Light-emitting device including condensed ring compound and electronic device including the same

Abstract

Provided are a light-emitting device including a fused ring compound represented by Formula 1 and an electronic device including the light-emitting device. The light-emitting device includes: a first electrode; a second electrode facing the first electrode; and a sandwich layer between the first electrode and the second electrode and including an emission layer, wherein the light-emitting device further includes a capping layer outside the second electrode, the capping layer has a refractive index equal to or greater than 1.6, and the emission layer includes at least one fused ring compound represented by Formula 1. Formula 1

Description

Technical Field

[0001] One or more embodiments of this disclosure relate to a light-emitting device comprising a fused ring compound and an electronic device comprising the light-emitting device. Background Technology

[0002] Organic light-emitting devices (OLEDs) are self-emitting devices that offer wide viewing angles, high contrast, short response times, and superior performance in brightness, driving voltage, and response speed compared to other devices in related technologies.

[0003] Each OLED may include a first electrode on a substrate and a hole transport region, an emitter layer, an electron transport region, and a second electrode sequentially stacked on the first electrode. Holes supplied from the first electrode can move towards the emitter layer through the hole transport region, and electrons supplied from the second electrode can move towards the emitter layer through the electron transport region. Charge carriers (such as holes and electrons) recombine in the emitter layer to generate excitons. These excitons transition (or relax) from excited states to the ground state, thereby generating light. Summary of the Invention

[0004] One or more embodiments of this disclosure include a light-emitting device comprising a fused ring compound and an electronic device comprising the light-emitting device.

[0005] Further aspects of the implementation will be set forth in part in the description which follows, and will be apparent in part from the description, or may be learned by practicing the implementations presented in this disclosure.

[0006] According to one or more embodiments, the light-emitting device includes a first electrode.

[0007] The second electrode facing the first electrode, and

[0008] An interlayer between the first and second electrodes, the interlayer comprising an emission layer,

[0009] The interlayer further includes a hole transport region between the first electrode and the emitter layer.

[0010] The hole transport region includes the compound represented by Formula 201, the compound represented by Formula 202, or any combination thereof, and

[0011] The emitter layer comprises at least one fused-ring compound represented by Formula 1:

[0012]

[0013]

[0014] In Equation 1,

[0015] Rings A1 to A4 are each independently C5-C 30 Carbocyclic groups or C2-C 30 Heterocyclic groups,

[0016] X1 is O, S, Se, or N(R) 1a ),

[0017] X2 is O, S, Se, or N(R) 2a ),

[0018] X3 is O, S, Se, or N(R) 3a ),

[0019] X4 is O, S, Se, or N(R) 4a ),

[0020] X5 is O, S, Se, or N(R) 5a ),

[0021] Y1 is B, P (=O) or P (=S),

[0022] Y2 is B, P (=O) or P (=S),

[0023] R1 to R4 and R 1a To R 5a Each of the following groups is independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or modified by at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 Alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy, unsubstituted, or with at least one R 10a Replacement C6-C 60 Arylthiols, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2),

[0024] d1 to d4 are each an independent integer selected from 0 to 20, and

[0025] Selected from R1 to R4 and R 1a To R 5a Two or more groups in the [organism] are optionally linked together (e.g., bonded together) to form an unsubstituted or [organism] with at least one R [group]. 10a Replacement C5-C 30 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C2-C 30 Heterocyclic groups,

[0026] In Equations 201 and 202,

[0027] L 201 To L 204 Each independently is either unsubstituted or by at least one R 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0028] L 205 For *-O-*', *-S-*', *-N(Q) 201 )-*', unsubstituted or by at least one R 10a Replacement C1-C 20 Alkylene, unsubstituted, or with at least one R 10a Replacement C2-C 20 alkenyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups, where * and *' each refer to the binding site with adjacent atoms.

[0029] xa1 to xa4 are each an independent integer selected from 0 to 5.

[0030] xa5 is an integer selected from 1 to 10.

[0031] R 201 To R 204 and Q 201 Each independently is either unsubstituted or by at least one R 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0032] R201 and R 202 Optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked (e.g., bonded) to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C8-C 60 Polycyclic groups,

[0033] R 203 and R 204 Optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked (e.g., bonded) to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C8-C 60 Polycyclic groups,

[0034] na1 is an integer selected from 1 to 4.

[0035] R 10a for:

[0036] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro;

[0037] Each of the following C1-C that was not replaced or was replaced by: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthioyl, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 ) or any combination thereof;

[0038] Each of the following C3-Cs was not replaced or was replaced by the others 60Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy or C6-C 60 Aryl thiols: 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 groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthioyl, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or any combination thereof; or

[0039] -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

[0040] Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each of the following is 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 each group is unsubstituted or substituted with deuterium, -F, cyano, C1-C. 60 Alkyl, C1-C 60C3-C substituted with alkoxy, phenyl, biphenyl or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

[0041] According to one or more embodiments, the light-emitting device includes a first electrode, a second electrode facing the first electrode, and a sandwich layer including an emitting layer between the first electrode and the second electrode.

[0042] The light-emitting device further includes a capping layer outside the second electrode, the capping layer having a refractive index equal to or greater than 1.6, and

[0043] The emitter layer includes at least one fused ring compound represented by Formula 1.

[0044] According to one or more embodiments, in addition to the light-emitting device, the electronic device includes a thin-film transistor, wherein the thin-film transistor includes a source electrode and a drain electrode, and a first electrode of the light-emitting device is electrically connected to the source electrode or drain electrode of the thin-film transistor. Attached Figure Description

[0045] The above and other aspects and features of certain embodiments of this disclosure will become more apparent from the following description taken in conjunction with the accompanying drawings, in which:

[0046] Figure 1 This is a schematic cross-sectional view of the light-emitting device according to an embodiment;

[0047] Figure 2 This is a schematic cross-sectional view of a light-emitting device according to another embodiment; and

[0048] Figure 3 This is a schematic cross-sectional view of a light-emitting device according to another embodiment. Detailed Implementation

[0049] Reference will now be made in detail to embodiments of this disclosure, examples of which are shown in the accompanying drawings, wherein the same reference numerals refer to the same elements throughout. In this regard, embodiments may take different forms and should not be construed as limited to the description set forth herein. Therefore, embodiments are described below with reference to the drawings only to explain aspects of the embodiments described herein. As used herein, the term “and / or” includes any and all combinations of one or more of the associated listed items. Throughout this disclosure, the expression “at least one of a, b, and c” may indicate only a, only b, only c, both a and b, both a and c, both b and c, all of a, b, and c, or variations thereof.

[0050] Embodiments of this disclosure provide fused-ring compounds represented by Formula 1:

[0051]

[0052] In Equation 1,

[0053] Rings A1 to A4 can each be independently C5-C 30 Carbocyclic groups or C2-C 30 Heterocyclic groups.

[0054] In embodiments, rings A1 to A4 may each be independently phenyl, naphthyl, anthraceneyl, phenanthrene, triphenylene, pyrene, 1,2-benzophenanthrene, cyclopentadienyl, 1,2,3,4-tetrahydronaphthyl, thiophene, furanyl, indole, benzoboranecyclopentadienyl, benzophoscyclopentadienyl, indene, benzothiophene, benzogermaniumcyclopentadienyl, benzothiophene, benzoselenyl, benzofuranyl, carbazole, or dibenzoboranecyclopentadienyl. dibenzothiocyclopentadienyl, fluorenyl, dibenzothiophene, dibenzogermanium heterocyclopentadienyl, dibenzothiophene, dibenzoselenyl, dibenzofuranyl, dibenzothiophene 5-oxide, 9H-fluoren-9-one, dibenzothiophene 5,5-dioxide, azaindolyl, azabenzoborone heterocyclopentadienyl, azabenzothiocyclopentadienyl, azaindenyl, azabenzothiophene, azabenzogermanium heterocyclopentadienyl, azabenzothiophene Fernyl, azidobenzylene, azidobenzuranyl, azidocarbazolyl, azidodibenzoboronecyclopentadienyl, azidodibenzophosphacyclopentadienyl, azidofluorenyl, azidodibenzothiophene, azidodibenzogermanonecyclopentadienyl, azidodibenzothiophene, azidodibenzobenzylene, azidodibenzothiophene 5-oxide, azido-9H-fluoren-9-one, azidodibenzothiophene 5,5-dioxide, pyridyl Pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, phenanthrolineyl, pyrroleyl, pyrazolyl, imidazoleyl, triazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiazolyl, benzopyrazolyl, benzimidazolyl, benzooxazolyl, benzothiazolyl, benzooxadiazolyl, benzothiazolyl, 5,6,7,8-tetrahydroisoquinolinyl or 5,6,7,8-tetrahydroquinolinyl.

[0055] In one or more embodiments, rings A1 to A4 may each be independently phenyl, naphthyl, carbazolyl, fluorenyl, dibenzothiophene, or dibenzofuranyl.

[0056] In Equation 1, X1 can be O, S, Se, or N(R) 1a ),

[0057] X2 can be O, S, Se, or N(R) 2a ),

[0058] X3 can be O, S, Se, or N(R) 3a ),

[0059] X4 can be O, S, Se, or N(R) 4a ),and

[0060] X5 can be O, S, Se, or N(R) 5a ).

[0061] In the embodiments, the fused ring compound may satisfy any one of conditions 1a to 4a:

[0062] Condition 1a

[0063] X1 is N(R) 1a )

[0064] Condition 2a

[0065] X2 is N(R) 2a )

[0066] Condition 3a

[0067] X3 is N(R) 3a )

[0068] Condition 4a

[0069] X4 is N(R) 4a ).

[0070] In one or more embodiments,

[0071] (i)X1 can be N(R) 1a X2 can be N(R) 2a X3 can be N(R) 3a ), and X4 can be N(R) 4a (ii) X1 can be 0, X2 can be N(R) 2a X3 can be N(R) 3a ), and X4 can be N(R) 4a (iii) X1 can be N(R) 1a X2 can be N(R) 2a X3 can be N(R) 3a (iv) X1 can be 0, X2 can be 0, and X3 can be N(R). 3a ), and X4 can be N(R) 4a (v)X1 can be N(R) 1a X2 can be N(R) 2a (vi) X1 can be 0, and X2 can be N(R). 2a X3 can be N(R) 3a ), and X4 can be 0; or (vii) X1 can be 0, X2 can be 0, and X3 can be N(R) 3a), and X4 can be O.

[0072] In Equation 1, Y1 can be B, P (=O), or P (=S), and

[0073] Y2 can be B, P (=O), or P (=S).

[0074] In the implementation, each of Y1 and Y2 can be B.

[0075] R1 to R4 and R 1a To R 5a Each can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 Alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy group, unsubstituted or with at least one R 10a Replacement C6-C 60 Arylthio, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2).

[0076] d1 to d4 can each be an integer selected from 0 to 20 independently.

[0077] R1 to R4 and R 1a To R 5a Two or more groups may optionally be linked together (e.g., combined) to form an unsubstituted or R-type compound. 10a Replacement C5-C 30 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C2-C 30 Heterocyclic groups.

[0078] R 10a Possible forms:

[0079] Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro;

[0080] Each of the following C1-C that was not replaced or was replaced by: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthioyl, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 ) or any combination thereof;

[0081] Each of the following C3-Cs was not replaced or was replaced by the others 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy or C6-C 60 Aryl thiols: 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 groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthioyl, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q)22 ) or any combination thereof; or

[0082] -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

[0083] Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each can be independently represented as: 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 each group is unsubstituted or substituted with deuterium, -F, cyano, C1-C. 60 Alkyl, C1-C 60 C3-C substituted with alkoxy, phenyl, biphenyl, or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

[0084] In the implementation method, R1 to R4, R 1a To R 5a and R 1b To R 5b Each can be selected independently:

[0085] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl and C1-C 20 Alkoxy;

[0086] Each is selected from at least one of the following C1-C substituted. 20 Alkyl and C1-C 20 Alkyl groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 10Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, and pyrimidinyl;

[0087] Each of the following is substituted with at least one of the following: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrolyl, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinolinyl, carbazole, phenanthrylolyl, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzoxazole alkyl, benzoisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl and azadibenzothiophenyl: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrole, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindole, indole, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinolinyl, carbazole, phenanthryl Polylyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzisothiazolyl, benzoxazolyl, benzisothiazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, azacarbazoleyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl, azadibenzothiophenyl, -Si(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q)32 -B(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)2(Q) 31 ) and -P(=O)(Q 31 (Q) 32 );as well as

[0088] -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) and -P(=O)(Q1)(Q2), and

[0089] Q1 to Q3 and Q 31 To Q 33 Each can be selected independently:

[0090] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H and -CD2CDH2; and

[0091] Each of the following is either unsubstituted or substituted with at least one of the following: n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyrazinyl, and triazinyl: deuterium, C1-C 10 Alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, and triazinyl.

[0092] In one or more embodiments, R1 to R4 and R 1a To R 5a Each can be selected independently:

[0093] Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl and C1-C 20 Alkoxy;

[0094] Each is selected from at least one of the following C1-C substituted. 20 Alkyl and C1-C 20 Alkyl groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 10Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, and pyrimidinyl;

[0095] Each of the following is substituted with at least one of the following: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrolyl, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinolinyl, carbazole, phenanthrylolyl, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzoxazole alkyl, benzoisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl and azadibenzothiophenyl: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrole, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindole, indole, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinolinyl, carbazole, phenanthryl Polylyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzisothiazolyl, benzoxazolyl, benzisothiazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, azacarbazoleyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl, azadibenzothiophenyl, -Si(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q)32 -B(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)2(Q) 31 ) and -P(=O)(Q 31 (Q) 32 );as well as

[0096] -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) and -P(=O)(Q1)(Q2), and

[0097] Q1 to Q3 and Q 31 To Q 33 Each can be selected independently:

[0098] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H and -CD2CDH2; and

[0099] Each of the following is either unsubstituted or substituted with at least one of the following: n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyrazinyl, and triazinyl: deuterium, C1-C 10 Alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, and triazinyl.

[0100] In the implementation, at least one of R1 to R4 can be -N(Q1)(Q2).

[0101] Q1 and Q2 can be independently selected from: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidine; hydrazine; hydrazone; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkyne group; C1-C 60 Alkoxy group; C3-C 10 cycloalkyl; C1-C 10 Heterocyclic alkyl; C3-C 10 Cycloalkenyl; C1-C 10 Heterocyclic alkenyl; C6-C 60 Aryl; C1-C 60Heteroaryl; monovalent non-aromatic fused polycyclic group; monovalent non-aromatic fused heterocyclic group; C1-C substituted with at least one of deuterium, -F and cyano. 60 Alkyl group; C6-C substituted with at least one group selected from deuterium, -F and cyano. 60 Aryl; biphenyl; and terphenyl,

[0102] Adjacent Q1 and Q2 may optionally be connected to each other (e.g., combined) to form an unsubstituted or R-shaped structure. 20a Replacement C2-C 30 Heterocyclic groups, and

[0103] R 20a Can be combined with R 10a The descriptions are the same.

[0104] In the embodiments, the fused-ring compound represented by Formula 1 can be represented by Formula 1-1:

[0105]

[0106] In Equation 1-1,

[0107] X1 to X5, Y1, Y2 and R1 to R4 may each be the same as described herein, d1 and d2 may each be an integer selected from 1 to 3, and d3 and d4 may each be an integer selected from 1 to 4.

[0108] In the embodiments, the fused-ring compound represented by Formula 1 can satisfy any one of conditions 1 to 4:

[0109] Condition 1

[0110] X3 is N(R) 3a ),as well as

[0111] R2 and R 3a Connected to each other (e.g., combined) to form an unsubstituted or R-shaped compound. 30a Replacement C2-C 30 heterocyclic groups

[0112] Condition 2

[0113] X3 is N(R) 3a ),as well as

[0114] R3 and R 3a Connected to each other (e.g., combined) to form an unsubstituted or R-shaped compound. 30a Replacement C2-C 30 heterocyclic groups

[0115] Condition 3

[0116] X4 is N(R)4a ),as well as

[0117] R1 and R 4a Connected to each other (e.g., combined) to form an unsubstituted or R-shaped compound. 30a Replacement C2-C 30 heterocyclic groups

[0118] Condition 4

[0119] X4 is N(R) 4a ),as well as

[0120] R4 and R 4a Connected to each other (e.g., combined) to form an unsubstituted or R-shaped compound. 30a Replacement C2-C 30 Heterocyclic groups.

[0121] Here, R 30a Can be combined with R 10a The descriptions are the same.

[0122] In the implementation, X3 can be N(R) 3a ),

[0123] Where R2 and R 3a They can be connected (e.g., combined) to form unsubstituted or by at least one R 30a Replacement C2-C 30 Heterocyclic groups, and

[0124] X4 can be N(R) 4a ),

[0125] Where R1 and R 4a They can be connected (e.g., combined) to form unsubstituted or by at least one R 30a Replacement C2-C 30 Heterocyclic groups.

[0126] In one or more embodiments, X3 may be N(R) 3a ),

[0127] Among them, R3 and R 3a They can be connected (e.g., combined) to form unsubstituted or by at least one R 30a Replacement C2-C 30 Heterocyclic groups, and

[0128] X4 can be N(R) 4a ),

[0129] Among them, R4 and R 4a They can be connected (e.g., combined) to form unsubstituted or by at least one R 30aReplacement C2-C 30 Heterocyclic groups.

[0130] In embodiments, the fused-ring compound represented by Formula 1 may be represented by one of Formulas 2-1 to 2-8:

[0131]

[0132]

[0133] In equations 2-1 to 2-8,

[0134] Z1 can be a single bond, O, S, Se, or N(R). 11a ), B, P (=O) or P (=S),

[0135] Z2 can be a single bond, O, S, Se, or N(R). 12a ), B, P (=O) or P (=S),

[0136] Z3 can be a single bond, O, S, Se, or N(R). 13a ), B, P (=O) or P (=S),

[0137] Z4 can be a single bond, O, S, Se, or N(R) 14a ), B, P (=O) or P (=S), and

[0138] X1 to X5, Y1, Y2, R1 to R4, and d1 to d4 may each be identical to those described elsewhere in this document (or, R...). 11a To R 14a Each can be combined with R 1a The descriptions are the same, and R 11 To R 14 Each can be combined with R 10a The descriptions are the same. In Equation 2-3, d2 can be 1 or 2; in Equation 2-4, d3 can be an integer selected from 1 to 3; in Equation 2-5, d4 can be an integer selected from 1 to 3; in Equation 2-6, d1 can be 1 or 2; in Equation 2-7, d3 and d4 can each be independently an integer selected from 1 to 3; and in Equation 2-8, d1 and d2 can each be independently 1 or 2.

[0139] In the implementation, each of Z1 to Z4 can be a single bond.

[0140] In the implementation, R1, R2, R3 and R4 may not all be hydrogen;

[0141] R1 can be hydrogen, and at least one of R2, R3 and R4 can be non-hydrogen;

[0142] R2 can be hydrogen, and at least one of R1, R3 and R4 can be non-hydrogen;

[0143] R3 can be hydrogen, and at least one of R1, R2, and R4 can be non-hydrogen; or

[0144] R4 can be hydrogen, and at least one of R1, R2, and R3 can be non-hydrogen.

[0145] In one or more embodiments, R1, R2, R3, and R4 may not all be hydrogen;

[0146] R3 can be hydrogen, while R1, R2, and R4 can all be non-hydrogen.

[0147] R4 can be hydrogen, while R1, R2, and R3 can all be non-hydrogen.

[0148] Each of R1 and R2 can be hydrogen, and neither R3 nor R4 can be hydrogen; or

[0149] Each of R3 and R4 can be hydrogen, and neither R1 nor R2 can be hydrogen.

[0150] In the implementation, each of d1 to d4 can be 1.

[0151] In an embodiment, the fused-ring compound represented by Formula 1 can be represented by Formula 3-1:

[0152]

[0153] In Equation 3-1, X1 to X5, Y1, Y2, and R1 to R4 can each be the same as those described elsewhere in this document.

[0154] In one or more embodiments, the fused-ring compound represented by Formula 1 may be represented by one of Formulas 3-1 to 3-8:

[0155]

[0156]

[0157] X1 to X5, Y1, Y2 and R1 to R4 in Equations 3-1 to 3-8 may each be the same as those described elsewhere in this document.

[0158] In embodiments, the fused-ring compound may be selected from compounds 1 to 30, but embodiments of this disclosure are not limited thereto:

[0159]

[0160]

[0161]

[0162] Fused ring compounds represented by Formula 1 may have a broad plate-like structure including two boron atoms and a structure including a pentagonal ring (five-membered ring) at the center of the core of the fused ring compound represented by Formula 1.

[0163] Because the fused-ring compound represented by Formula 1 has such a broad plate-like structure including two boron atoms, multiple resonances can be further activated by this broad plate-like structure with fused rings (e.g., multiple resonance structures of the fused-ring compound are available), allowing for expanded electron delocalization and increased polarizability in the molecule (the fused-ring compound represented by Formula 1), thereby further increasing the f-value of the fused-ring compound represented by Formula 1. In this regard, the fused-ring compound represented by Formula 1 can be used as a highly efficient material for delayed fluorescence. Furthermore, the backbone includes substituents fused to heterocycles, thus having fewer freely rotating CN bonds than unfused substituents. Therefore, the molecule (the fused-ring compound represented by Formula 1) may be more rigid in terms of bond dissociation energy (BDE) and may be electron-rich, thus compensating for chemical instability that would otherwise be a weakness due to the electron-deficient nature of boron atoms.

[0164] Furthermore, considering that the fused-ring compound represented by Formula 1 has a pentagonal ring (e.g., a five-membered ring) at the center of the core, the distance between the two terminal rings in the core (e.g., rings A3 and A4 in Formula 1) can be increased compared to the case where there is a hexagonal ring at the center of the core. In this regard, by reducing steric hindrance and having a flatter structure, multiple resonances can be further activated (e.g., multiple resonance structures of the fused-ring compound are available). In addition, due to the heavy atom effect of heteroatoms, the fused-ring compound represented by Formula 1 can have improved reverse intersystem crossing (RISC). Therefore, electronic devices (e.g., organic light-emitting devices) employing the fused-ring compound represented by Formula 1 can have low driving voltage, high maximum quantum yield, high efficiency, and long lifetime.

[0165] Those skilled in the art can identify the synthetic method of the fused-ring compound represented by Formula 1 by referring to the examples provided below.

[0166] At least one fused-ring compound represented by Formula 1 can be used in light-emitting devices (e.g., organic light-emitting devices).

[0167] Another aspect of the embodiments of this disclosure provides a light-emitting device comprising: a first electrode; a second electrode facing the first electrode; and an interlayer between the first electrode and the second electrode, comprising an emitting layer, wherein the interlayer further comprises a hole transport region between the first electrode and the emitting layer, the hole transport region comprising a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof, and the emitting layer comprising at least one fused-ring compound represented by Formula 1.

[0168]

[0169] In equations 201 and 202,

[0170] L 201 To L 204 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0171] L 205 It can be *-O-*', *-S-*', or *-N(Q) 201 )-*', unsubstituted or by at least one R 10a Replacement C1-C 20 Alkylene, unsubstituted, or with at least one R 10a Replacement C2-C 20 alkenyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0172] xa1 to xa4 can each be an integer selected from 0 to 5 independently.

[0173] xa5 can be an integer selected from 1 to 10.

[0174] R 201 To R 204 and Q 201 Each can be independently unsubstituted or by at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0175] R 201 and R 202 Optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked (e.g., bonded) to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C8-C 60 Polycyclic groups,

[0176] R 203 and R204 Optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked (e.g., bonded) to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C8-C 60 Polycyclic groups, and

[0177] na1 can be an integer selected from 1 to 4.

[0178] In one or more embodiments,

[0179] The first electrode of the light-emitting device can be the anode.

[0180] The second electrode of the light-emitting device can be a cathode.

[0181] The interlayer may further include an electron transport region between the emitter layer and the second electrode.

[0182] The hole transport region may include a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof, and

[0183] The electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0184] In one or more embodiments, the emitting layer included in the interlayer of the light-emitting device may include a dopant and a host, and the dopant may include a fused-ring compound. For example, a fused-ring compound may be used as a dopant.

[0185] The emitting layer can emit red, green, blue, or white light. For example, the emitting layer can emit blue or turquoise light. The blue or turquoise light can have, for example, a maximum emission wavelength in the range of about 400 nm to about 500 nm.

[0186] Fused ring compounds included in the emission layer can be used as dopants for delayed fluorescence, so as to emit delayed fluorescence from the emission layer.

[0187] In one or more embodiments, the light-emitting device may include:

[0188] The first capping layer outside the first electrode;

[0189] The second capping layer outside the second electrode; or

[0190] Both the first capping layer and the second capping layer.

[0191] Another aspect of the embodiments of this disclosure provides a light-emitting device, which includes: a first electrode, a second electrode facing the first electrode, and an interlayer between the first electrode and the second electrode, including an emitting layer.

[0192] The light-emitting device further includes a capping layer outside the second electrode, the capping layer having a refractive index equal to or greater than 1.6, and the emitting layer includes at least one fused ring compound represented by Formula 1.

[0193] In one embodiment, the encapsulation portion may be on the capping layer. The encapsulation portion may be on the light-emitting device to protect the light-emitting device from moisture and / or oxygen.

[0194] In an implementation, the encapsulation portion may include:

[0195] Inorganic membrane, the inorganic membrane comprising silicon nitride (SiN) x ), silicon dioxide (SiO) x Indium tin oxide, indium zinc oxide, or any combination thereof;

[0196] Organic membranes, including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resins (e.g., polymethyl methacrylate, polyacrylic acid and / or the like), epoxy resins (e.g., aliphatic glycidyl ether (AGE) and / or the like) or any combination thereof; or

[0197] A combination of inorganic and organic membranes.

[0198] In this specification, the statement "(interlayer) includes fused ring compounds" can be understood to mean that "(interlayer) may include one fused ring compound represented by Formula 1 or two or more different fused ring compounds represented by Formula 1".

[0199] In one embodiment, the interlayer may include only compound 1 as a fused-ring compound, but this disclosure is not limited thereto. Here, compound 1 may be included in the emitting layer of the light-emitting device. In one or more embodiments, the interlayer may include compound 1 and compound 2 as fused-ring compounds. Here, compound 1 and compound 2 may exist in the same layer (e.g., both compound 1 and compound 2 may be in the emitting layer) or in different layers (e.g., compound 1 may be in the emitting layer and compound 2 may be in the electron transport region).

[0200] As used herein, the term "interlayer" refers to a single layer and / or all layers between the first and second electrodes of a light-emitting device.

[0201] Another aspect of the embodiments of this disclosure provides an electronic device including a light-emitting device. The electronic device may further include a thin-film transistor.

[0202] For example, the electronic device may further include a thin-film transistor, which includes a source electrode and a drain electrode, and a first electrode of the light-emitting device may be electrically connected to the source electrode or the drain electrode.

[0203] In some embodiments, the electronic device may further include a color filter, a color conversion layer, a touchscreen layer, a polarizing layer, or any combination thereof. For example, the electronic device may be a tablet electronic device, but embodiments of this disclosure are not limited thereto.

[0204] The description of electronic devices may be the same as that described above.

[0205] Figure 1 Description

[0206] Figure 1 This is a schematic cross-sectional view of the light-emitting device 10 according to an embodiment. The light-emitting device 10 includes a first electrode 110, a sandwich layer 130, and a second electrode 150.

[0207] The following text will combine Figure 1 The structure of the light-emitting device 10 according to the embodiment and the method of manufacturing the light-emitting device 10 are described.

[0208] First electrode 110

[0209] exist Figure 1 In this embodiment, the substrate may additionally be below the first electrode 110 or above the second electrode 150. The substrate may be a glass substrate and / or a plastic substrate. The substrate may be a flexible substrate. In one or more embodiments, the substrate may comprise a plastic having excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphthalate, polyarylate (PAR), polyetherimide, or combinations thereof.

[0210] The first electrode 110 can be formed, for example, by depositing and / or sputtering a material for forming the first electrode 110 on a substrate. When the first electrode 110 is an anode, a high work function material that can easily inject holes can be used as the material for forming the first electrode 110.

[0211] The first electrode 110 may be a reflective electrode, a semi-transparent electrode, or a transmissive electrode. In embodiments, when the first electrode 110 is a transmissive electrode, the material used to form the first electrode 110 may include indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combination thereof. In one or more embodiments, when the first electrode 110 is a semi-transparent electrode or a reflective electrode, magnesium (Mg), silver (Ag), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), or any combination thereof may be used as the material for forming the first electrode 110.

[0212] The first electrode 110 may have a single-layer structure comprising a single layer (or composed of a single layer) or a multi-layer structure comprising multiple layers. In an embodiment, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO.

[0213] mezzanine 130

[0214] The interlayer 130 is on the first electrode 110. The interlayer 130 includes an emitter layer.

[0215] The interlayer 130 may further include a hole transport region between the first electrode 110 and the emitter layer, and an electron transport region between the emitter layer and the second electrode 150.

[0216] In addition to various suitable organic materials, interlayer 130 may further include metal-containing compounds (such as organometallic compounds), inorganic materials (such as quantum dots), and / or the like.

[0217] In one or more embodiments, the interlayer 130 may include: i) two or more emitting units sequentially stacked between the first electrode 110 and the second electrode 150, and ii) a charge generating layer between the two emitting units. When the interlayer 130 includes the emitting units and charge generating layer as described above, the light-emitting device 10 may be a series light-emitting device.

[0218] Hole transport region in interlayer 130

[0219] The hole transport region may have: i) a single-layer structure comprising a single layer (or composed of a single layer) of a single material (or composed of a single material), ii) a single-layer structure comprising a single layer (or composed of a single layer) of a single material (or composed of a single material), or iii) a multi-layer structure comprising multiple layers of different materials.

[0220] The hole transport region may include a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof.

[0221] For example, the hole transport region may have a multilayer structure including a hole injection layer / hole transport layer structure, a hole injection layer / hole transport layer / emission 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, in each structure, the layers are stacked sequentially on the first electrode 110.

[0222] The hole transport region may include the compound represented by Formula 201, the compound represented by Formula 202, or any combination thereof:

[0223]

[0224] In equations 201 and 202,

[0225] L 201 To L 204 Each can be independently unsubstituted or by at least one R 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0226] L 205 It can be *-O-*', *-S-*', or *-N(Q) 201 )-*', unsubstituted or by at least one R 10a Replacement C1-C 20 Alkylene, unsubstituted, or with at least one R 10a Replacement C2-C 20 alkenyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0227] xa1 to xa4 can each be an integer selected from 0 to 5 independently.

[0228] xa5 can be an integer selected from 1 to 10, and

[0229] R 201 To R 204 and Q 201 Each can be independently unsubstituted or by at least one R 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0230] R201 and R 202 Optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked (e.g., bonded) to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C8-C 60 Polycyclic groups (e.g., carbazole groups and / or analogs) (e.g., see compound HT16),

[0231] R 203 and R 204 Optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked (e.g., bonded) to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C8-C 60 Polycyclic groups, and

[0232] na1 can be an integer selected from 1 to 4.

[0233] In embodiments, formulas 201 and 202 may each include at least one of the groups represented by formulas CY201 to CY217:

[0234]

[0235] In equations CY201 to CY217, R 10b and R 10c Each can be combined with R 10a The descriptions are the same, CY ring 201 To CY 204 Each can be independently C3-C 20 Carbocyclic groups or C1-C 20 Heterocyclic groups, and at least one hydrogen in formulas CY201 to CY217 may be unsubstituted or replaced by at least one R described herein. 10a replace.

[0236] In the implementation, the ring CY in formulas CY201 to CY217 201 To CY 204 Each can be independently phenyl, naphthyl, phenanthryl or anthracene.

[0237] In one or more embodiments, Formula 201 and Formula 202 may each include at least one of the groups represented by Formulas CY201 to CY203.

[0238] In one or more embodiments, formula 201 may include at least one of the groups represented by formulas CY201 to CY203 and at least one of the groups represented by formulas CY204 to CY217.

[0239] 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, xa2 can be 0, and R 202 It can be a group represented by one of the formulas CY204 to CY207.

[0240] In one or more embodiments, each of Formula 201 and Formula 202 may not include a group represented by one of Formulas CY201 to CY203.

[0241] In one or more embodiments, each of Formulas 201 and 202 may not include a group represented by one of Formulas CY201 to CY203 and may include at least one of the groups represented by Formulas CY204 to CY217.

[0242] In an implementation, each of Formulas 201 and 202 may not include a group represented by one of Formulas CY201 to CY217.

[0243] In embodiments, the hole transport region may include one of compounds HT1 to HT44, m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiro-TPD, spiro-NPB, methylated NPB, TAPC, 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:

[0244]

[0245]

[0246]

[0247]

[0248]

[0249] The thickness of the hole transport region can be approximately to approximately For example, about to approximately Within the range. When the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer can be approximately... to approximately For example, about to approximately Within a certain range, and the thickness of the hole transport layer can be approximately... to approximately For example, about to approximately Within the aforementioned range, when the thicknesses of the hole transport region, hole injection layer, and hole transport layer are all within any of the aforementioned ranges, appropriate or satisfactory hole transport characteristics can be obtained without a significant increase in the driving voltage.

[0250] The emission assist layer can increase luminous efficiency by compensating for the optical resonant distance according to the wavelength of the light emitted by the emission layer, and the electron blocking layer can block or reduce the flow of electrons from the electron transport region. The emission assist layer and the electron blocking layer can comprise the materials described above.

[0251] p-dopants

[0252] In addition to these materials, the hole transport region may further include a charge-generating material for improving electrical conductivity (e.g., electrical conductivity). The charge-generating material may be uniformly or non-uniformly dispersed in the hole transport region (e.g., in the form of a single layer of charge-generating material).

[0253] The charge-generating material can be, for example, a p-doped agent.

[0254] In an implementation, the lowest unoccupied molecular orbital (LUMO) level of the p-dopant may be -3.5 eV or lower.

[0255] In embodiments, p-dopersive agents may include quinone derivatives, cyano-containing compounds, compounds containing elements EL1 and EL2, or any combination thereof.

[0256] Examples of quinone derivatives include TCNQ and F4-TCNQ, but quinone derivatives are not limited to these.

[0257] Examples of cyano-containing compounds are HAT-CN and compounds represented by the following formula 221.

[0258]

[0259] In Equation 221,

[0260] R 221 To R 223 Each can be independently unsubstituted or by at least one R 10a Replacement C5-C60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups, and

[0261] R 221 To R 223 At least one of them can be independently replaced by C3-C respectively. 60 Carbocyclic groups or C1-C 60 Heterocyclic groups: cyano; -F; -Cl; -Br; -I; C1-C substituted with cyano, -F, -Cl, -Br, -I or any combination thereof 20 Alkyl groups; or any combination thereof.

[0262] Regarding compounds containing elements EL1 and EL2, element EL1 can be a metal, a metalloid, or a combination thereof, and element EL2 can be a nonmetal, a metalloid, or a combination thereof.

[0263] Examples of metals include: alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), and / or the like); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), and / or the like); 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), and cobalt (Co). Rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), gold (Au) and / or the like); post-transition metals (e.g., zinc (Zn), indium (In), tin (Sn) and / or the like); and 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), lutetium (Lu) and / or the like).

[0264] Examples of metalloids include silicon (Si), antimony (Sb), and tellurium (Te).

[0265] Examples of nonmetals include oxygen (O) and halogens (e.g., F, Cl, Br, I, etc.).

[0266] In embodiments, examples of compounds containing elements EL1 and EL2 are metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides and / or metal iodides), quasi-metal halides (e.g., quasi-metal fluorides, quasi-metal chlorides, quasi-metal bromides and / or quasi-metal iodides), metal tellurides, and any combination thereof.

[0267] Examples of metal oxides include tungsten oxides (e.g., WO, W2O3, WO2, WO3 and / or W2O5), vanadium oxides (e.g., VO, V2O3, VO2 and / or V2O5), molybdenum oxides (MoO, Mo2O3, MoO2, MoO3 and / or Mo2O5) and rhenium oxides (e.g., ReO3).

[0268] Examples of metal halides include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, and lanthanide metal halides.

[0269] Examples of alkali metal halides include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, and CsI.

[0270] Examples of alkaline earth metal halides include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrCl2, BaCl2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, BeI2, MgI2, CaI2, SrI2, and BaI2.

[0271] Examples of transition metal halides include titanium halides (e.g., TiF4, TiCl4, TiBr4 and / or TiI4), zirconium halides (e.g., ZrF4, ZrCl4, ZrBr4 or ZrI4), hafnium halides (e.g., HfF4, HfCl4, HfBr4 and / or HfI4), vanadium halides (e.g., VF3, VCl3, VBr3 or VI3), niobium halides (e.g., NbF3, NbCl3, NbBr3 and / or NbI3), and tantalum halides (e.g., TaF3, TaCl3, TaBr3 and / or...). Or TaI3), chromium halides (e.g., CrF3, CrCl3, CrBr3 and / or CrI3), molybdenum halides (e.g., MoF3, MoCl3, MoBr3 and / or MoI3), tungsten halides (e.g., WF3, WCl3, WBr3 and / or WI3), manganese halides (e.g., MnF2, MnCl2, MnBr2 and / or MnI2), technetium halides (e.g., TcF2, TcCl2, TcBr2 and / or TcI2), rhenium halides (e.g., ReF2, ReCl2, ReBr2 and / or ReI2), iron 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). Nickel halides (e.g., NiF2, NiCl2, NiBr2 and / or NiI2), palladium halides (e.g., PdF2, PdCl2, PdBr2 and / or PdI2), platinum halides (e.g., PtF2, PtCl2, PtBr2 and / or PtI2), copper halides (e.g., CuF, CuCl, CuBr and / or CuI), silver halides (e.g., AgF, AgCl, AgBr and / or AgI), and gold halides (e.g., AuF, AuCl, AuBr and / or AuI).

[0272] Examples of post-transition metal halides include zinc halides (e.g., ZnF2, ZnCl2, ZnBr2 and / or ZnI2), indium halides (e.g., InI3), and tin halides (e.g., SnI2).

[0273] Examples of lanthanide metal halides include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3, SmCl3, YbBr, YbBr2, YbBr3, SmBr3, YbI, YbI2, YbI3, and SmI3.

[0274] Examples of metal halide include antimony halides (e.g., SbCl5).

[0275] Examples of metal tellurides include alkali metal tellurides (e.g., Li₂Te, Na₂Te, K₂Te, Rb₂Te and / or Cs₂Te), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe and / or BaTe), and transition metal tellurides (e.g., TiTe₂, ZrTe₂, HfTe₂, V₂Te₃, Nb₂Te₃, Ta₂Te₃, Cr₂Te₃, Mo₂Te₃, W₂Te₃, MnTe, TcTe, ReTe, F₂Te, F₂Te, F₃ ... eTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe and / or Au2Te), post-transition metal tellurides (e.g., ZnTe) and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe, TbTe, DyTe, HoTe, ErTe, TmTe, YbTe and / or LuTe).

[0276] emission layer in interlayer 130

[0277] When the light-emitting device 10 is a full-color light-emitting device, the emitting layer can be patterned into 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 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 each other (e.g., physically in contact) or separated from each other (e.g., spaced apart). In one or more embodiments, the emitting layer 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.

[0278] The emitting layer may include a host and a dopant. The dopant may include phosphorescent dopant, fluorescent dopant, or any combination thereof.

[0279] Dopants may include fused ring compounds represented by Formula 1.

[0280] Based on 100 parts by weight of the main body, the amount of dopant included in the emitter layer can range from about 0.01 parts by weight to about 15 parts by weight.

[0281] In one or more embodiments, the emission layer may include quantum dots.

[0282] In one or more embodiments, the emission layer may include a delayed fluorescence material. The delayed fluorescence material may be used as a host or dopant in the emission layer.

[0283] The thickness of the emission layer can be approximately to approximately For example, about to approximately Within the range described above, excellent light emission characteristics can be obtained without a significant increase in driving voltage when the thickness of the emitting layer is within any of the above range.

[0284] main body

[0285] In an implementation, the main component may include a compound represented by formula 301:

[0286] Formula 301

[0287] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21

[0288] In Equation 301,

[0289] Ar 301 and L 301 Each can be independently unsubstituted or by at least one R 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0290] xb11 can be 1, 2, or 3.

[0291] xb1 can be an integer selected from 0 to 5.

[0292] R 301 It can be hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 Alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic groups, unsubstituted or with at least one R 10a Replacement 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 ),

[0293] xb21 can be an integer selected from 1 to 5, and

[0294] Q 301 To Q 303 Each can be the same as described in Q1.

[0295] In the implementation, when xb11 in formula 301 is 2 or greater, two or more Ar 301 They can be connected to each other via single bonds (e.g., combined).

[0296] 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:

[0297]

[0298] In Equations 301-1 and 301-2,

[0299] Ring A 301 To Ring A 304 Each can be independently unsubstituted or by at least one R 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0300] X 301 Can be O, S, N-[(L 304 ) xb4 -R 304 ]、C(R 304 (R) 305 ) or Si(R 304 (R) 305 ),

[0301] xb22 and xb23 can each be 0, 1, or 2 independently.

[0302] L 301 xb1 and R 301 Each can be the same as described above.

[0303] L 302 To L 304 Each can be independently combined with L 301 The descriptions are the same.

[0304] xb2 to xb4 can each be independently identical to the one described in combination with xb1, and

[0305] R 302 To R 305 and R 311 To R 314 Each can be combined with R 301 The descriptions are the same.

[0306] In one or more embodiments, the host may include an alkaline earth metal complex. In one or more embodiments, the host may be a Be complex (e.g., compound H55), a Mg complex, a Zn complex, or any combination thereof.

[0307] In one or more embodiments, the main body may include one of compounds H1 to H124, 9,10-bis(2-naphthyl)anthracene (ADN), 2-methyl-9,10-bis(naphthyl-2-yl)anthracene (MADN), 9,10-bis(2-naphthyl)-2-tert-butyl-anthracene (TBADN), 4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-bis-9-carbazolylbenzene (mCP), 1,3,5-tris(carbazolyl-9-yl)benzene (TCP), or any combination thereof, but embodiments of this disclosure are not limited thereto:

[0308]

[0309]

[0310]

[0311]

[0312]

[0313]

[0314] Delayed fluorescence materials

[0315] The emission layer may include a delayed fluorescence material.

[0316] The delayed fluorescence material used in this paper can be selected from any compound that can emit delayed fluorescence based on the delayed fluorescence emission mechanism.

[0317] Depending on the type (or composition) of the other materials included in the emission layer, the delayed fluorescence material included in the emission layer can be used as a host or a dopant.

[0318] In this embodiment, the difference between the triplet energy level (eV) and the singlet energy level (eV) of the delayed fluorescent material can be equal to or greater than 0 eV and equal to or less than 0.5 eV. When the difference between the triplet energy level (eV) and the singlet energy level (eV) of the delayed fluorescent material satisfies the above range, the upconversion from triplet to singlet state of the delayed fluorescent material can be effectively achieved, and therefore, the luminous efficiency of the light-emitting device 10 can be improved.

[0319] In embodiments, delayed fluorescence materials may include i) at least one electron donor (e.g., π-electron-rich C3-C3). 60 Cyclic groups, such as carbazole groups, and at least one electron acceptor (e.g., sulfoxide, cyano, or a nitrogen-containing C1-C group lacking π electrons). 60 Materials containing cyclic groups, and / or ii) including C8-C 60 Materials with polycyclic groups, wherein two or more cyclic groups share boron (B) and are fused together (e.g., combined together).

[0320] Delayed fluorescence materials may include at least one of compounds DF1 to DF9:

[0321]

[0322] quantum dots

[0323] The emission layer may include quantum dots.

[0324] As used herein, “quantum dot” refers to a crystal of a semiconductor compound and may include any suitable material capable of emitting light of various appropriate emission wavelengths depending on the size of the crystal.

[0325] The diameter of quantum dots can be, for example, in the range of about 1 nm to about 10 nm.

[0326] Quantum dots can be synthesized through wet chemical processes, metal-organic chemical vapor deposition, molecular beam epitaxy, and / or similar processes.

[0327] Wet chemical processes refer to methods in which solvents and precursor materials are mixed, and then quantum dot particles are grown into crystals. During crystal growth, the organic solvent acts as a dispersant that naturally coordinates on the surface of the quantum dot crystals and controls the crystal growth. Therefore, the growth of quantum dot particles can be controlled by using processes that are easier and cheaper to perform compared to vapor deposition processes (such as metal-organic chemical vapor deposition (MOCVD) and molecular beam epitaxy (MBE)).

[0328] Quantum dots may include: group II-VI semiconductor compounds; group III-V semiconductor compounds; group III-VI semiconductor compounds; group I-III-VI semiconductor compounds; group IV-VI semiconductor compounds; group IV elements or compounds; or any combination thereof.

[0329] Examples of group II-VI semiconductor compounds include: binary compounds such as 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, CdZnS e, 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.

[0330] Examples of Group III-V semiconductor compounds 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 GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, and / or GaAlNP; or any combination thereof. Group III-V semiconductor compounds may further include Group II elements. Examples of group III-V semiconductor compounds that further include group II elements include InZnP, InGaZnP, and InAlZnP.

[0331] Examples of group III-VI semiconductor compounds include: binary compounds such as GaS, GaSe, Ga2Se3, GaTe, InS, In2S3, InSe, In2Se3 and / or InTe; ternary compounds such as InGaS3 and / or InGaSe3; or any combination thereof.

[0332] Examples of group I-III-VI semiconductor compounds include ternary compounds such as AgInS, AgInS2, CuInS, CuInS2, CuGaO2, AgGaO2, and / or AgAlO2.

[0333] Examples of group IV-VI semiconductor compounds 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.

[0334] In embodiments, Group IV elements or compounds may include: single-element compounds, such as Si or Ge; binary compounds, such as SiC and / or SiGe; or any combination thereof.

[0335] Each element included in a multi-element compound (such as binary, ternary, and quaternary compounds) may exist in the particles at a uniform or non-uniform concentration.

[0336] In some embodiments, the quantum dot may have a single structure or a core-shell dual structure, wherein the single structure has a uniform (e.g., substantially uniform) concentration of each element included in the respective quantum dot. In embodiments, the material included in the core may differ from the material included in the shell.

[0337] The shell of a quantum dot can serve as a protective layer for maintaining semiconductor properties by preventing or reducing the chemical degradation of the core, and / or as a charging layer for imparting electrophoretic properties to the quantum dot. The shell can be monolayer or multilayer. The interface between the core and the shell can have a concentration gradient, wherein the concentration of elements present in the shell decreases towards the center.

[0338] Examples of shells for quantum dots include metal or nonmetal oxides, semiconductor compounds, or any combination thereof. Examples of metal or nonmetal oxides 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 include Group III-VI, Group II-VI, Group III-V, Group I-III-VI, Group IV-VI semiconductor compounds, or any combination thereof as described herein. In embodiments, the semiconductor compound may include CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnSeS, ZnTeS, GaAs, GaP, GaSb, HgS, HgSe, HgTe, InAs, InP, InGaP, InSb, AlAs, AlP, AlSb, or any combination thereof.

[0339] The full width at half maximum (FWHM) of the emission wavelength spectrum of quantum dots can be about 45 nm or less, for example, about 40 nm or less, for example, about 30 nm or less. When the FWHM of the emission wavelength spectrum of quantum dots is within any of the aforementioned ranges, color purity or color reproducibility can be improved. In addition, light emitted through such quantum dots is illuminated omnidirectionally (e.g., substantially in every direction). Therefore, a wide viewing angle can be increased.

[0340] In addition, quantum dots can be, for example, spherical, conical, multi-armed or cubic nanoparticles, nanotubes, nanowires, nanofibers or nanosheets.

[0341] By adjusting the size of the quantum dots, the band gap can also be adjusted, thereby obtaining light of various suitable wavelengths in the quantum dot emission layer. Therefore, by using quantum dots of different sizes, light-emitting devices that emit light of various suitable wavelengths can be implemented. In one embodiment, the size of the quantum dots can be selected to emit red, green, and / or blue light. Furthermore, adjusting the size of the quantum dots allows for the combination of various colors of light to emit white light.

[0342] Electron transport region in interlayer 130

[0343] The electron transport region may have: i) a single-layer structure comprising a single layer (or composed of a single layer) of a single material (or composed of a single material), ii) a single-layer structure comprising a single layer (or composed of a single layer) of a single material (or composed of a single material), or iii) a multi-layer structure comprising multiple layers of different materials.

[0344] The electron transport region may include a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0345] In an implementation, the electron transport region may have an electron transport layer / electron injection layer structure, a hole blocking layer / electron transport layer / electron injection layer structure, an electron control layer / electron transport layer / electron injection layer structure, or a buffer layer / electron transport layer / electron injection layer structure, wherein, for each structure, the constituent layers are stacked sequentially from the emission layer.

[0346] Electron transport regions (e.g., buffer layers, hole blocking layers, electron control layers, or electron transport layers within electron transport regions) may include metal-free compounds comprising at least one π-electron-deficient nitrogen-containing C1-C. 60 Cyclic groups.

[0347] In an embodiment, the electron transport region may include a compound represented by formula 601:

[0348] Formula 601

[0349] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0350] In Equation 601,

[0351] Ar 601 and L 601 Each can be independently unsubstituted or by at least one R 10a Replacement C5-C 60The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups,

[0352] xe11 can be 1, 2, or 3.

[0353] xe1 can be 0, 1, 2, 3, 4, or 5.

[0354] R 601 It can be unsubstituted or by at least one R 10a Replacement C3-C 60 Carbocyclic groups, unsubstituted or with at least one R 10a Replacement 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 ),

[0355] Q 601 To Q 603 Each can be the same as described in Q1.

[0356] xe21 can be 1, 2, 3, 4, or 5, and

[0357] Ar 601 L 601 and R 601 At least one of them can be independently unsubstituted or by at least one R. 10a Substituted π-electron-deficient nitrogen-containing C1-C 60 Cyclic groups.

[0358] In the implementation, when xe11 in formula 601 is 2 or greater, two or more Ar 601 They can be connected to each other via single bonds (e.g., combined).

[0359] In one or more embodiments, Ar in Formula 601 601 It can be a substituted or unsubstituted anthracene group.

[0360] In one or more embodiments, the electron transport region may include a compound represented by formula 601-1:

[0361] Formula 601-1

[0362]

[0363] In Equation 601-1,

[0364] X 614 It can be N or C(R) 614 ), X 615 It can be N or C(R) 615 ), X 616 It can be N or C(R) 616 ), and X 614 To X 616 At least one of them can be N,

[0365] L 611 To L 613 Each can be combined with L 601 The descriptions are the same.

[0366] xe611 to xe613 can each be identical to the description in conjunction with xe1.

[0367] R 611 To R 613 Each can be combined with R 601 The descriptions are the same, and

[0368] R 614 To R 616 Each can be independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C1-C 20 Alkyl, C1-C 20 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups.

[0369] In the implementation, xe1 and xe611 to xe613 in Formula 601 and Formula 601-1 can each be 0, 1 or 2 independently.

[0370] The electron transport region may include one of compounds ET1 to ET45, 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP), 4,7-diphenyl-1,10-phenanthroline (Bphen), Alq3, BAlq, TAZ, NTAZ, or any combination thereof:

[0371]

[0372]

[0373]

[0374]

[0375] The thickness of the electron transport region can be approximately to approximately For example, about to approximately Within the range. When the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, hole blocking layer, or electron control layer may be approximately [missing information]. to approximately For example, about to approximately Within a certain range, and the thickness of the electron transport layer can be approximately... to approximately For example, about to approximately Within the aforementioned range, when the thickness of the buffer layer, hole blocking layer, electronic control layer, and / or electron transport layer is within the aforementioned range, appropriate or satisfactory electron transport characteristics can be obtained without a significant increase in the driving voltage.

[0376] In addition to the materials mentioned above, the electron transport region (e.g., the electron transport layer in the electron transport region) may further include materials containing metallic elements.

[0377] Materials containing metallic elements may include alkali metal complexes, alkaline earth metal complexes, or any combination thereof. The metal ion in an alkali metal complex may be Li, Na, K, Rb, or Cs ions, and the metal ion in an alkaline earth metal complex may be Be, Mg, Ca, Sr, or Ba ions. The ligand coordinating with the metal ion in the alkali metal or alkaline earth metal complex may be hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthrene, cyclopentadiene, or any combination thereof.

[0378] In this embodiment, the material containing the metal element may include a Li complex. The Li complex may include, for example, compounds ET-D1 (LiQ) or ET-D2.

[0379]

[0380] The electron transport region may include an electron injection layer that facilitates the injection of electrons from the second electrode 150. The electron injection layer may be in direct contact (e.g., physical contact) with the second electrode 150.

[0381] The electron injection layer may have: i) a single-layer structure including a single layer (or consisting of a single layer) that includes a single material (or consists of a single material), ii) a single-layer structure including a single layer (or consisting of a single layer) that includes multiple different materials (or consists of multiple different materials), or iii) a multi-layer structure including multiple layers that include different materials.

[0382] 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.

[0383] 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.

[0384] The alkali metal compound, the alkaline earth metal compound, and the rare earth metal compound may include oxides and / or halides (e.g., fluorides, chlorides, bromides, and / or iodides), tellurides, or any combination thereof of the alkali metal, the alkaline earth metal, and the rare earth metal.

[0385] 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 (x is a real number satisfying the condition 0 < x < 1) and / or Ba x Ca 1-x O (x is a real number satisfying the condition 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 an embodiment, the rare earth metal compound may include lanthanide metal tellurides. Examples of lanthanide metal tellurides 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 Lu2Te3.

[0386] Alkali metal complexes, alkaline earth metal complexes, and rare earth metal complexes may include i) one of the ions of an alkali metal, an alkaline earth metal, and a rare earth metal, and ii) as a ligand connected (e.g., bound) to a metal ion, such as hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthrene, cyclopentadiene, or any combination thereof.

[0387] The electron-injected layer may include (or consist of) 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, and / or may further include organic materials (e.g., compounds represented by Formula 601).

[0388] In embodiments, the electron-injected layer may include (or consist of) i) an alkali metal compound (e.g., an alkali metal halide), or ii) a) an alkali metal compound (e.g., an alkali metal halide); and b) an alkali metal, alkaline earth metal, rare earth metal, or any combination thereof. In embodiments, the electron-injected layer may include a KI:Yb co-deposited layer and / or an RbI:Yb co-deposited layer.

[0389] When the electron injection layer further 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 homogeneously or heterogeneously dispersed in the matrix including the organic materials.

[0390] The thickness of the electron injection layer can be approximately to approximately For example, about to approximately Within the aforementioned range, when the thickness of the electron injection layer is within this range, the electron injection layer can exhibit appropriate or satisfactory electron injection characteristics without a significant increase in the driving voltage.

[0391] Second electrode 150

[0392] The second electrode 150 may be located on the interlayer 130 having such a structure. The second electrode 150 may be a cathode (which is an electron injection electrode) and may be made of metals, alloys, conductive compounds or any combination thereof, each having a low work function.

[0393] The second electrode 150 may include at least one selected from 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, and combinations thereof. The second electrode 150 may be a transmission electrode, a semi-transmission electrode, or a reflection electrode.

[0394] The second electrode 150 may have a single-layer structure or a multi-layer structure including two or more layers.

[0395] Capping layer

[0396] The first capping layer may be outside the first electrode 110, and / or the second capping layer may be outside the second electrode 150. More specifically, the light-emitting device 10 may have a structure in which the first capping layer, the first electrode 110, the interlayer 130, and the second electrode 150 are stacked in the stated order, or a structure in which the first capping layer, the first electrode 110, the interlayer 130, the second electrode 150, and the second capping layer are stacked in the stated order.

[0397] The light generated in the emitting layer 133 of the interlayer 130 of the light-emitting device 10 can be extracted outward through the first electrode 110 (which is a semi-transparent electrode or a transmissive electrode) and the first capping layer, and the light generated in the emitting layer of the interlayer 130 of the light-emitting device 10 can be extracted outward through the second electrode 150 (which is a semi-transparent electrode or a transmissive electrode) and the second capping layer.

[0398] According to the principle of constructive interference, the first and second capping layers can increase the external luminous efficiency. Therefore, the light extraction efficiency of the organic light-emitting device 10 is increased, thereby improving the luminous efficiency of the organic light-emitting device 10.

[0399] The first capping layer and the second capping layer may each comprise a material having a refractive index equal to or greater than 1.6 (at a wavelength of 589 nm).

[0400] The first capping layer and the second capping layer may each independently include an organic capping layer containing organic materials, an inorganic capping layer containing inorganic materials, and / or a composite capping layer containing both organic and inorganic materials.

[0401] At least one of the first and second capping layers may 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 a combination thereof. The carbocyclic compound, heterocyclic compound, and amino-containing compound may optionally be substituted with substituents comprising O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof. In embodiments, at least one of the first and second capping layers may independently comprise an amino-containing compound.

[0402] In an embodiment, at least one of the first capping layer and the second capping layer may each independently comprise a compound represented by formula 201, a compound represented by formula 202, or any combination thereof.

[0403] In one or more embodiments, at least one of the first capping layer and the second capping layer may each independently comprise a compound selected from compounds HT28 to HT33, compounds CP1 to CP6, β-NPB, or any combination thereof:

[0404]

[0405] electronic devices

[0406] The light-emitting device can be included in a variety of suitable electronic devices. In embodiments, the electronic device including the light-emitting device can be a light-emitting device, an authentication device, and / or the like.

[0407] In addition to the light-emitting device, the electronic device (e.g., the light-emitting device) may further include i) a color filter, ii) a color conversion layer, or iii) a color filter and a color conversion layer. The color filter and / or color conversion layer may be located in at least one direction of propagation of light emitted from the light-emitting device. In embodiments, the light emitted from the light-emitting device may be blue light or white light. The light-emitting device may be the same as described above. In embodiments, the color conversion layer may include quantum dots. The quantum dots may be, for example, quantum dots as described elsewhere herein.

[0408] An electronic device may include a first substrate. The first substrate includes a plurality of sub-pixel regions, a color filter includes a plurality of color filter regions corresponding to the plurality of sub-pixel regions, and a color conversion layer may include a plurality of color conversion regions corresponding to the plurality of sub-pixel regions.

[0409] A pixel definition layer can define each of multiple subpixel regions among multiple subpixel regions.

[0410] The color filter may further include a color filter region and a light-blocking pattern between adjacent color filter regions of the color filter region, and the color conversion layer may further include a color conversion region and a light-blocking pattern between adjacent color conversion regions of the color conversion region.

[0411] The color filter region (or color conversion region) may include a first region emitting a first color light, a second region emitting a second color light, and / or a third region emitting a third color light, wherein the first color light, the second color light, and / or the third color light may have different maximum emission wavelengths from each other. In an embodiment, the first color light may be red light, the second color light may be green light, and the third color light may be blue light. In an embodiment, the color filter region (or color conversion region) may include quantum dots. More specifically, the first region may include red quantum dots, the second region may include green quantum dots, and the third region may not include quantum dots. The quantum dots are the same as those described in this specification. The first region, the second region, and / or the third region may further include a scatterer.

[0412] In one embodiment, the light-emitting device can emit a first color light, a first region can absorb the first color light to emit a second first color light, a second region can absorb the first color light to emit a third first color light, and a third region can absorb the first color light to emit a third first color light. In this regard, the first, second, and third first color lights can have different maximum emission wavelengths from each other. More specifically, the first color light can be blue light, the second color light can be red light, the third color light can be green light, and the fourth color light can be blue light.

[0413] In addition to the light-emitting device 10 as described above, the electronic device may further include a thin-film transistor. The thin-film transistor may include a source electrode, a drain electrode, and an active layer, wherein either the source electrode or the drain electrode may be electrically connected to either the first electrode or the second electrode of the light-emitting device.

[0414] Thin-film transistors may further include a gate electrode, a gate insulating layer, and / or the like.

[0415] The active layer may include crystalline silicon, amorphous silicon, organic semiconductors, oxide semiconductors and / or the like.

[0416] The electronic device may further include a sealing portion for sealing the light-emitting device. The sealing portion may be located between the color filter and / or color conversion layer and the light-emitting device. The sealing portion allows light from the light-emitting device 10 to be extracted to the outside while (e.g., synchronously) preventing or reducing the penetration of ambient air and / or moisture into the light-emitting device 10. The sealing portion may be a sealing substrate comprising a transparent glass substrate and / 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.

[0417] In addition to color filters and / or color conversion layers, the sealed portion may further include various suitable functional layers depending on the purpose of the electronic device. Functional layers may include a touchscreen layer, a polarizing layer, and / or the like. The touchscreen layer may be a pressure-sensitive touchscreen layer, a capacitive touchscreen layer, and / or an infrared touchscreen layer. The authentication device may be, for example, a biometric authentication device for authenticating an individual using biometric information from a biometric sample (e.g., a fingertip, pupil, and / or the like).

[0418] In addition to the light-emitting device, the certification device may further include a bioassay information collector.

[0419] Electronic devices can be used for a variety of suitable 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 and / or endoscopic displays), fish finders, a variety of suitable measuring instruments, measuring instruments (e.g., measuring instruments for vehicles, aircraft and / or ships), projectors and / or the like.

[0420] Figure 2 and Figure 3 Description

[0421] Figure 2 A schematic cross-sectional view is provided to show a light-emitting device according to an embodiment of the present disclosure.

[0422] Figure 2 The light-emitting device includes a substrate 100, a thin-film transistor (TFT), a light-emitting device, and a package portion 300 that seals the light-emitting device.

[0423] The substrate 100 may be a flexible substrate, a glass substrate, and / or a metal substrate. A buffer layer 210 may be on the substrate 100. The buffer layer 210 prevents or reduces the penetration of impurities through the substrate 100 and may provide a flat surface on the substrate 100.

[0424] A thin-film transistor (TFT) may be located on a buffer layer 210. The TFT may include an active layer 220, a gate electrode 240, a source electrode 260, and a drain electrode 270.

[0425] The active layer 220 may include inorganic semiconductors (such as silicon and / or polysilicon), organic semiconductors and / or oxide semiconductors, and may include source regions, drain regions and channel regions.

[0426] A gate insulating film 230 for insulating the active layer 220 from the gate electrode 240 may be on the active layer 220, and the gate electrode 240 may be on the gate insulating film 230.

[0427] The interlayer insulating film 250 may be on the gate electrode 240. The interlayer insulating film 250 is between the gate electrode 240 and the source electrode 260 to insulate the gate electrode 240 from the source electrode 260, and between the gate electrode 240 and the drain electrode 270 to insulate the gate electrode 240 from the drain electrode 270.

[0428] The source electrode 260 and the drain electrode 270 may be on the interlayer insulating film 250. The interlayer insulating film 250 and the gate insulating film 230 may be formed to expose the source and drain regions of the active layer 220, and the source electrode 260 and the drain electrode 270 may be in contact (e.g., physical contact) with the exposed portions of the source and drain regions of the active layer 220.

[0429] The TFT is electrically connected to a light-emitting device to drive the light-emitting device and is covered by a passivation layer 280. The passivation layer 280 may include an inorganic insulating film, an organic insulating film, or a combination thereof. The light-emitting device is provided on the passivation layer 280. The light-emitting device includes a first electrode 110, a sandwich layer 130, and a second electrode 150.

[0430] The first electrode 110 may be on the passivation layer 280. The passivation layer 280 does not completely cover the drain electrode 270 and exposes a portion of the drain electrode 270, and the first electrode 110 may be connected to the exposed portion of the drain electrode 270.

[0431] A pixel defining layer 290, including an insulating material, may be present on the first electrode 110. The pixel defining layer 290 may expose a specific area of ​​the first electrode 110, and an interlayer 130 may be formed within the exposed area of ​​the first electrode 110. The pixel defining layer 290 may comprise a polyimide and / or a polyacrylic organic film. In some embodiments, at least some layers of the interlayer 130 may extend across the upper portion of the pixel defining layer 290, and thus may be in the form of a common layer.

[0432] The second electrode 150 may be on the interlayer 130, and the capping layer 170 may be additionally formed on the second electrode 150. The capping layer 170 may be formed to cover the second electrode 150.

[0433] The encapsulation portion 300 may be on the capping layer 170. The encapsulation portion 300 may be on the light-emitting device and protect the light-emitting device from moisture and / or oxygen. The encapsulation portion 300 may include an inorganic film, which may include silicon nitride (SiN). x ), silicon dioxide (SiO) x Indium tin oxide, indium zinc oxide, or combinations thereof; organic membranes, including polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resins (e.g., polymethyl methacrylate or polyacrylic acid), epoxy resins (e.g., aliphatic glycidyl ether (AGE)), or combinations thereof; or combinations of inorganic and organic membranes.

[0434] Figure 3 A schematic cross-sectional view is provided to show a light-emitting device according to an embodiment of the present disclosure.

[0435] Figure 3 Light-emitting devices and Figure 2 The light-emitting device is the same, except that the light-blocking pattern 500 and the functional area 400 are additionally present on the encapsulation portion 300. The functional area 400 may be i) a color filter area, ii) a color conversion area, or iii) a combination of a color filter area and a color conversion area. In the embodiment, it includes... Figure 3 The light-emitting device in the light-emitting equipment can be a series light-emitting device.

[0436] Preparation method

[0437] The layers constituting the hole transport region, the emission layer, and the electron transport region can be formed in specific regions using one or more suitable methods selected from vacuum deposition, spin coating, casting, Langmuir-Brookett (LB) deposition, inkjet printing, laser printing, and laser-induced thermal imaging.

[0438] When the layers constituting the hole transport region, the emitter layer, and the electron transport region are formed by vacuum deposition, the deposition temperature can be in the range of about 100°C to about 500°C, taking into account the materials to be included in the layers to be formed and the structure of the layers to be formed. 8 To about 10- 3 Vacuum degree and approximately within the range of Torr to approximately The deposition rate is carried out within a certain range.

[0439] Definitions of at least some terms

[0440] As used in this article, the term "C3-C" 60"Carbocyclic group" refers to a cyclic group consisting only of carbon atoms as cyclic atoms (bonded to a suitable or appropriate number of hydrogen atoms) (or composed only of carbon) and having 3 to 60 carbon atoms, preferably C5-C. 30 Carbocyclic groups, and as used herein by the term "C1-C". 60 "Heterocyclic group" refers to a cyclic group having 1 to 60 carbon atoms and further including heteroatoms in addition to carbon, preferably C2-C. 30 Heterocyclic group. C3-C 60 Carbocyclic groups and C1-C 60 The heterocyclic group can be a monocyclic group consisting of a single ring or a polycyclic group in which two or more rings are fused together (e.g., combined together). In embodiments, C1-C 60 The number of cyclic atoms in a heterocyclic group can range from 3 to 61.

[0441] As used in this article, the term "cyclic group" includes C3-C 60 Carbocyclic groups and C1-C 60 Heterocyclic groups.

[0442] As used in this article, “π-electron-rich C3-C” 60 "Cyclic group" refers to a cyclic group having 1 to 60 carbon atoms and excluding *-N=*' as the cyclic moiety, and as used herein, "a nitrogen-containing C1-C group lacking π electrons". 60 "Cyclic group" refers to a heterocyclic group having 1 to 60 carbon atoms and including *-N=*' as the cyclic part.

[0443] For example,

[0444] C3-C 60 The carbocyclic group can be i) group T1 or ii) a fused-ring group in which two or more groups T1 are fused together (e.g., bonded together) (e.g., cyclopentadienyl, adamantyl, norbornel, phenyl, pentaenyl, naphthyl, azuleyl, indaryl, acenaphthel, phenanthyl, anthraceneyl, fluoranyl, triphenylene, pyrene, 1,2-benzophenantyl, peryl, penfenyl, heptaenyl, tetraphenyl, framyl, hexaphenyl, pentaphenyl, rubidyl, keratyl, ovoleyl, indole, fluorenyl, spiro-difluorenyl, benzofluorenyl, indophenantyl, or indoanthracene).

[0445] C1-C 60The heterocyclic group may be i) group T2, ii) a fused-ring group in which two or more groups T2 are fused together (e.g., bonded together), or iii) a fused-ring group in which at least one group T2 and at least one group T1 are fused together (e.g., bonded together) (e.g., pyrrole, thiophene, furanyl, indole, benzoindole, naphthoindole, isoindole, benzoisoindole, naphthoisoindole, benzothiophene, benzofuranyl, carbazole, dibenzothiophene, dibenzofuranyl, dibenzofuranyl, indocarbazole, indolecarbazole, benzofuranyl, benzothiophenecarbazole, benzothiophenecarbazole, benzoindocarbazole, benzocarbazole, benzonaphthofuranyl, benzonaphthophene, benzonaphthothiophene, benzofuranyl, benzofuranyl, benzofuranyl, benzonaphthothio ...naphthothiophene, benzofuranyl, benzofuranyl, benzonaphthothiophene, benzonaphthothiophene, benzofuranyl, benzonaphthothiophene, benzofuranyl, benzonaphthothiophene, benzofuranyl, benzonaphthothiophene, benzonaphthothiophene, benzofuranyl, benzonaphthothiophene, benzonaphthothiophene, benzonaphthothiophene, benzonaphthothiophene, benzonaphthothiophene, benzonaphthophene, benzo Benzofurano, benzofuran, benzothiophene, benzothiophene, pyrazolyl, imidazolyl, triazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiazolyl, thiazolyl, benzopyrazolyl, benzimidazolyl, benzooxazolyl, benzoisooxazolyl, benzothiazolyl, benzoisothiazolyl, pyridyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl Isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinyl, cenolinyl, phthalazinyl, naphthidyl, imidazopyridyl, imidazopyrimidyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazoyl, azafluorenyl, azadibenzothiopheneyl, azadibenzothiopheneyl or azadibenzofuranyl),

[0446] C3-C rich in π electrons 60 The cyclic group may be i) group T1, ii) a fused-ring group in which two or more groups T1 are fused together (e.g., bonded together), iii) group T3, iv) a fused-ring group in which two or more groups T3 are fused together (e.g., bonded together), or v) a fused-ring group in which at least one group T3 and at least one group T1 are fused together (e.g., bonded together) (e.g., C3-C). 60 Carbocyclic groups, pyrrole, thiophene, furanyl, indole, benzoindole, naphthoindole, isoindole, benzoisoindole, naphthoisoindole, benzothiol, benzothiophene, benzofuranyl, carbazole, dibenzothiol, dibenzothiophene, dibenzofuranyl, indole-carbazole, indole-carbazole, benzofuran-carbazole, benzothiophene-carbazole, benzothiophene-carbazole, benzoindole-carbazole, benzocarbazole, benzonaphthofuranyl, benzonaphthophene, benzonaphthothiol, benzofuran-dibenzofuranyl, benzofuran-dibenzothiophene or benzothiophene-dibenzothiophene).

[0447] Nitrogen-containing C1-C lacking π electrons 60The cyclic group may be i) group T4, ii) a fused-ring group in which two or more groups T4 are fused together (e.g., bonded together), iii) a fused-ring group in which at least one group T4 and at least one group T1 are fused together (e.g., bonded together), iv) a fused-ring group in which at least one group T4 and at least one group T3 are fused together (e.g., bonded together), or v) a fused-ring group in which at least one group T4, at least one group T1, and at least one group T3 are fused together (e.g., bonded together) (e.g., pyrazolyl, imidazole, triazolyl, oxazolyl, isoxazolyl, oxadiazole). The following groups are listed: β-carbazolyl, thiazolyl, isothiazolyl, thiadiazolyl, benzopyrazolyl, benzimidazolyl, benzoxazolyl, benzoisoxazolyl, benzothiazolyl, benzoisothiazolyl, pyridinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, benzoisoquinolinyl, quinoxalinyl, benzoquinoxalinyl, quinazolinyl, benzoquinazolinyl, phenanthrolinel, cinolinyl, phthalazinyl, naphthidyl, imidazopyridinyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, azacarbazolyl, azafluorenyl, azadibenzothiopheneyl, azadibenzothiopheneyl, or azadibenzofuranyl.

[0448] Group T1 can be cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclobutenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl, cycloheptenyl, adamantyl, norbornyl (or, bicyclo[2.2.1]heptane), norbornyl, bicyclo[1.1.1]pentane, bicyclo[2.1.1]hexane, bicyclo[2.2.2]octane, or phenyl.

[0449] The group T2 can be furanyl, thiopheneyl, 1H-pyrrolyl, thiopheneyl, borocyclopentadienyl, 2H-pyrrolyl, 3H-pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiadiazolyl, azathiazolyl, azaboracyclopentadienyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, or tetraazinyl.

[0450] Group T3 can be furanyl, thiophene, 1H-pyrrole, thiophene, or borocyclopentadienyl.

[0451] The group T4 can be 2H-pyrrole, 3H-pyrrole, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, thiazolyl, azirthiolyl, aziboranecyclopentadienyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, or tetraazinyl.

[0452] As used in this article, the terms "cyclic group" and "C3-C" are similar to those used in this article. 60"Carbon ring group", "C1-C" 60 Heterocyclic groups, π-electron-rich C3-C 60 "Cyclic groups" or "nitrogen-containing C1-C groups lacking π electrons" 60 "Cyclic group" refers to a group that is fused (e.g., bonded together) with a cyclic group, a monovalent group, or a polyvalent group (e.g., a divalent group, a trivalent group, a tetravalent group, and / or the like) according to the structure of a formula described in the corresponding term. In embodiments, "phenyl" may be a benzo[a] group, a phenyl group, a phenylene group, or the like, which can be readily understood by those skilled in the art based on the structure of a formula including "phenyl".

[0453] In the implementation method, the unit price is C3-C. 60 Carbocyclic groups and monovalent C1-C 60 Examples of heterocyclic groups 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 groups, monovalent non-aromatic fused polycyclic groups, and monovalent non-aromatic fused heterocyclic groups, and divalent C3-C 60 Carbocyclic groups and divalent C1-C 60 Examples of heterocyclic groups 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 Hypoaryl, divalent non-aromatic fused polycyclic groups and divalent non-aromatic fused heterocyclic groups.

[0454] As used in this article, the term "C1-C" 60 "alkyl" refers to a monovalent group of a straight-chain or branched aliphatic hydrocarbon having 1 to 60 carbon atoms, preferably C1-C. 20 Alkyl or C1-C 10 Alkyl groups, and examples thereof 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 tert-decyl. As used herein, the term "C1-C" is used in conjunction with other alkyl groups. 60 "alkylene" refers to C1-C 60Alkyl groups having essentially the same divalent structure, preferably C1-C 20 Alkylene or C1-C5 alkylene.

[0455] As used in this article, the term "C2-C" 60 "Alkenyl" refers to the group formed at C2-C. 60 A monovalent hydrocarbon group having at least one carbon-carbon double bond at the main chain (e.g., middle) or end (e.g., tip) of an alkyl group, and examples include vinyl, propenyl, and butenyl groups. As used herein, the term "C2-C" is used... 60 "Alkenyl" refers to C2-C 60 Alkenes have divalent groups with substantially the same structure, preferably C2-C. 20 Alkenyl or C2-C5 alkenyl.

[0456] As used in this article, the term "C2-C" 60 "Alkyne group" refers to the group at C2-C 60 A monovalent hydrocarbon group having at least one carbon-carbon triple bond at the main chain (e.g., middle) or end (e.g., tip) of an alkyl group, and examples include ethynyl and propynyl groups. As used herein, the term "C2-C" is used... 60 "Immyneyl" refers to C2-C 60 Alkynes are divalent groups with essentially the same structure.

[0457] As used in this article, the term "C1-C" 60 "Alkoxy" refers to the compound formed by -OA 101 The monovalent group represented (where A) 101 For C1-C 60 Alkyl groups, preferably C1-C 20 Alkyl groups, and examples of them include methoxy, ethoxy, and isopropoxy.

[0458] As used in this article, the term "C3-C" 10 "Cycloalkyl" refers to a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and examples include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornelyl (or bicyclo[2.2.1]heptyl), bicyclo[1.1.1]pentyl, bicyclo[2.1.1]hexyl, and bicyclo[2.2.2]octyl. As used herein, the term "C3-C" is also relevant. 10 "Cycloalkylene" refers to C3-C 10 Cycloalkyl groups have divalent groups with essentially the same structure.

[0459] As used in this article, the term "C1-C" 10"Heterocyclic alkyl" refers to a monovalent cyclic group having 1 to 10 carbon atoms, comprising at least one heteroatom as a cyclic atom in addition to a carbon atom, and examples include 1,2,3,4-oxatriazolyl, tetrahydrofuranyl, and tetrahydrothiophenyl. As used herein, the term "C1-C..." 10 "Heterocyclic alkyl" refers to C1-C 10 Heterocyclic alkyl groups have divalent groups with essentially the same structure.

[0460] As used in this article, the term "C3-C" 10 "Cycloalkenyl" refers to a monovalent monocyclic group having 3 to 10 carbon atoms and at least one carbon-carbon double bond in its ring and being non-aromatic (e.g., not aromatic), and non-limiting examples include cyclopentenyl, cyclohexenyl, and cycloheptenyl. The term "C3-C" is also used herein. 10 "Biopylene" refers to C3-C 10 Cycloalkenyl groups are divalent groups with essentially the same structure.

[0461] As used in this article, the term "C1-C" 10 "Heterocyclic alkenyl" refers to a monovalent cyclic group that has at least one heteroatom as a cyclic atom in addition to carbon atoms in its ring structure, and has 1 to 10 carbon atoms and at least one double bond. C1-C 10 Examples of heterocyclic alkenyl groups include 4,5-dihydro-1,2,3,4-oxarizolyl, 2,3-dihydrofuranyl, and 2,3-dihydrothiophenyl. As used herein, the term "C1-C..." 10 "Heterocyclic alkenyl" refers to C1-C 10 Heterocyclic alkenyl groups are divalent groups with essentially the same structure.

[0462] As used in this article, the term "C6-C" 60 "Aryl" is a monovalent group in a carbocyclic aromatic system (with 6 to 60 carbon atoms), and as used herein in the term "C6-C". 60 "Arylene" refers to a divalent group that has a carbocyclic aromatic system (with 6 to 60 carbon atoms). C6-C 60 Examples of aryl groups include fluorenyl, phenyl, pentanenyl, naphthyl, azuleyl, indole, acenaphthel, phenanthyl, anthraceneyl, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, perylene, pentanenyl, heptanenyl, tetraphenyl, framyl, hexaphenyl, pentaphenyl, rubiginyl, myristyl, and ovoleyl. 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 fused together (e.g., combined together).

[0463] As used in this article, the term "C1-C" 60"Heteroaryl" refers to a monovalent group having a heterocyclic aromatic system, which, in addition to a carbon atom, has at least one heteroatom as a cyclic atom and has 1 to 60 carbon atoms. As used herein, the term "C1-C" is also relevant. 60 "Hypo-heteroaryl" refers to a divalent group having a heterocyclic aromatic system, which, in addition to a carbon atom, has at least one heteroatom as a cyclic atom and has 1 to 60 carbon atoms. C1-C 60 Examples of heteroaryl groups include carbazole, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, triazinyl, quinolinyl, benzo[a]quinolinyl, isoquinolinyl, benzo[a]isoquinolinyl, quinoxalinyl, benzo[a]quinoxalinyl, quinazolinyl, benzo[a]quinazolinyl, cenylyl, phenanthrolinel, phthalazinyl, and naphthidyl. When C1-C 60 heteroaryl and C1-C 60 When each of the heteroaryl groups comprises two or more rings, the two or more rings may fused together (e.g., combined together).

[0464] As used herein, the term "monovalent nonaromatic fused polycyclic group" refers to a monovalent group (e.g., having 8 to 60 carbon atoms) having two or more rings fused together (e.g., bonded together), with only carbon atoms as cyclic atoms, and lacking aromaticity (e.g., not aromatic) throughout its molecular structure. Examples of monovalent nonaromatic fused polycyclic groups include indenyl, fluorenyl, spiro-difluorenyl, benzo[a]fluorenyl, indeno[a]phenanthryl, and indeno[a]anthrayl. As used herein, the term "divalent nonaromatic fused polycyclic group" refers to a divalent group having substantially the same structure as a monovalent nonaromatic fused polycyclic group.

[0465] As used herein, the term “monovalent non-aromatic fused heterocyclic group” refers to a monovalent group (e.g., having 1 to 60 carbon atoms) having two or more rings fused together (e.g., bonded together), having at least one heteroatom as a cyclic atom in addition to carbon atoms, and being non-aromatic (e.g., not aromatic) throughout its molecular structure. Examples of monovalent non-aromatic fused heterocyclic groups 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, and thiadiazolyl. Benzopyrazolyl, benzoimidazolyl, benzooxazolyl, benzothiazolyl, benzooxadiazolyl, benzothiadiazolyl, imidazopyridyl, imidazopyrimidinyl, imidazotriazinyl, imidazopyrazinyl, imidazopyridazinyl, indolecarbazolyl, indolocarbazolyl, benzofuranocarbazolyl, benzothiophenocarbazolyl, benzothiophenocarbazolyl, benzoindolocarbazolyl, benzocarbazolyl, benzonaphthiophenyl, benzonaphthiophenyl, benzofuranodibenzofuranyl, benzofuranodibenzothiophenyl, and benzothiophenodibenzothiophenyl. As used herein, the term "divalent nonaromatic fused heteropolycyclic group" refers to a divalent group having substantially the same structure as a monovalent nonaromatic fused heteropolycyclic group.

[0466] As used in this article, the term "C6-C" 60 "Aryloxy group" refers to -OA 102 (where A) 102 For C6-C 60 Aryl), and as used herein by the term "C6-C" 60 "Arylthio" refers to -SA 103 (where A) 103 For C6-C 60 Aryl).

[0467] As used in this article, the term "R" 10a "refer to:

[0468] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl, cyano, or nitro;

[0469] Each of the following C1-C that was not replaced or was replaced by: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthioyl, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 ) or any combination thereof;

[0470] Each of the following C3-Cs was not replaced or was replaced by the others 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy or C6-C 60 Aryl thiols: 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 groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthioyl, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or any combination thereof; or

[0471] -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 ).

[0472] The Q1 to Q3 and Q used in this article 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each can be independently represented as: 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 each group is unsubstituted or substituted with deuterium, -F, cyano, C1-C. 60 Alkyl, C1-C 60 C3-C substituted with alkoxy, phenyl, biphenyl or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

[0473] As used herein, the term "heteroatom" refers to any atom other than a carbon atom. Examples of heteroatoms include O, S, N, P, Si, B, Ge, Se, and any combination thereof.

[0474] As used herein, “Ph” refers to phenyl, “Me” refers to methyl, “Et” refers to ethyl, and “tert-Bu” or “Bu” refers to ethyl. t "Refers to tert-butyl, and as used herein, the term "OMe" refers to methyl methacrylate (MMA).

[0475] As used in this article, the term "biphenyl" refers to a phenyl group that has been substituted with a phenyl group. In other words, "biphenyl" is a phenyl group with a C6-C2 bond. 60 Aryl groups are substituted phenyl groups.

[0476] As used in this article, the term "terphenyl" refers to a "phenyl group substituted with a biphenyl group." In other words, "terphenyl" can be a phenyl group with a C6-C substituted biphenyl group. 60 Aryl-substituted C6-C 60 Aryl groups are substituted phenyl groups.

[0477] Unless otherwise defined, as used herein, * and *' each refer to the binding site of the adjacent atom in the corresponding formula.

[0478] The compounds and light-emitting devices according to the embodiments will be described in detail below with reference to synthesis examples and embodiments. The phrase "replacing A with B" used in the description of the synthesis examples means replacing A with an equal molar equivalent of B.

[0479] Example

[0480] Synthesis Example 1: Synthesis of Compound 2

[0481]

[0482] Synthetic intermediate 2-1

[0483] 3,4-Dibromothiophene (1 eq), N1,N1,N3,N3,N5-pentaphenylbenzyl-1,3,5-triamine (1 eq), tris(dibenzylacetone)dipalladium (0) (0.05 eq), BINAP (0.1 eq), and sodium tert-butoxide (3 eq) were dissolved in toluene under a nitrogen atmosphere, and the resulting mixture was stirred at 90 °C for 12 hours. After cooling, the organic layer obtained by washing the reaction solution three times with ethyl acetate and water was dried with anhydrous magnesium sulfate and then dried again under reduced pressure. Subsequently, the product was separated and purified by column chromatography to obtain intermediate 2-1 (yield: 56%).

[0484] Synthetic intermediate 2-2

[0485] Intermediate 2-1 (1 eq), 3,5-bis(diphenylamino)phenol (1 eq), CuI (0.1 eq), 1,10-phenanthroline (0.2 eq), and K₂CO₃ (3 eq) were dissolved in dimethylformamide (DMF), and the resulting mixture was stirred at 160 °C for 12 hours. After cooling, the solvent was removed under reduced pressure, and the organic layer obtained by washing the reaction solution three times with ethyl acetate and water was dried with anhydrous magnesium sulfate and then dried again under reduced pressure. Subsequently, the product was separated and purified by column chromatography to obtain intermediate 2-2 (yield: 55%).

[0486] Synthetic compound 2

[0487] Intermediate 2-2 (1 eq) was dissolved in o-dichlorobenzene, and the resulting mixture was cooled to 0°C. Then, BBr3 (5 eq) was slowly injected under a nitrogen atmosphere. After injection, the reaction temperature was raised to 150°C, and the resulting solution was stirred for 24 hours. After cooling, triethylamine was slowly added dropwise to a flask containing the reactants to terminate the reaction. Ethanol was then added for precipitation and filtration to obtain a solid product. Subsequently, the solid product was purified by column chromatography to obtain compound 2 (yield: 6%).

[0488] Synthesis Example 2: Synthesis of Compound 3

[0489]

[0490] Synthetic intermediate 3-1

[0491] Intermediate 2-1 (1 eq), 5-phenoxy-N1,N1,N3-triphenylbenzene-1,3-diamine (1 eq), tris(dibenzylacetone)dipalladium (0) (0.05 eq), tri-tert-butylphosphine (0.1 eq), and sodium tert-butoxide (3 eq) were dissolved in toluene, and the resulting mixture was stirred at 100 °C for 12 hours. After cooling, the organic layer obtained by washing the reaction solution three times with ethyl acetate and water was dried with anhydrous magnesium sulfate and then dried again under reduced pressure. Subsequently, the product was separated and purified by column chromatography to obtain intermediate 3-1 (yield: 60%).

[0492] Synthetic compound 3

[0493] Compound 3 was obtained using intermediate 3-1 in essentially the same manner as that used to prepare compound 2, except that intermediate 3-1 was used instead of intermediate 2-2. (Yield: 7%)

[0494] Synthesis Example 3: Synthesis of Compound 10

[0495]

[0496] Synthetic intermediate 10-1

[0497] Intermediate 10-1 was synthesized using intermediate 2-1 and 3-(9H-carbazole-9-yl)-5-(diphenylamino)phenol in essentially the same manner as that used to prepare intermediate 2-2. (Yield: 70%)

[0498] Synthetic compound 10

[0499] Compound 10 was obtained using intermediate 10-1 in essentially the same manner as that used to prepare compound 2, except that intermediate 10-1 was used instead of intermediate 2-2. (Yield: 4%)

[0500] Synthesis Example 4: Synthesis of Compound 11

[0501]

[0502] Synthetic intermediate 11-1

[0503] 3,4-Dibromofuran (1 eq), N1,N1,N3,N3,N5-pentaphenylbenzyl-1,3,5-triamine (2 eq), tris(dibenzylacetone)dipalladium (0) (0.05 eq), tri-tert-butylphosphine (0.1 eq), and sodium tert-butoxide (3 eq) were dissolved in toluene under a nitrogen atmosphere, and the resulting mixture was stirred at 100 °C for 12 hours. After cooling, the organic layer obtained by washing the reaction solution three times with ethyl acetate and water was dried with anhydrous magnesium sulfate and then dried again under reduced pressure. Subsequently, the product was separated and purified by column chromatography to obtain intermediate 11-1 (yield: 70%).

[0504] Synthetic compound 11

[0505] Compound 11 was obtained using intermediate 11-1 in essentially the same manner as that used to prepare compound 2, except that intermediate 11-1 was used instead of intermediate 2-2. (Yield: 9%)

[0506] Synthesis Example 5: Synthesis of Compound 15

[0507]

[0508] Synthetic intermediate 15-1

[0509] Intermediate 15-1 was synthesized in substantially the same manner as that used to prepare intermediate 2-1, using 3,4-dibromofuran instead of 3,4-dibromothiophene. (Yield: 48%)

[0510] Synthetic intermediate 15-2

[0511] Intermediate 15-2 was synthesized using intermediate 15-1 and 5-(3-(diphenylamino)phenoxy)-N1,N1,N3-triphenylphenyl-1,3-diamine in essentially the same manner as that used to prepare intermediate 3-1. (Yield: 56%)

[0512] Synthetic compound 15

[0513] Compound 15 was obtained using intermediate 15-2 in essentially the same manner as that used to prepare compound 2, except that intermediate 15-2 was used instead of intermediate 2-2. (Yield: 11%)

[0514] Synthesis Example 6: Synthesis of Compound 24

[0515]

[0516] Synthetic intermediate 24-1

[0517] 3,4-Dibromo-1-phenyl-1H-pyrrole (1 eq), 3,5-bis(diphenylamino)phenol (2.2 eq), CuI (0.2 eq), 1,10-phenanthroline (0.4 eq), and K₂CO₃ (4 eq) were dissolved in dimethylformamide (DMF), and the resulting mixture was stirred at 160 °C for 24 hours. After cooling, the solvent was removed under reduced pressure, and the organic layer obtained by washing the reaction solution three times with ethyl acetate and water was dried with anhydrous magnesium sulfate and then dried again under reduced pressure. Subsequently, the product was separated and purified by column chromatography to obtain intermediate 24-1 (yield: 49%).

[0518] Synthetic compound 24

[0519] Compound 24 was obtained using intermediate 24-1 in essentially the same manner as that used to prepare compound 2, except that intermediate 24-1 was used instead of intermediate 2-2. (Yield: 9%)

[0520] pass 1 The synthesized compounds in Table 1 were identified by 1H NMR and MS / FAB. By referring to the above synthetic routes and starting materials, those skilled in the art can easily recognize the synthesis of compounds other than those shown in Table 1.

[0521] Table 1

[0522]

[0523]

[0524] Example 1

[0525] As the anode, Corning 15Ω / cm 2 The ITO glass substrate was cut to a size of 50mm x 50mm x 0.7mm, ultrasonicated with isopropanol and pure water for 5 minutes each, and then cleaned by exposure to ultraviolet rays and ozone for 30 minutes. The ITO glass substrate was then fed into a vacuum deposition apparatus.

[0526] N,N'-bis(1-naphthyl)-N,N'-diphenylbenzidine (NPD) was vacuum deposited on an ITO glass substrate to form a thickness of [missing information]. A hole injection layer was then formed. HT3 was then vacuum-deposited onto the hole injection layer to create a thickness of [thickness value missing]. The hole transport layer.

[0527] CzSi, a hole transport compound, was vacuum deposited on the hole transport layer to form a thickness of [missing information]. The launch auxiliary layer.

[0528] mCP (the host) and Compound 2 (the dopant) were co-deposited on the emission-assisted layer at a weight ratio of 99:1 to form a thickness of [missing information]. The emission layer.

[0529] Subsequently, TSPO1 was deposited on the emitter layer to form a thickness of [thickness value missing]. An electron transport layer is formed, and TPBi is deposited on the electron transport layer to form a thickness of [missing information]. The electron injection layer.

[0530] LiF, acting as an alkali halide metal, was deposited on the electron-injected layer to form a layer with a thickness of [missing information]. An electron injection layer is formed by vacuum deposition of Al onto the electron injection layer to create a layer with a thickness of [missing information]. LiF / Al electrode.

[0531] Then, HT28 was vacuum deposited on the LiF / Al electrode to form a thickness of [missing information]. The sealing layer completes the manufacturing of the light-emitting device.

[0532]

[0533] Examples 2 to 6 and Comparative Examples 1 and 2

[0534] The light-emitting device was manufactured in essentially the same manner as in Example 1, except that the compounds shown in Table 2 were used instead of HT3 in the hole transport layer and the compounds shown in Table 2 were used instead of compound 2 in the emission layer.

[0535] Evaluation Example 1

[0536] To evaluate the characteristics of the light-emitting devices of Examples 1 to 6 and Comparative Examples 1 and 2, measurements were taken at 10 mA / cm². 2 The driving voltage, luminous efficiency, and maximum external quantum efficiency (EQE) at various current densities were determined. For each light-emitting device, the driving voltage was measured using a source meter (Keithley Instrument, 2400 series), and the maximum EQE was measured using an external quantum efficiency measurement device C9920-2-12 from Hamamatsu Photonics Inc. When evaluating the maximum EQE, the luminance / current density was measured using a luminance meter calibrated for wavelength sensitivity, and the maximum EQE was converted under the assumption of obtaining an angular luminance distribution (Lambertian) for a perfectly diffuse surface. The results of the characteristic evaluation of the light-emitting devices are shown in Table 2.

[0537] Table 2

[0538]

[0539]

[0540] Referring to Table 2, it can be seen that, compared with the light-emitting devices of Comparative Examples 1 to 7, the light-emitting devices of Examples 1 to 12 have a lower driving voltage, increased luminous efficiency, and increased maximum EQE.

[0541] It should be understood that the embodiments described herein should be considered descriptive only and not for limiting purposes. Descriptions of features or aspects in each embodiment should generally be considered applicable to other similar features or aspects in other embodiments. While one or more embodiments have been described with reference to the figures, those skilled in the art will understand that various changes in form and detail may be made therein without departing from the spirit and scope defined by the appended claims and their equivalents.

Claims

1. A light-emitting device, comprising: First electrode; The second electrode facing the first electrode; as well as A sandwich layer between the first electrode and the second electrode, the sandwich layer including an emission layer. The interlayer further includes a hole transport region between the first electrode and the emitter layer. The hole transport region includes a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof, and The emitter layer comprises at least one fused-ring compound represented by Formula 1, wherein The emitting layer emits light with a maximum emission wavelength in the range of 400 nm to 500 nm: Formula 1 Formula 201 Formula 202 In Equation 1, Rings A1 to A4 are each independently C5-C 30 Carbocyclic groups or C2-C 30 Heterocyclic groups, X1 is O, S, Se, or N(R) 1a ), X2 is O, S, Se, or N(R) 2a ), X3 is O, S, Se, or N(R) 3a ), X4 is O, S, Se, or N(R) 4a ), X5 is O, S, Se, or N(R) 5a ), Y1 is B, P (=O) or P (=S), Y2 is B, P (=O) or P (=S), R1 to R4 and R 1a To R 5a Each of the following groups is independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy, unsubstituted, or with at least one R 10a Replacement C6-C 60 Arylthioyl, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), d1 to d4 are each an independent integer selected from 0 to 20, and Selected from R1 to R4 and R 1a To R 5a Two or more groups in the form are optionally linked together to form an unsubstituted or R-type compound. 10a Replacement C5-C 30 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C2-C 30 Heterocyclic groups, Among them, in equations 201 and 202, L 201 To L 204 Each independently is either unsubstituted or by at least one R 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups, L 205 For *-O-*', *-S-*', *-N(Q) 201 )-*', unsubstituted or by at least one R 10a Replacement C1-C 20 Alkylene, unsubstituted, or with at least one R 10a Replacement C2-C 20 alkenyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups, * and *' each refer to the binding site with the adjacent atom. xa1 to xa4 are each an independent integer selected from 0 to 5. xa5 is an integer selected from 1 to 10. R 201 To R 204 and Q 201 Each independently is either unsubstituted or by at least one R 10a Replacement C5-C 60 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C1-C 60 Heterocyclic groups, R 201 and R 202 Optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked together to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C8-C 60 Polycyclic groups, R 203 and R 204 Optionally via a single bond, unsubstituted, or by at least one R 10a Substituted C1-C5 alkylene groups or unsubstituted or substituted with at least one R 10a The substituted C2-C5 alkenyl groups are linked together to form an unsubstituted or substituted compound with at least one R group. 10a Replacement C8-C 60 Polycyclic groups, na1 is an integer selected from 1 to 4. R 10a for: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro; Each of the following C1-C that was not replaced or was replaced by: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthioyl, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 ) or any combination thereof; Each of the following C3-Cs that were not replaced or were replaced: 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy or C6-C 60 Aryl thiols: 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, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthioyl, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 -P(=O)(Q) 21 (Q) 22 ) or any combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 (Q) 32 ),and Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each of the following is 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 each group is unsubstituted or substituted with deuterium, -F, cyano, C1-C. 60 Alkyl, C1-C 60 C3-C substituted with alkoxy, phenyl, biphenyl or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

2. The light-emitting device as claimed in claim 1, wherein: The first electrode is the anode. The second electrode is a cathode. The interlayer further includes an electron transport region between the emitter layer and the second electrode. The hole transport region includes a hole injection layer, a hole transport layer, an emission assist layer, an electron blocking layer, or any combination thereof, and The electron transport region includes a buffer layer, a hole blocking layer, an electron transport layer, an electron control layer, an electron injection layer, or any combination thereof.

3. The light-emitting device according to claim 1, wherein rings A1 to A4 are each independently phenyl, naphthyl, carbazole, fluorenyl, dibenzothiophene, or dibenzofuranyl.

4. The light-emitting device as claimed in claim 1, wherein: (i)X1 is N(R) 1a X2 is N(R) 2a X3 is N(R) 3a ), and X4 is N(R) 4a ); (ii) X1 is O, X2 is N(R) 2a X3 is N(R) 3a ), and X4 is N(R) 4a ); (iii)X1 is N(R) 1a X2 is N(R) 2a X3 is N(R) 3a ), and X4 is 0; (iv) X1 is O, X2 is O, X3 is N(R) 3a ), and X4 is N(R) 4a ); (v)X1 is N(R) 1a X2 is N(R) 2a X3 is 0, and X4 is 0; (vi) X1 is O, X2 is N(R) 2a X3 is N(R) 3a ), and X4 is 0; or (vii) X1 is O, X2 is O, X3 is N(R) 3a ), and X4 is 0.

5. The light-emitting device as claimed in claim 1, wherein each of Y1 and Y2 is B.

6. The light-emitting device as claimed in claim 1, wherein R1 to R4 and R 1a To R 5a Each is selected independently from: Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 20 Alkyl and C1-C 20 Alkoxy; Each is selected from at least one of the following C1-C substituted. 20 Alkyl and C1-C 20 Alkyl groups: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amidine, hydrazine, hydrazone, C1-C 10 Alkyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, naphthyl, pyridyl, and pyrimidinyl; Each of the following is substituted with at least one of the following: cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrolyl, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinolinyl, carbazole, phenanthrylolyl, benzimidazolyl, benzofuranyl, benzothiophene, benzoisothiazolyl, benzoxazole alkyl, benzoisoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl and azadibenzothiophenyl: deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl, cyano, nitro, amido, hydrazyl, hydrazone, C1-C 20 Alkyl, C1-C 20 Alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornyl, norbornyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, phenyl, biphenyl, C1-C 10 Alkylphenyl, naphthyl, fluorenyl, phenanthryl, anthracene, fluoranthyl, triphenylene, pyrene, 1,2-benzophenanthryl, pyrrole, thiophene, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindole, indole, indazole, purine, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinolinyl, carbazole, phenanthryl Polylyl, benzimidazolyl, benzofuranyl, benzothiophenyl, benzisothiazolyl, benzoxazolyl, benzisothiazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarbazoleyl, dibenzocarbazoleyl, imidazopyridyl, imidazopyrimidinyl, azacarbazoleyl, azadibenzofuranyl, azadibenzothiophenyl, azafluorenyl, azadibenzothiophenyl, -Si(Q) 31 (Q) 32 (Q) 33 -N(Q) 31 (Q) 32 -B(Q) 31 (Q) 32 -P(Q) 31 (Q) 32 -C(=O)(Q) 31 -S(=O)2(Q) 31 ) and -P(=O)(Q 31 (Q) 32 );as well as -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) and -P(=O)(Q1)(Q2), and Q1 to Q3 and Q 31 To Q 33 Each is selected independently from: -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H and -CD2CDH2; and Each of the following is either unsubstituted or substituted with at least one of the following: n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, phenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyrazinyl, and triazinyl: deuterium, C1-C 10 Alkyl, phenyl, biphenyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, and triazinyl.

7. The light-emitting device as claimed in claim 1, wherein at least one of R1 to R4 is -N(Q1)(Q2), Q1 and Q2 are each independently selected from: hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl; cyano; nitro; amidine; hydrazine; hydrazone; C1-C 60 Alkyl; C2-C 60 Alkenyl; C2-C 60 Alkyne group; C1-C 60 Alkoxy group; 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 fused polycyclic group; monovalent non-aromatic fused heterocyclic group; C1-C substituted with at least one of deuterium, -F and cyano. 60 Alkyl group; C6-C substituted with at least one group selected from deuterium, -F and cyano. 60 Aryl; biphenyl; and terphenyl, Neighboring Q1 and Q2 are optionally connected to each other to form an unsubstituted or R-shaped structure. 20a Replacement C2-C 30 Heterocyclic groups, and R 20a Combined with R in claim 1 10a The descriptions are the same.

8. The light-emitting device of claim 1, wherein the emitting layer comprises at least one fused-ring compound represented by formula 1-1: Formula 1-1 in, In Equation 1-1, X1 to X5, Y1, Y2 and R1 to R4 are each the same as described in claim 1, d1 and d2 are each integers selected from 1 to 3, and d3 and d4 are each integers selected from 1 to 4.

9. The light-emitting device of claim 1, wherein the fused ring compound satisfies at least one of conditions 1 to 4: Condition 1 X3 is N(R) 3a ),as well as R2 and R 3a Connected to form unsubstituted or by at least one R 30a Replacement C2-C 30 heterocyclic groups Condition 2 X3 is N(R) 3a ),as well as R3 and R 3a Connected to form unsubstituted or by at least one R 30a Replacement C2-C 30 heterocyclic groups Condition 3 X4 is N(R) 4a ),as well as R1 and R 4a Connected to form unsubstituted or by at least one R 30a Replacement C2-C 30 heterocyclic groups Condition 4 X4 is N(R) 4a ),as well as R4 and R 4a Connected to form unsubstituted or by at least one R 30a Replacement C2-C 30 heterocyclic groups in, In conditions 1 to 4, R 30a Combined with R in claim 1 10a The descriptions are the same.

10. The light-emitting device of claim 1, wherein the emitting layer comprises at least one of a fused-ring compound represented by formula 2-1 to formula 2-8: in, In equations 2-1 to 2-8, Z1 is a single bond, O, S, Se, N(R) 11a ), B, P (=O) or P (=S), Z2 is a single bond, O, S, Se, N(R) 12a ), B, P (=O) or P (=S), Z3 is a single bond, O, S, Se, N(R) 13a ), B, P (=O) or P (=S), Z4 is a single bond, O, S, Se, N(R) 14a ), B, P (=O) or P (=S), and X1 to X5, Y1, Y2, R1 to R4, and d1 to d4 are each identical to those described in claim 1, R 11a To R 14a Each in combination with R in claim 1 1a The descriptions are the same, and R 11 To R 14 Each in combination with R in claim 1 10a The descriptions are the same.

11. The light-emitting device of claim 10, wherein each of Z1 to Z4 is a single bond.

12. The light-emitting device as claimed in claim 1, wherein: Each of R1, R2, R3, and R4 is not hydrogen; R1 is hydrogen, and at least one of R2, R3, and R4 is not hydrogen; R2 is hydrogen, and at least one of R1, R3, and R4 is not hydrogen; R3 is hydrogen, and at least one of R1, R2, and R4 is not hydrogen; or R4 is hydrogen, and at least one of R1, R2, and R3 is not hydrogen.

13. The light-emitting device of claim 1, wherein the emitting layer comprises at least one fused-ring compound represented by formula 3-1: Equation 3-1 in, In Equation 3-1, X1 to X5, Y1, Y2 and R1 to R4 are each the same as those described in claim 1.

14. The light-emitting device of claim 1, wherein the at least one fused-ring compound represented by Formula 1 in the emitting layer comprises at least one selected from compounds 1 to 30:

15. A light-emitting device, comprising: First electrode; The second electrode facing the first electrode; as well as An interlayer comprising an emission layer is provided between the first electrode and the second electrode. The light-emitting device further includes a capping layer outside the second electrode, the capping layer having a refractive index equal to or greater than 1.6, and The emission layer comprises at least one fused ring compound represented by Formula 1: Formula 1 In Equation 1, Rings A1 to A4 are each independently C5-C 30 Carbocyclic groups or C2-C 30 Heterocyclic groups, X1 is O, S, Se, or N(R) 1a ), X2 is O, S, Se, or N(R) 2a ), X3 is O, S, Se, or N(R) 3a ), X4 is O, S, Se, or N(R) 4a ), X5 is O, S, Se, or N(R) 5a ), Y1 is B, P (=O) or P (=S), Y2 is B, P (=O) or P (=S), R1 to R4 and R 1a To R 5a Each of the following groups is independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, unsubstituted, or substituted with at least one R. 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C2-C 60 alkenyl, unsubstituted or with at least one R 10a Replacement C2-C 60 Alkyne group, unsubstituted or with at least one R 10a Replacement C1-C 60 Alkyl, unsubstituted, or with at least one R 10a Replacement C3-C 60 Carbocyclic groups, unsubstituted or with at least one R 10a Replacement C1-C 60 Heterocyclic groups, unsubstituted or with at least one R 10a Replacement C6-C 60 aryloxy, unsubstituted, or with at least one R 10a Replacement C6-C 60 Arylthioyl, -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), d1 to d4 are each an independent integer selected from 0 to 20, and Selected from R1 to R4 and R 1a To R 5a Two or more groups in the form are optionally linked together to form an unsubstituted or R-shaped compound. 10a Replacement C5-C 30 The carbocyclic group is either unsubstituted or has at least one R group. 10a Replacement C2-C 30 Heterocyclic groups, R 10a for: Deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano or nitro; Each of the following C1-C that was not replaced or was replaced by: 60 Alkyl, C2-C 60 alkenyl, C2-C 60 alkynyl or C1-C 60 Alkoxy groups: deuterium, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthioyl, -Si(Q) 11 (Q) 12 (Q) 13 -N(Q) 11 (Q) 12 -B(Q) 11 (Q) 12 -C(=O)(Q) 11 -S(=O)2(Q) 11 -P(=O)(Q) 11 (Q) 12 ) or any combination thereof; Each of the following C3-Cs that were not replaced or were replaced: 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 aryloxy or C6-C 60 Aryl thiols: 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, C3-C 60 Carbocyclic groups, C1-C 60 Heterocyclic groups, C6-C 60 Aryloxy group, C6-C 60 Arylthioyl, -Si(Q) 21 (Q) 22 (Q) 23 -N(Q) 21 (Q) 22 -B(Q) 21 (Q) 22 -C(=O)(Q) 21 -S(=O)2(Q) 21 ), -P(=O)(Q 21 (Q) 22 ) or any combination thereof; or -Si(Q 31 )(Q 32 )(Q 33 )、-N(Q 31 )(Q 32 )、-B(Q 31 )(Q 32 )、-C(=O)(Q 31 )、-S(=O)2(Q 31 ) or -P(=O)(Q 31 (Q) 32 ),and Q1 to Q3, Q 11 To Q 13 Q 21 To Q 23 and Q 31 To Q 33 Each of the following is 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 each group is unsubstituted or substituted with deuterium, -F, cyano, C1-C. 60 Alkyl, C1-C 60 C3-C substituted with alkoxy, phenyl, biphenyl or any combination thereof 60 Carbocyclic groups or C1-C 60 Heterocyclic groups.

16. The light-emitting device of claim 15, wherein the encapsulation portion is on the cover layer.

17. The light-emitting device of claim 16, wherein the encapsulation portion comprises: Inorganic membranes, including silicon nitride, silicon oxide, indium tin oxide, indium zinc oxide, or any combination thereof; Organic membranes, comprising polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, acrylic resins, epoxy resins, or any combination thereof; or The combination of the inorganic membrane and the organic membrane.

18. An electronic device comprising a light-emitting device as described in any one of claims 1 to 17, The electronic device further includes a thin-film transistor. The thin-film transistor includes a source electrode and a drain electrode, and The first electrode of the light-emitting device is electrically connected to the source electrode or the drain electrode of the thin-film transistor.

19. The electronic device of claim 18, wherein the electronic device further comprises a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or any combination thereof.

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