10 carbon atoms, which includes at least one heteroatom as a cyclic atom in addition to carbon atoms and at least one double bond. C1-C 10 Non-limiting examples of heterocyclic alkenyl groups may include 4,5-dihydro-1,2,3,4-oxatriazolyl, 2,3-dihydrofuranyl, and / or 2,3-dihydrothiophenyl, etc.

[0527] As used herein, the term "C1-C" 10 "Heterocyclic alkenyl" refers to a group that has a similar structure to C1-C1. 10 Heterocyclic alkenyl groups are divalent groups with essentially the same structure.

[0528] As used here, the term "C6-C" 60 "Aryl" refers to a monovalent group in a carbocyclic aromatic system having 6 to 60 carbon atoms.

[0529] As used here, the term "C6-C" 60 "Aromatic" refers to a divalent group in a carbocyclic aromatic system having 6 to 60 carbon atoms.

[0530] C6-C 60 Non-limiting examples of aryl groups may include phenyl, cyclopentadienyl, naphthyl, chamomilecycloyl, indarabinyl, acenaphthel, phenanthyl, anthracene, fluoranthyl, benzo[9,10]phenanthyl, pyrene, It includes compounds such as alkyl, peryl, pentylene, hepta-alkenyl, tetraphenyl, arbutinyl, hexaphenyl, pentaphenyl, rubidinyl, benzoyl, and / or ovoidyl.

[0531] When C6-C 60 Aryl and C6-C 60 When each of the aryl groups comprises two or more rings, the two or more rings may be condensed together.

[0532] As used herein, the term "C1-C" 60 "Heteroaryl" refers to a heterocyclic aromatic system having 1 to 60 carbon atoms and including at least one heteroatom as a cyclic atom in addition to the carbon atom, which is a monovalent group.

[0533] As used herein, the term "C1-C" 60 "Hypo-aryl" refers to a heterocyclic aromatic system having 1 to 60 carbon atoms and including at least one heteroatom as a cyclic atom in addition to the carbon atom, which is a divalent group.

[0534] C1-C 60 Non-limiting examples of heteroaryl groups may include pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, benzoquinolinyl, isoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, cyclolinyl, phenanthrolinel, phthalazinyl, and / or naphthidyl, etc.

[0535] When C1-C 60 heteroaryl and C1-C 60 When each heteroaryl group comprises two or more rings, the two or more rings may condense together.

[0536] As used herein, the term "monovalent non-aromatic condensation polycyclic group" refers to a monovalent group having two or more rings condensed together, with only carbon atoms (e.g., having 8 to 60 carbon atoms) as cyclic atoms, and lacking aromaticity in its entire molecular structure when considered as a whole. Non-limiting examples of monovalent non-aromatic condensation polycyclic groups may include indenyl, fluorenyl, spirodifluorenyl, benzo[a]fluorenyl, indo[a]phenanthryl, and / or indo[a]anthrayl, etc.

[0537] As used herein, the term "divalent nonaromatic condensation polycyclic group" refers to a divalent group having a structure substantially the same as that of a monovalent nonaromatic condensation polycyclic group.

[0538] As used herein, the term "monovalent non-aromatic condensed heterocyclic group" refers to a monovalent group having two or more rings condensed together, including at least one heteroatom as a cyclic atom in addition to carbon atoms (e.g., having 1 to 60 carbon atoms), and not being aromatic in its entire molecular structure when considered as a whole. Non-limiting examples of monovalent non-aromatic condensed heteropolycyclic groups may include pyrrole, thiophene, furanyl, indole, benzoindole, naphthoindole, isoindole, benzoisoindole, naphthoisoindole, benzothiophene, benzofuranyl, carbazole, dibenzothiophene, dibenzofuranyl, azacarbazole, azafluorenyl, azadibenzothiophene, azadibenzothiophene, azadibenzofuranyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, isothiazolyl, oxadiazolyl, thiadiazole The group includes benzopyrazolyl, benzoimidazolyl, benzooxazolyl, benzothiazolyl, benzooxadiazolyl, benzothiadiazolyl, imidazopyridyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, indolecarbazoyl, indolocarbazoyl, benzofuranocarbazoyl, benzothiophenecarbazoyl, benzothiophenecarbazoyl, benzoindolocarbazoyl, benzocarbazoyl, benzonaphthiophene, benzonaphthiophene, benzofuranodibenzofuranyl, benzofuranodibenzothiophene and / or benzothiophenedibenzothiophene, etc.

[0539] As used herein, the term "divalent nonaromatic condensed heterocyclic group" refers to a divalent group having a structure substantially the same as that of a monovalent nonaromatic condensed heterocyclic group.

[0540] As used here, the term "C6-C" 60 "Aryloxy group" refers to -OA 102 (where A) 102 It is C6-C 60 Aryl).

[0541] As used here, the term "C6-C" 60 "Arylthio" refers to -SA 103 (where A) 103 It is C6-C 60 Aryl).

[0542] As used herein, the term "C7-C" 60 "Arylalkyl" refers to -A 104 A 105 (where A) 104 It is C1-C 54 Alkylene, and A 105 It is C6-C 59 Aryl).

[0543] As used herein, the term "C2-C" 60 "Heteroarylalkyl" refers to -A 106 A 107 (where A) 106 It is C1-C 59 Alkylene, and A 107 It is C1-C 59 (Miscellaneous aromatics).

[0544] As used in this context, the term "R" 10a "Can be:

[0545] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro;

[0546] All are unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 heteroarylalkyl, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11(Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 C1-C or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy;

[0547] All are unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 heteroarylalkyl, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 C3-C or any combination thereof 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 heteroarylalkyl; or

[0548] -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 ).

[0549] As used here, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each of these can be independently: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkyne group; C1-C 60 Alkoxy groups; or those that are unsubstituted or substituted with deuterium, -F, cyano, or C1-C. 60 Alkyl, C1-C 60 C3-C of alkoxy, phenyl, biphenyl, or any combination thereof 60 Carbocyclic or C1-C 60 Heterocyclic group.

[0550] As used herein, the term "heteroatom" refers to any atom other than a carbon or hydrogen atom. Non-limiting examples of heteroatoms may include O, S, N, P, Si, B, Ge, Se, or any combination thereof.

[0551] As used herein, the term "transition metal" may include hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt), and / or gold (Au), etc.

[0552] As used herein, the term "D" may refer to deuterium, the term "Ph" may refer to phenyl, the term "Me" may refer to methyl, the term "Et" may refer to ethyl, and the terms "tert-Bu", "tBu", or "Bu" may refer to ethyl. t "It can refer to tert-butyl, and the term "OMe" can refer to methyl methacrylate (MMA).

[0553] As used herein, the term "biphenyl" refers to a "phenyl group that has a substituted phenyl group." For example, a "biphenyl" can be a group with a C6-C ratio. 60 Aryl groups are substituted phenyl groups.

[0554] As used herein, the term "terphenyl" refers to "a phenyl group substituted with a biphenyl group." "Terphenyl" can also refer to: i) as "where the substituent is C6-C..." 60 Aryl-substituted C6-C 60ii) a substituted phenyl group having two substituents, each of which is a C6-C6 substituent. 60 Aryl.

[0555] Unless otherwise defined, as used herein, * and *' refer to the bonding site with the adjacent atom in the corresponding formula or part.

[0556] As used herein, the terms “x-axis,” “y-axis,” and “z-axis” are not limited to the three axes in an orthogonal coordinate system and can be interpreted in a broader sense than the aforementioned three axes in an orthogonal coordinate system. For example, the x-axis, y-axis, and z-axis can describe axes that are orthogonal to each other, or they can describe axes in different directions that are not orthogonal to each other.

[0557] In the following description, organic compounds and light-emitting devices comprising such organic compounds according to one or more embodiments will be described in more detail with reference to the following synthesis examples and illustrations.

[0558] Synthesis Example 1 (Synthesis of Compound 2)

[0559]

[0560] Synthesis of intermediate 2-1

[0561] 1,3-Dimethyl-1H-pyrrole-2,5-dione (compound 2-0, 10 g, 0.08 mol), ammonia (4.08 g, 0.24 mol), and air in a molar ratio of 1:3:6 were reacted at a temperature ranging from 375 °C to 450 °C for 2 hours. Subsequently, the crude product was collected at 0 °C and separated by column chromatography to give 10.3 g of intermediate 2-1 (yield: 88%).

[0562] Synthesis of Compound 2

[0563] Di-μ-chlorobis[(1,2,5,6-η)-1,5-cyclooctadiene]diiridium (0.41 g, 0.0006 mol) and bis(pinacolyl)diborane (7.78 g, 0.031 mol) as catalysts were dissolved in a pure olefin solvent (10 mL) and reacted with intermediate 2-1 (10 g, 0.068 mol) and 1,3,5-triiodobenzene (10.33 g, 0.023 mol) at 60 °C for 16 h. The reaction product was then cooled to room temperature and diluted with a 4:1 mixture of tetrahydrofuran (THF) and water (25 mL). Barium hydroxide (10.49 g, 0.061 mol), Pd(OAc)₂ (0.34 g, 0.0015 mol), PPh₃ (0.8 g, 0.0031 mol), and Cs₂CO₃ (19.95 g, 0.06 mol) were added to the mixture, followed by stirring at 60 °C for 18 hours. The resulting crude reaction mixture was then evaporated, and the residue was purified by silica gel column chromatography to give 9.3 g of compound 2 (yield: 79%).

[0564] Synthesis Example 2 (Synthesis of Compound 3)

[0565]

[0566] Synthesis of intermediate 3-1

[0567] Add intermediate 2-1 (10 g, 0.068 mol) and P4S to acetonitrile (CH3CN). 10 (20.56 g, 0.046 mol) and Al2O3 (4.72 g, 0.046 mol) were reacted at room temperature for 2 hours to obtain 5.1 g of intermediate 3-1 (yield: 65%).

[0568] Synthesis of Compound 3

[0569] Except that intermediate 3-1 was used instead of intermediate 2-1, 11.9 g of compound 3 was obtained in essentially the same manner as in the synthesis of compound 2 (yield: 80%).

[0570] Synthesis Example 3 (Synthesis of Compound 9)

[0571]

[0572] Synthesis of intermediate 9-1

[0573] Intermediate 9-1 was obtained in essentially the same manner as in intermediate 2-1, except that compound 9-0 (dimethylmaleimide) was used instead of compound 2-0.

[0574] Synthesis of intermediate 9-2

[0575] Intermediate 9-2 is obtained in essentially the same manner as in the synthesis of intermediate 3-1, except that intermediate 9-1 is used instead of intermediate 2-1.

[0576] Synthesis of Compound 9

[0577] Except that intermediate 9-2 was used instead of intermediate 2-1, 9.3 g of compound 9 was obtained in essentially the same manner as in the synthesis of compound 2 (yield: 82%).

[0578] Synthesis Example 4 (Synthesis of Compound 23)

[0579]

[0580] Synthesis of intermediate 23-2

[0581] Compound 23-1 (2,6,10-tribromobenzo[9,10]phenanthrene, CAS No.: 1384858-36-9) (10 g, 0.022 mol), sodium iodide (57.36 g, 0.129 mol), and iodine (1.64 g, 0.006 mol) were added to 300 mL of acetonitrile. The freeze-pump-thaw cycle was repeated four times in a sealed environment, filled with ultrapure argon, and then incubated at 20 °C at 4.0 mW / cm³. -2 Stirring under intense UV irradiation for 72 hours yielded 12.1 g of intermediate 23-2 (yield: 93%).

[0582] Synthesis of Compound 23

[0583]

[0584] Intermediate 3-1 (10 g, 0.087 mol) and intermediate 23-2 (17.55 g, 0.029 mol) were dissolved together with di-μ-chlorobis[(1,2,5,6-η)-1,5-cyclooctadiene]diiridium (0.52 g, 0.0008 mol) and bis(pinacolyl)diborane (9.94 g, 0.039 mol) as catalysts in a pure olefin solvent (15 mL), and the mixture was reacted at 60 °C for 16 h. The reaction product was then cooled to room temperature and diluted with a 4:1 mixture of THF and water (25 mL). Barium hydroxide (13.40 g, 0.078 mol), Pd(OAc)₂ (0.44 g, 0.00195 mol), PPh₃ (1.02 g, 0.0039 mol), and Cs₂CO₃ (25.48 g, 0.078 mol) were added to the mixture, followed by stirring at 60 °C for 18 hours. The resulting crude reaction mixture was then evaporated, and the residue was purified by silica gel column chromatography to give 17.8 g of compound 23 (yield: 81%).

[0585] Synthesis Example 5 (Synthesis of Compound 24)

[0586]

[0587] Except that compound 24-1 (2,5,8-triiodobenzo[1,2-b:3,4-b':5,6-b”]trifuran (CAS No.: 2187370-87-0)) was used instead of intermediate 23-2, 16.9 g of compound 24 was obtained in substantially the same manner as in the synthesis of compound 23 (yield: 80%).

[0588] The proton nuclear magnetic resonance spectra of the compounds synthesized according to Synthetic Examples 1 to 5 ( 1 HNMR), carbon-13 nuclear magnetic resonance spectroscopy ( 13 The C10 NMR and liquid chromatography-mass spectrometry (LC-MS) methods are shown in Table 1. By referring to the above synthetic routes and source materials, those skilled in the art can readily recognize methods for synthesizing other compounds besides those shown in Table 1.

[0589] Table 1

[0590]

[0591]

[0592] Evaluation Example 1

[0593] The HOMO level, LUMO level, hole mobility, electron mobility and glass transition temperature of each of the compounds synthesized in Synthetic Examples 1 to 5 were measured using the methods shown in Table 2, and the results are shown in Table 3.

[0594] Table 2

[0595]

[0596]

[0597] Table 3

[0598]

[0599] Example 1

[0600] As the anode, it will have a 15Ω / cm formed thereon. 2 The ITO glass substrate (a product of Corning Inc.) is cut to a size of 50mm × 50mm × 0.7mm, ultrasonically treated with isopropyl alcohol and then with pure water for 5 minutes each, cleaned by ultraviolet irradiation and exposure to ozone for 30 minutes, and then installed on a vacuum deposition equipment.

[0601] Compound 2 and compound HT3 were vacuum deposited on the anode at a weight ratio of 3:97 to form a compound with... A hole injection layer of thickness. Compound HT40 is vacuum-deposited on the hole injection layer to form a layer with... A hole transport layer of a certain thickness.

[0602] Compounds H129, H130, and D1 were vacuum-deposited on the hole transport layer at a weight ratio of 45:45:10 to form a structure with... The thickness of the emission layer.

[0603] Compound ET37 was vacuum deposited on the emitter layer to form a structure with... A buffer layer of a certain thickness. Compounds ET46 and Liq are vacuum-deposited on the buffer layer in a 5:5 weight ratio to form a layer with… An electron transport layer of a certain thickness is formed. Yb is vacuum deposited on the electron transport layer to form a layer with... An electron-injected layer of a certain thickness was formed, and Ag and Mg were vacuum-deposited on the electron-injected layer in a 5:5 weight ratio to form a layer with... A cathode of a certain thickness is used to complete the fabrication of the light-emitting device.

[0604]

[0605] Examples 2 through 5 and Comparative Examples 1 through 4

[0606] Except that each of them uses the compounds shown in Table 4 instead of compound 2 in forming the hole injection layer, the light-emitting devices are fabricated in substantially the same manner as in Example 1.

[0607] Evaluation Example 2

[0608] To evaluate the characteristics of each of the light-emitting devices manufactured according to Examples 1 to 5 and Comparative Examples 1 to 4, their performance at 10 mA / cm² was measured. 2 The drive voltage, current efficiency, and lifetime at the given current density were measured, and the results are shown in Table 4. The drive voltage was measured in V using a source meter (Keithley Instrument Inc., 2400 series). The current efficiency was measured in cd / A using a CS-2000 luminance meter (KonicaMinolta Inc.). The lifetime was measured as the time (hr) taken for the luminance to reach 95% of its initial luminance. Drive voltage, current efficiency, and lifetime are expressed as relative values ​​to Comparative Example 1.

[0609] Table 4

[0610]

[0611]

[0612]

[0613] Referring to Table 4, it is confirmed that the light-emitting devices according to Examples 1 to 5 all have lower driving voltage, higher current efficiency, and / or longer lifespan than the light-emitting devices according to Comparative Examples 1 to 4.

[0614] According to one or more embodiments, the organic compound may include a first portion represented by Formula 1 and not a condensed ring and a second portion represented by Formula 2 and not a condensed ring, wherein each carbon atom adjacent to a nitrogen atom in the nitrogen-containing five-membered ring included in each of the first and second portions may have a double bond. Therefore, the organic compound may have HOMO and LUMO energy levels suitable for use as a hole transport material, may have high hole mobility, and may simultaneously (e.g., concurrently) have high glass transition temperatures. For example, the organic compound may have excellent or suitable hole transport properties as well as thermal and morphological stability.

[0615] For example, the synthetic examples provided in this disclosure illustrate step-by-step (e.g., action-by-action or task-by-task) steps for generating various organic compounds, which are indispensable for the development of high-performance light-emitting devices. Each synthetic example outlines the specific reactants, conditions, and methods used to obtain the desired intermediates and final compounds. These detailed steps ensure reproducibility and provide a clear understanding of the chemical processes involved. These synthetic examples demonstrate the practical feasibility of manufacturing the organic compounds described in the disclosure. They provide a basis for further evaluation of the properties of the compounds, such as HOMO and LUMO energy levels, hole mobility and electron mobility, and glass transition temperature, which are critical, for example, for their application in light-emitting devices. By including specific examples and detailed steps, the disclosure ensures that the inventive concept is well supported and clearly communicated.

[0616] In this disclosure, it will be understood that the terms “comprising,” “including,” or “having,” or variations thereof indicate the presence of the stated features, integrals, steps, operations, elements, and / or components, but do not preclude the presence or addition of one or more other features, integrals, steps, operations, elements, components, and / or groups thereof. Furthermore, the terms “comprising,” “including,” “having,” or variations thereof, or other similar terms include or support the terms “consisting of,” and “substantially consisting of,” which indicate the presence of the stated features, integrals, steps, operations, elements, and / or components, but the absence or substantial absence of other features, integrals, steps, operations, elements, components, and / or groups thereof.

[0617] In the context of this application, unless otherwise defined, the term “use” and its variations may be considered synonymous with the term “utilize” and its variations, respectively.

[0618] Throughout this disclosure, when references are made to a component (such as a layer, film, region, or plate) being placed "on" another component, it will be understood that the component may be directly on the other component, or the other component may be positioned between the two components. In some embodiments, "directly on" can mean that there is no additional layer, film, region, plate, etc. between the layer, film, region, plate, etc. and another part (component). For example, "directly on" can mean that two layers or two components are disposed therewith without the use of additional members (such as adhesive members) therebetween.

[0619] In this disclosure, although the terms “first,” “second,” etc., may be used to describe one or more elements, components, regions, and / or layers, these elements, components, regions, and / or layers should not be limited by these terms. These terms are used only to distinguish one component from another.

[0620] As used herein, unless the context clearly indicates otherwise, the singular forms “a,” “an,” and “the” are also intended to include the plural forms. Furthermore, when describing embodiments of this disclosure, the use of “may” refers to “one or more embodiments of this disclosure.”

[0621] As used herein, the terms “substantially,” “about,” or similar terms are used as approximations rather than terms of degree and are intended to account for the inherent biases of measured or calculated values ​​that will be recognized by one of ordinary skill in the art. “About” as used herein includes the stated value and means: within an acceptable range of deviation for the particular value, taking into account the measurement in question and the errors associated with the measurement of the particular quantity (i.e., limitations of the measurement system), as determined by one of ordinary skill in the art. For example, “about” may mean within one or more standard deviations, or within ±30%, ±20%, ±10%, or ±5% of the stated value.

[0622] Any numerical range listed herein is intended to include all subranges with the same numerical precision contained within the listed range. For example, the range “1.0 to 10.0” is intended to include all subranges between the listed minimum value 1.0 and the listed maximum value 10.0 (inclusive), that is, a minimum value equal to or greater than 1.0 and a maximum value equal to or less than 10.0, such as 2.4 to 7.6. Any maximum numerical limit listed herein is intended to include all lower numerical limits contained therein, and any minimum numerical limit listed in this disclosure is intended to include all higher numerical limits contained therein. Therefore, the applicant reserves the right to amend the disclosure (including the claims) to expressly list any subranges contained within the range expressly listed herein.

[0623] The light-emitting device, light-emitting apparatus, display device, electronic device, electronic device, its manufacturing equipment, or any other related device or component according to embodiments of the present disclosure described herein can be implemented using any suitable hardware, firmware (e.g., application-specific integrated circuit), software, or a combination of software, firmware, and hardware. For example, various components of the device can be formed on an integrated circuit (IC) chip or a discrete IC chip. Furthermore, various components of the device can be implemented on a flexible printed circuit film, tape-on-a-carrier package (TCP), printed circuit board (PCB), or formed on a substrate. Additionally, various components of the device can be processes or threads running on one or more processors in one or more computing devices, executing computer program instructions, and interacting with other system components to perform the various functions described herein. The computer program instructions are stored in a memory that can be implemented in a computing device using standard memory devices, such as random access memory (RAM). The computer program instructions can also be stored in other non-transitory computer-readable media, such as CD-ROMs, flash drives, etc. Furthermore, those skilled in the art will recognize that, without departing from the scope of the embodiments of this disclosure, the functions of various computing devices may be combined or integrated into a single computing device, or the functions of a particular computing device may be distributed among one or more other computing devices.

[0624] 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 within each embodiment should generally be considered as applicable to other similar features or aspects in one or more embodiments. Although one or more embodiments have been described with reference to the accompanying drawings, it will be understood by those skilled in the art that one or more suitable changes in form and detail may be made without departing from the spirit and scope defined by the appended claims and their equivalents.

Claims

1. A light-emitting device, the light-emitting device comprising: First electrode; The second electrode is opposite to the first electrode; as well as An intermediate layer, located between the first electrode and the second electrode, includes an emission layer. The intermediate layer comprises an organic compound, which includes a first part represented by Formula 1 and a second part represented by Formula 2: Formula 1 Formula 2 Among them, in Equations 1 and 2, Depend on The indicated part is a single bond or a double bond. X 11 X 12 X 21 and X 22 Each is independently O or S. Y 11 For C, C(R) 13 ) or N, Z 11 For C(R) 14 ), N, N(R) 14 ), O or S, Y 21 For C, C(R) 23 ) or N, Z 21 For C(R) 24 ), N, N(R) 24 ), O or S, R 11 To R 14 and R 21 To R 24 Each group is independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R. 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkyne group, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted, or substituted with at least one R 10a C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic groups, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), R 11 Or R 12 It is the connection bit with the second part. R 21 Or R 22 It is the connection bit with the first part, and R 10a for: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro; All are unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 heteroarylalkyl, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 C1-C or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy; All are unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 heteroarylalkyl, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 C3-C or any combination thereof 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 heteroarylalkyl; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Among them, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each is independently: Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, or nitro; or None of them are substituted or are substituted with deuterium, -F, cyano, or C1-C. 60 Alkyl, C1-C 60 C1-C of alkoxy, phenyl, biphenyl, or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

2. The light-emitting device according to claim 1, wherein, The intermediate layer includes a hole transport region between the first electrode and the emitter layer, and The hole transport region includes the organic compound.

3. The light-emitting device according to claim 2, wherein, The hole transport region includes a hole injection layer and a hole transport layer between the hole injection layer and the emission layer, and The hole injection layer includes the organic compound.

4. The light-emitting device according to claim 3, wherein, The hole injection layer is in contact with the first electrode.

5. The light-emitting device according to claim 1, wherein, The emitting layer includes a phosphorescent dopant containing a transition metal.

6. The light-emitting device according to claim 1, wherein, The emitting layer emits blue light.

7. An electronic device, the electronic device comprising: Light-emitting devices; as well as Thin-film transistor, electrically connected to the light-emitting device, The light-emitting device includes: a first electrode; a second electrode opposite to the first electrode; and an intermediate layer between the first electrode and the second electrode, including an emitting layer. The intermediate layer comprises an organic compound, which includes a first part represented by Formula 1 and a second part represented by Formula 2: Formula 1 Formula 2 Among them, in Equations 1 and 2, Depend on The indicated part is a single bond or a double bond. X 11 X 12 X 21 and X 22 Each is independently O or S. Y 11 For C, C(R) 13 ) or N, Z 11 For C(R) 14 ), N, N(R) 14 ), O or S, Y 21 For C, C(R) 23 ) or N, Z 21 For C(R) 24 ), N, N(R) 24 ), O or S, R 11 To R 14 and R 21 To R 24 Each group is independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R. 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkyne group, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted, or substituted with at least one R 10a C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic groups, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), R 11 Or R 12 It is the connection bit with the second part. R 21 Or R 22 It is the connection bit with the first part, and R 10a for: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro; All are unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 heteroarylalkyl, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 C1-C or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy; All are unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 heteroarylalkyl, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 C3-C or any combination thereof 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 heteroarylalkyl; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Among them, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each is independently: Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, or nitro; or None of them are substituted or are substituted with deuterium, -F, cyano, or C1-C. 60 Alkyl, C1-C 60 C1-C of alkoxy, phenyl, biphenyl, or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

8. An electronic device comprising the electronic device according to claim 7, wherein, The electronic device is at least one of the following: flat panel display, curved display, computer monitor, medical monitor, television, billboard, indoor light, outdoor light, signal light, head-up display, fully transparent display, partially transparent display, flexible display, rollable display, foldable display, stretchable display, laser printer, telephone, mobile phone, tablet computer, phablet, personal digital assistant, wearable device, laptop computer, digital camera, camcorder, viewfinder, microdisplay, 3D display, virtual reality display, augmented reality display, vehicle, video wall comprising multiple displays spliced ​​together, theater screen, stadium screen, phototherapy equipment, and signage.

9. An organic compound, said organic compound comprising: The first part is represented by Equation 1; as well as The second part is represented by Equation 2: Formula 1 Formula 2 Among them, in Equations 1 and 2, Depend on The indicated part is a single bond or a double bond. X 11 X 12 X 21 and X 22 Each is independently O or S. Y 11 For C, C(R) 13 ) or N, Z 11 For C(R) 14 ), N, N(R) 14 ), O or S, Y 21 For C, C(R) 23 ) or N, Z 21 For C(R) 24 ), N, N(R) 24 ), O or S, R 11 To R 14 and R 21 To R 24 Each group is independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted or substituted with at least one R. 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkyne group, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted, or substituted with at least one R 10a C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic groups, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), R 11 Or R 12 It is the connection bit with the second part. R 21 Or R 22 It is the connection bit with the first part, and R 10a for: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro; All are unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 heteroarylalkyl, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 C1-C or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy; All are unsubstituted or substituted with deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl, C2-C 60 heteroarylalkyl, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 C3-C or any combination thereof 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 Aryloxy group, C6-C 60 Arylthio, C7-C 60 Arylalkyl or C2-C 60 heteroarylalkyl; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 )(Q 32 ), and Among them, Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each is independently: Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, or nitro; or None of them are substituted or are substituted with deuterium, -F, cyano, or C1-C. 60 Alkyl, C1-C 60 C1-C of alkoxy, phenyl, biphenyl, or any combination thereof 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl group, C1-C 60 Alkoxy, C3-C 60 Carbocyclic or C1-C 60 Heterocyclic group.

10. The organic compound according to claim 9, wherein, Each of the first and second portions does not include a condensation ring.

11. The organic compound according to claim 9, wherein, The first part and the second part are identical to each other.

12. The organic compound according to claim 9, wherein, At least one of the first portion and the second portion includes at least one of deuterium, -F and cyano.

13. The organic compound according to claim 9, wherein, Both the first part and the second part are independently represented by any one of formulas M1 to M63: In equations M1 to M63 R1 and about R 11 and R 21 The same as defined R2 and about R 12 and R 22 The same as defined R3 and about R 13 and R 23 The same as defined R4 and about R 14 and R 24 The same as defined, and * indicates a bonding site with an adjacent atom.

14. The organic compound according to claim 9, wherein, The organic compound also includes a third part for connecting the first part and the second part to each other.

15. The organic compound according to claim 14, wherein, The third part is *-(L1) n1 -*'、*-(L1) n2 =(L2) n3 -*' or *-C(R1)=(L1) n4 =C(R2)-*', L1 and L2 are both independently unsubstituted or substituted with at least one R. 10b C3-C 60 The carbocyclic group is either unsubstituted or substituted with at least one R. 10b C1-C 60 Heterocyclic group, n1 to n4 are all independent integers from 0 to 5. * indicates the binding bit with the first part. *' indicates the binding bit with the second part. R1 and R2 are both independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkyne group, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted, or substituted with at least one R 10a C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic groups, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), R 10a Q1 to Q3 are all the same as those defined in Equations 1 and 2, and R 10b Regarding R 10a The definitions are the same.

16. The organic compound according to claim 15, wherein, L1 and L2 are both independently unsubstituted or substituted with at least one R. 10b C6-C 60 arylene or unsubstituted or substituted with at least one R 10b C1-C 60 Hybrid aryl.

17. The organic compound according to claim 15, wherein, Both L1 and L2 are independently condensed cyclic groups fused together with cyclopentenyl, cyclopentadienyl, cyclohexene, cyclohexadienyl, cyclooctatetraenyl, phenyl, naphthyl, anthracene, phenanthrene, perylene, phenaene, pyrene, tetraphenyl, benzo[9,10]phenanthrene, pyridine, pyrimidine, triazine, pyrrole, imidazole, thiazole, oxazole, furan, thiophene, carbazole, dibenzofuran, dibenzothiophene, pyridoquinazine, dihydropyridine, dihydropyrazine, or any combination thereof.

18. The organic compound according to claim 15, wherein, R 10b Including groups represented by Formula 3: Formula 3 and In Equation 3, Depend on The indicated part is a single bond or a double bond. X 31 and X 32 Each can be independently O or S. Y 31 It can be C, C(R) 33 ) or N, Z 31 It can be C(R) 34 ), N, N(R) 34 ), O or S, R 31 To R 34 Each group can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a C1-C 60 Alkyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkenyl, unsubstituted or substituted with at least one R 10a C2-C 60 Alkyne group, unsubstituted or substituted with at least one R 10a C1-C 60 Alkyl, unsubstituted, or substituted with at least one R 10a C3-C 60 Carbocyclic group, unsubstituted or substituted with at least one R 10a C1-C 60 Heterocyclic groups, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), R 31 Or R 32 It is the bonding site with adjacent atoms, and R 10a Q1 to Q3 are the same as those defined in Equations 1 and 2.

19. The organic compound according to claim 15, wherein, n1 is 0, 1, 2, or 3. n2 is 1 or 2. n3 is 1 or 2, and n4 is 1 or 2.

20. The organic compound according to claim 9, wherein, The organic compound is selected from any one of compounds 1 to 39:

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