Light emitting device, electronic apparatus including the same and organometallic compound

Abstract

A light-emitting element comprising an organometallic compound represented by the following chemical formula 1, an electronic device comprising the light-emitting element, and an organometallic compound represented by the following chemical formula 1 are provided: Refer to the detailed description of the above chemical formula 1 as set forth in this specification.

Description

Technology Field

[0001] This invention relates to a light-emitting element, an electronic device including the same, and an organometallic compound. Background Technology

[0002] Among light-emitting devices, self-emissive devices, compared to conventional devices, not only offer a wide viewing angle and excellent contrast, but also have a fast response time, superior characteristics in brightness, driving voltage, and response speed, and enable multi-colorization.

[0003] The light-emitting device may have a structure in which a first electrode is disposed on a substrate, and a hole transport region, a light-emitting layer, an electron transport region, and a second electrode are sequentially formed on the first electrode. Holes injected from the first electrode move to the light-emitting layer via the hole transport region, and electrons injected from the second electrode move to the light-emitting layer via the electron transport region. Carriers such as holes and electrons recombine in the light-emitting layer region to generate excitons. Light is generated as these excitons change from an excited state to a ground state. The problem to be solved

[0004] The invention provides an organometallic compound capable of providing a low driving voltage and high luminous efficiency, a light-emitting element having a low driving voltage and high luminous efficiency, and an electronic device including said light-emitting element. means of solving the problem

[0005] According to one aspect,

[0006] First electrode;

[0007] A second electrode facing the first electrode;

[0008] An intermediate layer disposed between the first electrode and the second electrode and including a light-emitting layer; and

[0009] Organometallic compound represented by the following chemical formula 1;

[0010] A light-emitting element including is provided:

[0011] <Chemical Formula 1>

[0012]

[0013] Among the above chemical formula 1,

[0014] M is platinum (Pt), palladium (Pd), gold (Au), nickel (Ni), silver (Ag), or copper (Cu), and

[0015] X1 is C, and

[0016] X2 to X4 are independently C or N, and

[0017] i) The bond between X1 and M is a coordinate bond, and ii) one of the bonds between X2 and M, X3 and M, and X4 and M is a coordinate bond, and the remaining two are covalent bonds, and

[0018] The rings CY1, CY2, CY3, and CY4 are independent of each other, C3-C 60 Carbocyclic group or C1-C 60 It is a heterocyclic group, and

[0019] X5 is C, and

[0020] The above ring CY5 is i) an X5-containing 5-membered ring or ii) an X5-containing 5-membered ring in which at least one 6-membered ring is condensed, and

[0021] The above X5-containing 5-membered ring is a pyrrole group, a furan group, a thiophene group, a pyrazole group, an imidazole group, an oxazole group, an isooxazole group, a thiazole group, or an isothiazole group, and

[0022] A six-membered ring that can be selectively condensed to the above X1-containing five-membered ring is a benzene group, a pyridine group, or a pyrimidine group, and

[0023] X 51 is *-N-*', *-B-*', *-P-*', *-C(R6)-*', *-Si(R6)-*' or *-Ge(R6)-*', and

[0024] X 52 is a single bond, *-N(R7)-*', *-B(R7)-*', *-P(R7)-*', *-C(R7)(R8)-*', *-Si(R7)(R8)-*', *-Ge(R7)(R8)-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R7)=*', *=C(R7)-*', *-C(R7)=C(R8)-*', *-C(=S)-*' or *-C≡C-*', and

[0025] L1 is at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0026] b1 is one of integers from 1 to 5, and

[0027] R1 to R8 and T1 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, at least one R 10a C1-C substituted or unsubstituted 60 alkyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkenyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkynyl group, at least one R 10a C1-C substituted or unsubstituted 60 Alkoxy group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, at least one R 10a C1-C substituted or unsubstituted 60 Heterocyclic group, at least one R 10a C6-C substituted or unsubstituted 60 aryloxy group, at least one R 10aC6-C substituted or unsubstituted 60 Arylthiogi, at least one R 10a C7-C substituted or unsubstituted 60 arylalkyl group, at least one R 10a C2-C substituted or unsubstituted 60 heteroarylalkyl group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), and

[0028] a1 to a5, c1 and n1 are independently one of integers from 0 to 20, and

[0029] At least 2 of the 1 R1s are optionally combined with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can form heterocyclic groups,

[0030] Of the two R2, at least two are optionally combined with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can form heterocyclic groups,

[0031] At least two of the three R3s are optionally combined with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can form heterocyclic groups,

[0032] At least two of the four R4s are optionally combined with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can form heterocyclic groups,

[0033] At least 2 of the 5 R5s are optionally combined with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can form heterocyclic groups,

[0034] At least two of R1 to R8 are optionally combined with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can form heterocyclic groups,

[0035] The above * and *' are bonding sites with neighboring atoms, and

[0036] The above R 10a Is,

[0037] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group, or nitro group;

[0038] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C7-C 60 Arylalkyl group, C2-C 60 Heteroarylalkyl group, -Si(Q 11 )(Q12 )(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 substituted or unsubstituted with any combination thereof, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, or C1-C 60 Alkoxygenation;

[0039] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C7-C 60 Arylalkyl group, C2-C 60 Heteroarylalkyl group, -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 substituted or unsubstituted with any combination thereof, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthiogi C7-C 60 Arylalkyl group, or C2-C60 heteroarylalkyl group; or

[0040] -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 );

[0041] And,

[0042] The above Q1 to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 They are independently hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; or deuterium, -F, cyano group, C1-C 60 Alkyl group, C1-C 60 C1-C substituted or unsubstituted with an alkoxy group, a phenyl group, a biphenyl group, or any combination thereof 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 60 Carbocyclic group or C1-C 60 It is a heterocyclic group.

[0043] According to another aspect, an electronic device including the light-emitting element is provided.

[0044] According to another aspect, a consumer product including the light-emitting element is provided.

[0045] According to another aspect, an organometallic compound represented by the above chemical formula 1 is provided. Effects of the invention

[0046] Since the above organometallic compound has excellent electrical properties, a light-emitting device employing it can have a low driving voltage and high luminous efficiency. Brief explanation of the drawing

[0047] FIG. 1 is a schematic diagram showing the structure of a light-emitting element according to one embodiment of the present invention. FIGS. 2 and 3 are cross-sectional views schematically illustrating an electronic device according to one embodiment of the present invention. Specific details for implementing the invention

[0048] The above organometallic compound can be represented by the following chemical formula 1:

[0049] <Chemical Formula 1>

[0050]

[0051] In the above chemical formula 1, M may be platinum (Pt), palladium (Pd), gold (Au), nickel (Ni), silver (Ag), or copper (Cu).

[0052] For example, the above M may be platinum (Pt).

[0053] In the above chemical formula 1, X1 is C, and X2 to X4 may be C or N independently of each other.

[0054] According to one embodiment, the X1 may be a carbon of a carbene moiety.

[0055] According to one embodiment, X2 and X3 are each C, and X4 may be N.

[0056] In the above chemical formula 1, i) the bond between X1 and M is a coordinate bond, and ii) one of the bonds between X2 and M, between X3 and M and between X4 and M is a coordinate bond, and the remaining two may be covalent bonds.

[0057] According to one embodiment, the bond between X2 and M and the bond between X3 and M are each covalent bonds, and the bond between X4 and M may be a coordinate bond.

[0058] According to another embodiment, X4 is N, and the bond between X4 and M may be a coordinate bond.

[0059] In the above Chemical Formula 1, the rings CY1, CY2, CY3, and CY4 are independently of each other, C3-C 60 Carbocyclic group or C1-C 60 It can be a heterocyclic group.

[0060] According to one embodiment, for example, ring CY1 is C1-C 60 It can be a nitrogen-containing heterocyclic group.

[0061] According to one embodiment, the ring CY1 may be i) an X1-containing five-membered ring, ii) an X1-containing five-membered ring in which at least one six-membered ring is condensed, or iii) an X1-containing six-membered ring.

[0062] That is, the ring CY1 may include a five-membered ring bonded to M in Formula 1 through X1. Here, the X1-containing five-membered ring is a pyrrole group, a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isooxazole group, a thiazole group, an isothiazole group, an oxadiazole group, or a thiadiazole group, and a six-membered ring or an X1-containing six-membered ring that can be optionally condensed to the X1-containing five-membered ring may be a benzene group, a pyridine group, or a pyrimidine group.

[0063] According to another embodiment, the ring CY1 is an X1-containing five-membered ring, and the X1-containing five-membered ring may be an imidazole group or a triazole group.

[0064] According to another embodiment, the ring CY1 is an X1-containing pentagon in which at least one 6-membered ring is condensed, and the X1-containing pentagon in which at least one 6-membered ring is condensed may be a benzimidazole group or an imidazopyridine group.

[0065] For example, the above ring CY1 may be a benzimidazole group.

[0066] According to one embodiment, the rings CY2, CY3, and CY4 are independently of each other, a benzene group, a pyridine group, a pyrimidine group, a naphthalene group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group, a dibenzocilol group, a naphthobenzofuran group, a naphthobenzothiophene group, a benzocarbazole group, a benzoffluorene group, a naphthobenzocilol group, a dinaphthofuran group, a dinaphthiophene group, a benzocarbazole group, azabenzofiophene group, azabenzobenzocyclol group, azanaphthobenzofuran group, azanaphthobenzothiophene group, azabenzocarbazole group, azabenzoffluorene group, It may be an azadinaftobenzosilol group, an azadinaftofuran group, an azadinaftothiophene group, an azadibenzocarbazole group, an azadibenzofluorene group, or an azadinaftosilol group.

[0067] According to one embodiment, ring CY2 to ring CY4 may be independently a benzene group, a pyridine group, or a pyrimidine group.

[0068] For example, the ring CY2 can be a benzene group.

[0069] For example, the ring CY3 can be a benzene group.

[0070] For example, ring CY4 can be a pyridine group.

[0071] In the above chemical formula 1, X5 is C, and

[0072] The above ring CY5 may be i) an X5-containing 5-membered ring or ii) an X5-containing 5-membered ring in which at least one 6-membered ring is condensed.

[0073] That is, ring CY5 is X in Chemical Formula 1 through X5. 51 It may include a 5-membered ring combined with. Here, the X5-containing 5-membered ring is a pyrrole group, a furan group, a thiophene group, a pyrazole group, an imidazole group, an oxazole group, an isooxazole group, a thiazole group, or an isothiaazole group, and the 6-membered ring that can be optionally condensed to the X5-containing 5-membered ring may be a benzene group, a pyridine group, or a pyrimidine group.

[0074] According to one embodiment, the ring CY5 is an X5-containing five-membered ring, and the X5-containing five-membered ring may be a pyrrole group, a furan group, or a thiophene group.

[0075] For example, the above ring CY5 may be a furan group or a thiophene group.

[0076] X in the above Chemical Formula 1 51 can be *-N-*', *-B-*', *-P-*', *-C(R6)-*', *-Si(R6)-*', or *-Ge(R6)-*'. Here, the above X 51 In the case where this is *-C(R6)-*', *-Si(R6)-*', or *-Ge(R6)-*', R6 is hydrogen or deuterium; or C1-C which is substituted or unsubstituted with deuterium, -F, a cyano group, or any combination thereof. 10 It may be an alkyl group, but is not limited thereto.

[0077] According to one embodiment, the above X 51 It can be *-N-*', *-B-*', *-P-*', *-C(R6)-*' or *-Si(R6)-*'.

[0078] For example, the above X 51 It can be *-N-*' or *-C(R6)-*'.

[0079] In the above Chemical Formula 1, X 52 It can be a single bond, *-N(R7)-*', *-B(R7)-*', *-P(R7)-*', *-C(R7)(R8)-*', *-Si(R7)(R8)-*', *-Ge(R7)(R8)-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R7)=*', *=C(R7)-*', *-C(R7)=C(R8)-*', *-C(=S)-*', or *-C≡C-*'.

[0080] According to one embodiment, the above X 52 It can be a single bond, *-N(R7)-*', *-B(R7)-*', *-P(R7)-*', *-C(R7)(R8)-*', *-Si(R7)(R8)-*', *-Ge(R7)(R8)-*', *-S-*', *-Se-*' or *-O-*'.

[0081] For example, X 52 It can be a single bond, *-N(R7)-*', *-B(R7)-*', or *-P(R7)-*'.

[0082] According to one embodiment, among the above chemical formula 1,

[0083] i) X 52 is a single bond, and The group represented by is a group represented by the following chemical formula CY3A or CY3B, or

[0084] ii) X 52 is not a single bond, The group represented by is a group represented by the following chemical formula CY3C, or

[0085] iii) X 52 ga *-N(R7)-*', and R7 and R3 combine with each other to form at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60Can form heterocyclic groups:

[0086]

[0087] Among the above chemical formulas CY3A to CY3C,

[0088] X3 and X 31 To X 33 are independently C or N, and

[0089] Gori CY 31 , CY 32 and CY 33 For descriptions thereof, refer to the description of ring CY3 in this specification, and

[0090] X 31 The combination between and X3, X3 and X 32 The combination and X between 32 and X 33 Each of the bonds between them is a chemical bond, and

[0091] *" is X 51 It is a binding site with,

[0092] * is the binding site with M in Chemical Formula 1, and

[0093] *' is X 52 It is a combination site with.

[0094] For example, X among the above chemical formulas CY3A and CY3B 31 , X3 and X 32 Each is C, and X 33 It can be N.

[0095] As another example, X in the above chemical formula CY3C 31 , X3 and X 32 Each can be C.

[0096] In the above Chemical Formula 1, L1 is at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can be a heterocyclic group.

[0097] For example, the above L1 is at least one R 10a It may be a benzene group, naphthalene group, dibenzofuran group, or dibenzothiophene group that is substituted or unsubstituted.

[0098] In the above chemical formula 1, b1 represents the number of L1s and may be one of integers from 1 to 5. If b1 is 2 or more, the 2 or more L1s may be identical or different from each other. For example, b1 may be 1 or 2.

[0099] In the above Chemical Formula 1, R1 to R8 and T1 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, at least one R 10a C1-C substituted or unsubstituted 60 alkyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkenyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkynyl group, at least one R 10a C1-C substituted or unsubstituted 60 Alkoxy group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, at least one R 10a C1-C substituted or unsubstituted 60 Heterocyclic group, at least one R 10a C6-C substituted or unsubstituted 60 aryloxy group, at least one R 10a C6-C substituted or unsubstituted 60 Arylthiogi, at least one R 10a C7-C substituted or unsubstituted 60 arylalkyl group, at least one R 10a C2-C substituted or unsubstituted 60It can be a heteroarylalkyl group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2).

[0100] According to one embodiment, R1 to R8 and T1 are independently of each other.

[0101] Hydrogen, deuterium, -F, or cyano group;

[0102] C1-C substituted or unsubstituted with deuterium, -F, cyano groups, or any combination thereof 20 alkyl group or C3-C 10 cycloalkyl group; or

[0103] Deuterium, -F, cyano group, C1-C 20 Alkyl group, deuterated C1-C 20 Alkyl group, fluoride C1-C 20 Alkyl group, phenyl group, deuteride phenyl group, fluorinated phenyl group, (C1-C 20 A phenyl group, naphthyl group, dibenzofuranyl group, or dibenzothiophenyl group substituted or unsubstituted with an alkyl phenyl group or any combination thereof;

[0104] It could be.

[0105] According to another embodiment, T1 in Formula 1 is substituted or unsubstituted with deuterium, -F, a cyano group, or any combination thereof, C1-C 20 alkyl group or C3-C 10 cycloalkyl group; or,

[0106] Deuterium, -F, cyano group, C1-C 20 Alkyl group, deuterated C1-C 20 Alkyl group, fluoride C1-C 20 Alkyl group, phenyl group, deuteride phenyl group, fluorinated phenyl group, (C1-C 20 It may be a phenyl group, naphthyl group, dibenzofuranyl group, or dibenzothiophenyl group substituted or unsubstituted with an alkyl phenyl group or any combination thereof.

[0107] In the above Chemical Formula 1, a1, a2, a3, a4, a5, c1, and n1 are each R1, R2, R3, R4, R5, T1, and *-(L1) b1 -(T1) c1 It represents the number of groups indicated by, and can be one of integers from 0 to 20 independently of each other.

[0108] According to one embodiment, a1, a2, a3, a4, and a5 may be 0, 1, 2, 3, 4, or 5 independently of each other.

[0109] According to another embodiment, c1 can be 1 or 2.

[0110] According to another implementation example, n1 can be 0 or 1.

[0111] According to another implementation example, c1 can be 2 and n1 can be 1.

[0112] According to one embodiment, the organometallic compound may be represented by the following chemical formula 1-1 or 1-2.

[0113] <Chemical Formula 1-1>

[0114]

[0115] <Chemical Formula 1-2>

[0116]

[0117] Among the above chemical formulas 1-1 and 1-2,

[0118] M, X1 to X4, X 51 For descriptions of , L1, b1, T1, and c1 respectively, refer to those described in this specification, and

[0119] E1 is O or S, and

[0120] For a description of W1, refer to the description of R5 in this specification, and

[0121] d3 is one of the integers from 0 to 3, and

[0122] At least 2 of the d3 W1s are optionally combined with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can form heterocyclic groups,

[0123] X 11 is C(R 11 ) or N and X 12 is C(R 12 ) or N and X 13 is C(R 13 ) or N and X 14 is C(R 14 ) or N and,

[0124] R 11 to R 14 For a description of each, refer to the description of R1 in this specification, and R 11 to R 14 Two or more of them optionally combine with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can form heterocyclic groups,

[0125] X 21 is C(R 21 ) or N and X 22 is C(R 22 ) or N and X 23 is C(R 23 ) or N and,

[0126] R 21 to R 23 For a description of each, refer to the description of R2 in this specification, and R 21 to R 23 Two or more of them optionally combine with each other, so that at least one R 10aC3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can form heterocyclic groups,

[0127] X 31 is C(R 31 ) or N and X 32 is C(R 32 ) or N and X 33 is C(R 33 ) or N and X 34 is C(R 34 ) or N and X 35 is C(R 35 ) or N and X 36 is C(R 36 ) or N and,

[0128] R 31 to R 36 For a description of each, refer to the description of R3 in this specification, and R 31 to R 36 Two or more of them optionally combine with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can form heterocyclic groups,

[0129] R 41 to R 44 For a description of each, refer to the description of R4 in this specification, and R 41 to R 44 Two or more of them optionally combine with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can form heterocyclic groups.

[0130] According to one embodiment, R in the above formulas 1-1 and 1-2 42 It may not be hydrogen and deuterium.

[0131] According to another embodiment, R in the above formulas 1-1 and 1-2 42 C1-C substituted or unsubstituted with deuterium, -F, cyano groups, or any combination thereof 20 alkyl group or C3-C 10 It can be a cycloalkyl group.

[0132] According to one embodiment, R in the above formulas 1-1 and 1-2 43 Silver is hydrogen, deuterium, -F, or a cyano group;

[0133] C1-C substituted or unsubstituted with deuterium, -F, cyano groups, or any combination thereof 20 alkyl group or C3-C 10 cycloalkyl group; or

[0134] Deuterium, -F, cyano group, C1-C 20 Alkyl group, deuterated C1-C 20 Alkyl group, fluoride C1-C 20 Alkyl group, phenyl group, deuteride phenyl group, fluorinated phenyl group, (C1-C 20 It may be a phenyl group, naphthyl group, dibenzofuranyl group, or dibenzothiophenyl group substituted or unsubstituted with an alkyl phenyl group or any combination thereof.

[0135] For example, R in the above chemical formulas 1-1 and 1-2 43 It is hydrogen, deuterium, -F, or a cyano group; or, deuterium, -F, a cyano group, C1-C 20 Alkyl group, deuterated C1-C 20 Alkyl group, fluoride C1-C 20 Alkyl group, phenyl group, deuteride phenyl group, fluorinated phenyl group, (C1-C 20 It may be a phenyl group substituted or unsubstituted with an alkyl phenyl group or any combination thereof.

[0136] For example, R in the above chemical formulas 1-1 and 1-2 41 and R 44 It can be hydrogen or deuterium independently of each other.

[0137] According to one embodiment, among the above chemical formula 1 The group represented by may be a group represented by one of the following chemical formulas CY1-1 to CY1-8:

[0138]

[0139] Among the above chemical formulas CY1-1 to CY1-8,

[0140] X1 is C, and

[0141] Y1 includes O, S, N, C, or Si, and

[0142] * is the binding site with M in Chemical Formula 1, and

[0143] *' is the bonding site with an adjacent atom in Chemical Formula 1.

[0144] According to another embodiment, among the above chemical formula 1 The group indicated by may be a group indicated by one of the following chemical formulas CY1(1) to CY1(8):

[0145]

[0146] Among the above chemical formulas CY1(1) to CY1(8),

[0147] X1 is C, and

[0148] The descriptions of L1, T1, and c1 refer to those described in this specification, and

[0149] R 11 to R 14 For a description of each, refer to the description of R1 in this specification, and

[0150] * is the binding site with M in Chemical Formula 1, and

[0151] *' is the binding site with ring CY2 in chemical formula 1.

[0152] According to another embodiment, *-(L1) in Chemical Formula 1 above b1 -(T1) c1 The group represented by may be the group represented by the following chemical formula CY1A:

[0153]

[0154] Among the above chemical formula CY1A,

[0155] Z 20 To Z 22 are independently hydrogen, or R in this specification 10a Refer to the explanation for,

[0156] T 11 and T 12 For a description of each, refer to the description of T1 in this specification, and

[0157] * is the binding site with ring CY1. For example, in the above chemical formula CY1A, the T 11 and T 12 are independently of each other,

[0158] Hydrogen; C1-C substituted or unsubstituted with deuterium, -F, cyano groups, or any combination thereof 20 alkyl group or C3-C 10 cycloalkyl group; or

[0159] Deuterium, -F, cyano group, C1-C 20 Alkyl group, deuterated C1-C 20 Alkyl group, fluoride C1-C 20 Alkyl group, phenyl group, deuteride phenyl group, fluorinated phenyl group, (C1-C 20 It may be a phenyl group, naphthyl group, dibenzofuranyl group, or dibenzothiophenyl group substituted or unsubstituted with an alkyl phenyl group or any combination thereof.

[0160] According to another embodiment, *-(L1) in Chemical Formula 1 above b1 -(T1) c1 The group represented by may be a group represented by the following chemical formula CY1(A) or CY1(A2):

[0161]

[0162] Among the above chemical formulas CY1(A) and CY1(A2),

[0163] Z 10 To Z 22 are independently hydrogen, or R in this specification 10a Refer to the explanation for,

[0164] * is the binding site with ring CY1.

[0165] For example, the above Z 10 To Z 22 They are independently hydrogen, deuterium, -F, cyano group, C1-C 20 Alkyl group, deuterated C1-C 20 Alkyl group, fluoride C1-C 20 Alkyl group, phenyl group, deuterated phenyl group, fluorinated phenyl group, or (C1-C 20 It can be an alkyl phenyl group.

[0166] According to another embodiment, among the above chemical formula 1 The group represented by may be a group represented by one of the following chemical formulas CY2-1 to CY2-11:

[0167]

[0168] Among the above chemical formulas CY2-1 to CY2-11,

[0169] Refer to the description of X2 as set forth in this specification, and

[0170] Y2 contains O, S, N, C, or Si, and

[0171] * is the binding site with M in Chemical Formula 1, and

[0172] *' is the binding site with ring CY1 in chemical formula 1, and

[0173] *" is X in Chemical Formula 1 51 It is a combination site with.

[0174] According to another embodiment, among the above chemical formula 1 Of the group represented by and the above chemical formulas 1-1 and 1-2 The group indicated by may be a group represented independently of each other by one of the following chemical formulas CY2(1) to CY2(26):

[0175]

[0176]

[0177] Among the above chemical formulas CY2(1) to CY2(26),

[0178] Refer to the description of X2 as set forth in this specification, and

[0179] X 21 is O, S, N(R 20 ), C(R 20a )(R 20b ) or Si(R 20a )(R 20b ) and,

[0180] R 20 , R 20a , R 20b and R 21 to R 23 For a description of each, refer to the description of R2 in this specification, provided that R 21 to R 23 Each one is not hydrogen,

[0181] * is the binding site with M in Chemical Formula 1, and

[0182] *' is the binding site with ring CY1 in chemical formula 1, and

[0183] *" is X in Chemical Formula 1 51 It is a combination site with.

[0184] According to another embodiment, among the above chemical formula 1 The group indicated by is a group represented by one of the following chemical formulas CY3(1) to CY3(20), and among the chemical formulas 1-1 and 1-2 The group indicated by may be a group indicated by one of the following chemical formulas CY3(1) to CY3(12):

[0185]

[0186]

[0187]

[0188] Among the above chemical formulas CY3(1) to CY3(20),

[0189] Refer to the description of X3 as set forth in this specification, and

[0190] R 31 to R 36 For a description of each, refer to the description of R3 in this specification, provided that R 31 to R 36 Each one is not hydrogen,

[0191] * is the binding site with M in Chemical Formula 1, and

[0192] *' is X in Chemical Formula 1 52 It is a combination site with,

[0193] *" is X in Chemical Formula 1 51 It is a combination site with.

[0194] According to one embodiment, among the above chemical formula 1 Of the group represented by and the above chemical formulas 1-1 and 1-2 The group represented by may independently be one of the groups represented by the following chemical formulas CY5-1 to CY5-16:

[0195]

[0196] Among the above chemical formulas CY5-1 to CY5-16,

[0197] E1 is O or S, and

[0198] W 11 To W 14 For a description of each, refer to the description of R5 described in this specification, provided that W 11To W 14 Each one is not hydrogen,

[0199] * is X in Chemical Formula 1 51 It is a combination site with.

[0200] According to one embodiment, W in the above chemical formulas CY5-1 to CY5-16 11 To W 14 Independently, deuterium, -F, or cyano groups;

[0201] C1-C substituted or unsubstituted with deuterium, -F, cyano groups, or any combination thereof 20 alkyl group or C3-C 10 cycloalkyl group; or

[0202] Deuterium, -F, cyano group, C1-C 20 Alkyl group, deuterated C1-C 20 Alkyl group, fluoride C1-C 20 Alkyl group, phenyl group, deuteride phenyl group, fluorinated phenyl group, (C1-C 20 It may be a phenyl group, naphthyl group, dibenzofuranyl group, or dibenzothiophenyl group substituted or unsubstituted with an alkyl phenyl group or any combination thereof.

[0203] For example, W in the above chemical formulas CY5-1 to CY5-16 11 To W 14 C1-C, independently substituted or unsubstituted with deuterium, -F, cyano groups, or any combination thereof 20 alkyl group or C3-C 10 Cycloalkyl group; deuterium, -F, cyano group, C1-C 20 Alkyl group, deuterated C1-C 20 Alkyl group, fluoride C1-C 20 Alkyl group, phenyl group, deuteride phenyl group, fluorinated phenyl group, (C1-C 20 It may be a phenyl group, naphthyl group, dibenzofuranyl group, or dibenzothiophenyl group substituted or unsubstituted with an alkyl phenyl group or any combination thereof.

[0204] For example, among the above chemical formula 1 Of the group represented by and the above chemical formulas 1-1 and 1-2 The group indicated by may be one of the groups indicated by the chemical formulas CY5-1 to CY5-8 independently of each other.

[0205] According to one embodiment, the maximum emission wavelength (nm) of the organometallic compound represented by the above chemical formula 1 may be 500 nm or less.

[0206] For example, the maximum emission wavelength of the organometallic compound represented by the above chemical formula 1 may be in the range of 390 nm to 500 nm, 410 nm to 490 nm, 430 nm to 480 nm, 440 nm to 475 nm, or 455 nm to 470 nm.

[0207] The maximum emission wavelength of the organometallic compound represented by Chemical Formula 1 above is the actual maximum emission wavelength (λ) evaluated using Density Functional Theory (DFT). max exp It may mean ). For an example of a method for evaluating this, refer to Evaluation Example 1 of the present specification.

[0208] According to one embodiment, the triplet metal-center state of an organometallic compound represented by the above chemical formula 1 ( 3 The energy level of MC (triplet metal-centered state) (hereinafter ' 3 The energy level of the MC state (sometimes referred to as the ‘MC state’) can be 0.5 kcal / mol or higher.

[0209] According to another embodiment, of the organometallic compound represented by the above chemical formula 1 3 The energy level in the MC state can be 1.2 kcal / mol or less.

[0210] For example, of an organometallic compound represented by the above chemical formula 1 3The energy level of the MC state may be 0.5 kcal / mol to 1.2 kcal / mol, 0.6 kcal / mol to 1.1 kcal / mol, 0.7 kcal / mol to 1.0 kcal / mol, or 0.75 kcal / mol to 0.95 kcal / mol.

[0211] of the above organometallic compound 3 The energy levels of MC states can be evaluated using Density Functional Theory (DFT). For an example of the evaluation method, refer to Evaluation Example 1 of this specification.

[0212] According to one embodiment, the organometallic compound represented by the above chemical formula 1 is in a triplet metal-ligand charge transfer state ( 3 The ratio of the presence of MLCT (triplet metal-to-ligand charge transfer state) (hereinafter ' 3 (It is sometimes referred to as the 'presence rate of MLCT') may be 10% or more. For example, 3 The presence ratio of MLCT may be 10% to 20%, 11% to 19%, 11% to 17%, or 11% to 15%.

[0213] of the above organometallic compound 3 The abundance ratio of MLCT can be evaluated using Density Functional Theory (DFT). For an example of the evaluation method, refer to Evaluation Example 1 of this specification.

[0214] According to one embodiment, the organometallic compound represented by the above chemical formula 1 may be one of the following compounds 1 to 120, but is not limited thereto:

[0215]

[0216]

[0217]

[0218]

[0219]

[0220]

[0221]

[0222]

[0223]

[0224]

[0225]

[0226]

[0227]

[0228]

[0229]

[0230]

[0231]

[0232]

[0233]

[0234]

[0235] The organometallic compound represented by the above chemical formula 1 acts as a linker connecting the rings CY2 and CY3, and X through X5 51 It has a connected ring CY5 (containing an X5-containing 5-membered ring), where the X5-containing 5-membered ring of CY5 is a heterocyclic group (e.g., furan group, thiophene group, etc.), and X 51 The X5 bonded to is carbon. As a result, the organometallic compound represented by the above chemical formula 1 is relatively excellent 3 MLCT, 3 MC and 3It can exhibit LC (triplet ligand-centered state) characteristics. In addition, the occurrence of a second peak outside the maximum peak wavelength range in the emission spectrum is suppressed, allowing for the emission of blue light with improved color purity.

[0236] Therefore, by using the above organometallic compound, it is possible to realize an electronic device (e.g., an organic light-emitting diode) with low driving voltage and high luminous efficiency.

[0237] The method for synthesizing the organometallic compound represented by the above chemical formula 1 can be recognized by those skilled in the art by referring to the synthesis examples and / or embodiments described below.

[0238] According to one embodiment,

[0239] The first electrode of the above-mentioned light-emitting element is an anode, and

[0240] The second electrode of the above-mentioned light-emitting element is a cathode, and

[0241] The above intermediate layer further includes a hole transport region disposed between the first electrode and the light-emitting layer and an electron transport region disposed between the light-emitting layer and the second electrode, and

[0242] The hole transport region above includes a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer, or any combination thereof, and

[0243] The above electron transport region may include a hole blocking layer, an electron transport layer, an electron injection layer, or any combination thereof.

[0244] According to another embodiment, the intermediate layer of the light-emitting element may include an organometallic compound represented by Chemical Formula 1.

[0245] According to another embodiment, the light-emitting layer of the light-emitting element may include an organometallic compound represented by the chemical formula 1.

[0246] According to another embodiment, the light-emitting layer may emit blue light. For example, the light-emitting layer may emit blue light having a maximum emission wavelength of 410 nm to 500 nm, 420 nm to 490 nm, 430 nm to 480 nm, or 430 nm to 470 nm.

[0247] According to another embodiment, the light-emitting layer of the light-emitting element comprises a dopant and a host, and the dopant may include an organometallic compound represented by Chemical Formula 1. That is, the organometallic compound may act as a dopant. For example, the light-emitting layer may emit blue light. The blue light may have a maximum emission wavelength in the range of, for example, 430 nm to 500 nm, or 430 nm to 470 nm.

[0248] According to another embodiment, the electron transport region of the light-emitting element includes a hole blocking layer, and the hole blocking layer may include a phosphine oxide-containing compound, a silicon-containing compound, or any combination thereof. For example, the hole blocking layer may be in direct contact with the light-emitting layer.

[0249] According to another embodiment, the light-emitting element further comprises at least one of a first capping layer disposed outside the first electrode and a second capping layer disposed outside the second electrode, and at least one of the first capping layer and the second capping layer may comprise an organometallic compound represented by Formula 1. For a more detailed description of the first capping layer and / or the second capping layer, refer to the description in this specification.

[0250] According to one embodiment, the light-emitting element is,

[0251] A first capping layer disposed on the outer side of the first electrode and comprising an organometallic compound represented by the chemical formula 1;

[0252] A second capping layer disposed on the outer side of the second electrode and comprising an organometallic compound represented by the chemical formula 1; or

[0253] The first capping layer and the second capping layer;

[0254] It may include.

[0255] In the present specification, the phrase “(intermediate layer and / or capping layer) comprises an organometallic compound” may be interpreted as “(intermediate layer and / or capping layer) may comprise one organometallic compound belonging to the category of Formula 1 or two or more different organometallic compounds belonging to the category of Formula 1.”

[0256] For example, the intermediate layer and / or capping layer may include only Compound 1 as the organometallic compound. In this case, Compound 1 may be present in the light-emitting layer of the light-emitting element. Alternatively, the intermediate layer may include Compound 1 and Compound 2 as the organometallic compound. In this case, Compound 1 and Compound 2 may be present in the same layer (for example, Compound 1 and Compound 2 may both be present in the light-emitting layer) or in different layers (for example, Compound 1 may be present in the light-emitting layer and Compound 2 may be present in the electron transport region).

[0257] In this specification, "intermediate layer" is a term referring to a single and / or multiple layers disposed between the first electrode and the second electrode of the light-emitting element.

[0258] According to one embodiment,

[0259] The intermediate layer among the above light-emitting elements is,

[0260] i) a first compound which is an organometallic compound represented by the above chemical formula 1; and

[0261] ii) at least one π electron-deficient nitrogenous C1-C 60A second compound comprising a cyclic group, a third compound comprising a group represented by the following chemical formula 3, a fourth compound capable of emitting delayed fluorescence, or any combination thereof; comprising

[0262] Each of the above first compound, second compound, third compound, and fourth compound may be different from one another:

[0263] <Chemical Formula 3>

[0264]

[0265] The above chemical formula 3, the double ring CY 71 and ring CY 72 are independently, π electron-excess C3-C 60 It is a cyclic group or a pyridine group, and

[0266] X in the above chemical formula 3 71 is a single bond, or a linker comprising O, S, N, B, C, Si, or any combination thereof, and

[0267] In the above chemical formula 3, * is a bonding site with an adjacent atom among the third compounds, and

[0268] The following compounds are excluded from the above third compound:

[0269]

[0270] According to one embodiment, the light-emitting element is,

[0271] i) the first compound; and ii) the second compound, the third compound, the fourth compound, or any combination thereof; are included in the light-emitting layer, and

[0272] The light-emitting layer may emit phosphorescence or fluorescence emitted from the first compound. For example, blue light is emitted from the first compound, and the blue light may have a maximum emission wavelength in the range of, for example, 430 nm to 500 nm, or 430 nm to 470 nm.

[0273] Description of the second to fourth compounds

[0274] The second compound may include a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or any combination thereof.

[0275] For example, the light-emitting element may further include at least one of a second compound and a third compound in addition to the first compound.

[0276] As another example, the light-emitting element may further include a fourth compound in addition to the first compound.

[0277] As another example, the light-emitting element may include all of the first to fourth compounds.

[0278] According to one embodiment, the intermediate layer may include the second compound. In addition to the first compound and the second compound, the intermediate layer may further include the third compound, the fourth compound, or a combination thereof.

[0279] Meanwhile, the fourth compound may be a compound in which the difference between the triplet energy level (eV) and the singlet energy level (eV) of the fourth compound is 0 eV or more and 0.5 eV or less (or 0 eV or more and 0.3 eV or less).

[0280] For example, the fourth compound may be a compound containing at least one cyclic group including B (boron) and N (nitrogen), each as a ring-forming atom.

[0281] As another example, the fourth compound comprises a C8-C containing two or more cyclic groups condensed while sharing boron (B). 60 It may be a polycyclic group-containing compound.

[0282] According to one embodiment, the fourth compound comprises a condensed ring in which one or more third rings and one or more fourth rings are condensed together, and

[0283] The above third ring is a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclooctane group, a cyclopentene group, a cyclohexene group, a cycloheptene group, a cyclooctane group, an adamantane group, a norbornene group, a norbornane group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group, a bicyclo[2.2.2]octane group, a benzene group, a pyridine group, a pyrimidine group, a pyridazine group, a pyrazine group, or a triazine group, and

[0284] The above-mentioned fourth ring may be a 1,2-azaborinine group, a 1,3-azaborinine group, a 1,4-azaborinine group, a 1,2-dihydro-1,2-azaborinine group, a 1,4-oxaborinine group, a 1,4-thiaborinine group, or a 1,4-dihydroborinine group.

[0285] According to another embodiment, the intermediate layer may include the fourth compound. In addition to the first compound and the fourth compound, the intermediate layer may further include the second compound, the third compound, or any combination thereof.

[0286] According to another embodiment, the intermediate layer may include the third compound. For example, the third compound may not include the compounds designated as CBP and mCBP as described herein.

[0287] i) the first compound; and ii) the second compound, the third compound, the fourth compound, or any combination thereof; may be included in the light-emitting layer among the intermediate layers.

[0288] The light-emitting layer may emit phosphorescence or fluorescence emitted from the first compound. For example, the phosphorescence or fluorescence emitted from the first compound may be blue light.

[0289] For example, the light-emitting layer of the light-emitting element may include the first compound and the second compound, and the first compound and the second compound may form an exciplex.

[0290] As another example, the light-emitting layer of the light-emitting element may include the first compound, the second compound, and the third compound, and the first compound and the second compound may form an exciplex.

[0291] As another example, the light-emitting layer of the light-emitting element comprises the first compound and the fourth compound, and the fourth compound can play a role in improving the color purity, light-emitting efficiency, and lifespan characteristics of the light-emitting element.

[0292] According to one embodiment, the second compound may include a compound represented by the following chemical formula 2:

[0293] <Chemical Formula 2>

[0294]

[0295] Among the above chemical formula 2,

[0296] L 61 to L 63 are independently of each other, a single bond, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0297] b61 to b63 are independently one of integers 1 to 5, and

[0298] X 64 is N or C(R 64 ) and, X 65 is N or C(R 65 ) and, X 66 is N or C(R 66 ) and, X 64 To X 66 At least one of them is N, and

[0299] R 61 to R 66 For descriptions thereof, refer to those described in this specification, and

[0300] The above R 10a Refer to the description of as set forth in this specification.

[0301] According to another embodiment, the third compound may include a compound represented by the following chemical formula 3-1, a compound represented by the following chemical formula 3-2, a compound represented by the following chemical formula 3-3, a compound represented by the following chemical formula 3-4, a compound represented by the following chemical formula 3-5, or any combination thereof:

[0302] <Chemical Formula 3-1>

[0303]

[0304] <Chemical Formula 3-2>

[0305]

[0306] <Chemical Formula 3-3>

[0307]

[0308] <Chemical Formula 3-4>

[0309]

[0310] <Chemical Formula 3-5>

[0311]

[0312] Among the above chemical formulas 3-1 to 3-5,

[0313] Gori CY 71 Inner ring CY 74 are independently, π electron-excess C3-C 60 It is a cyclic group or a pyridine group, and

[0314] X 82 is a single bond, O, S, N-[(L 82 ) b82 -R 82 ], C(R 82a )(R 82b ) or Si(R 82a )(R 82b ) and,

[0315] X 83 is a single bond, O, S, N-[(L 83 ) b83 -R 83 ], C(R 83a )(R 83b ) or Si(R 83a )(R 83b ) and,

[0316] X 84 is O, S, N-[(L 84 ) b84 -R 84 ], C(R 84a )(R 84b ) or Si(R 84a )(R 84b ) and,

[0317] X 85 is C or Si, and

[0318] L 81 to L 85 are independently of each other, single bonds, *-C(Q4)(Q5)-*', *-Si(Q4)(Q5)-*', at least one R 10a π electron-excess C3-C substituted or unsubstituted 60 cyclic group or at least one R 10a It is a pyridine group substituted or unsubstituted, and the description of Q4 and Q5 refers to the description of Q1 in this specification, respectively.

[0319] b81 to b85 are independently one of integers 1 to 5, and

[0320] R 71 to R 74 , R 81 to R 85 , R 82a , R 82b , R 83a , R 83b , R 84a and R 84b For descriptions thereof, refer to those described in this specification, and

[0321] a71 to a74 are independently one of integers from 0 to 20, and

[0322] The above R 10a Refer to the description of as set forth in this specification.

[0323] According to another embodiment, the fourth compound may include a compound represented by the following chemical formula 502, a compound represented by the following chemical formula 503, or any combination thereof:

[0324] <Chemical Formula 502>

[0325]

[0326] <Chemical Formula 503>

[0327]

[0328] Among the above chemical formulas 502 and 503,

[0329] Ring A 501 inner ring A 504 are independently of each other, C3-C 60 Carbocyclic group or C1-C 60 It is a heterocyclic group, and

[0330] Y 505 is O, S, N(R 505 ), B(R 505 ), C(R 505a )(R 505b ) or Si(R 505a )(R 505b ) and,

[0331] Y 506 is O, S, N(R 506 ), B(R 506 ), C(R 506a )(R 506b ) or Si(R 506a )(R 506b ) and,

[0332] Y 507 is O, S, N(R 507 ), B(R 507 ), C(R 507a )(R 507b ) or Si(R 507a )(R 507b ) and,

[0333] Y 508 is O, S, N(R 508 ), B(R 508 ), C(R 508a )(R 508b ) or Si(R 508a )(R 508b ) and,

[0334] Y 51 and Y 52 are independently B, P(=O) or S(=O), and

[0335] R 500a , R 500b , R 501 to R 508 , R 505a , R 505b , R 506a , R 506b , R 507a , R 507b , R 508a and R 508b For descriptions thereof, refer to those described in this specification, and

[0336] a501 to a504 are independently one of integers from 0 to 20, and

[0337] The above R 10a Refer to the description of as set forth in this specification.

[0338] Explanation of Chemical Formulas 2 to 4

[0339] In the above Chemical Formula 2, b61 to b63 are each L 61 to L 63 It represents the number of, and may be one of integers from 1 to 5. If b61 is 2 or more, then 2 or more L 61 are identical or different from each other, and if the above b62 is 2 or more, then 2 or more L 62 are identical or different from each other, and if the above b63 is 2 or more, then 2 or more L 63 They may be identical or different from each other. For example, the above b61 to b63 may be 1 or 2 independently of each other.

[0340] L in the above chemical formula 2 61 to L 63 are independently of each other,

[0341] single combination; or

[0342] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, phenyl group, naphthyl group, pyridinyl group, pyrimidinyl group, triazinyl group, fluorenyl group, dimethylfluorenyl group, diphenylfluorenyl group, carbazoleyl group, phenylcarbazoleyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzosilolyl group, dimethyldibenzosilolyl group, diphenyldibenzosilolyl group, -O(Q 31 ), -S(Q 31 ), -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -P(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), -P(=O)(Q 31 )(Q 32), or substituted or unsubstituted by any combination thereof, benzene group, naphthalene group, anthracene group, phenanthrene group, triphenylene group, pyrene group, chrysene group, cyclopentadiene group, furan group, thiophene group, silol group, indene group, fluorene group, indole group, carbazole group, benzofuran group, dibenzofuran group, benzothiophen group, dibenzothiophen group, benzocilol group, dibenzocilol group, azafluorene group, azacarbazole group, azadibenzofuran group, azadibenzothiophen group, azadibenzocilol group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazolin group, phenanthroline group, pyrrole group, pyrazol group, Imidazole group, triazole group, oxazole group, isooxazole group, thiazole group, isothiaazole group, oxadiazole group, thiadiazole group, benzopyrazol group, benzimidazole group, benzoxazole group, benzothiaazole group, benzoxadiazole group, benzothiadiazole group, dibenzoxacillin group, dibenzothiacillin group, dibenzodihydroazacillin group, dibenzodihydrodicillin group, dibenzodihydrocillin group, dibenzodioxin group, dibenzoxazine group, dibenzopyran group, dibenzodithiane group, dibenzothiazine group, dibenzothiopyran group, dibenzocyclohexadiene group, dibenzodihydropyridine group or dibenzodihydropyrazine group;

[0343] And,

[0344] Q 31 to Q 33 They are independently hydrogen, deuterium, C1-C 20 Alkyl group, C1-C 20 It may be an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, or a triazinyl group.

[0345] According to one embodiment, L in the above formula 2 61 and R61 The connection between, L 62 and R 62 The connection between, L 63 and R 63 Combination between, 2 or more L 61 Combination between, 2 or more L 62 Combination between, 2 or more L 63 The connection between, L 61 and X of chemical formula 2 64 and X 65 Bonding with carbon between, L 62 and X of chemical formula 2 64 and X 66 Bonding with carbon between and L 63 and X of chemical formula 2 65 and X 66 The bonds with carbons between them can each be "carbon-carbon single bonds".

[0346] X in the above chemical formula 2 64 is N or C(R 64 ) and, X 65 is N or C(R 65 ) and, X 66 is N or C(R 66 ) and, X 64 To X 66 At least one of them may be N. The above R 64 to R 66 Refer to the description regarding as set forth in this specification. For example, the above X 64 To X 66 Two or three of them can be N.

[0347] R in this specification 61 to R 66 , R 71 to R 74 , R 81 to R 85 , R 82a , R 82b , R 83a , R 83b , R 84a and R 84b , R 500a , R 500b , R501 to R 508 , R 505a , R 505b , R 506a , R 506b , R 507a , R 507b , R 508a and R 508b are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, at least one R 10a C1-C substituted or unsubstituted 60 alkyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkenyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkynyl group, at least one R 10a C1-C substituted or unsubstituted 60 Alkoxy group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, at least one R 10a C1-C substituted or unsubstituted 60 Heterocyclic group, at least one R 10a C6-C substituted or unsubstituted 60 aryloxy group, at least one R 10a C6-C substituted or unsubstituted 60 It may be an arylthio group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1), or -P(=O)(Q1)(Q2). For descriptions of Q1 to Q3, refer to those described in this specification.

[0348] For example, i) R in chemical formulas 2, 3-1 to 3-5, 502 and 503 61 to R 66 , R 71 to R 74 , R 81 to R 85, R 82a , R 82b , R 83a , R 83b , R 84a and R 84b , R 500a , R 500b , R 501 to R 508 , R 505a , R 505b , R 506a , R 506b , R 507a , R 507b , R 508a and R 508b , and ii) R 10a are independently of each other,

[0349] Hydrogen, Deuterium, -F, -Cl, -Br, -I, Hydroxyl group, Cyano group, Nitro group, C1-C 20 alkyl group or C1-C 20 Alkoxygenation;

[0350] Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 10 Substituted with an alkyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, naphthyl group, pyridinyl group, pyrimidinyl group, or any combination thereof, C1-C 20 alkyl group or C1-C 20 Alkoxygenation;

[0351] Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl group, C1-C 20Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, Isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, oxadiazole yl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole yl group, dibenzocarbazole yl group, imidazopyridinyl group, imidazopyrimidinyl group, -O(Q 31 ), -S(Q 31 ), -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -P(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), -P(=O)(Q 31 )(Q 32), or substituted or unsubstituted by any combination thereof, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, Isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, oxadiazole yl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole yl group, dibenzocarbazole yl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazole yl group, azadibenzofuranyl group, azadibenzothiophenyl group, azafluorenyl group, azadibenzosilol yl group or group represented by Chemical Formula 91; or

[0352] -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2);

[0353] And,

[0354] Q1 to Q3 and Q 31 to Q 33 are independently of each other,

[0355] -CH3, -CD3, -CD2H, -CDH2, -CH2CH3, -CH2CD3, -CH2CD2H, -CH2CDH2, -CHDCH3, -CHDCD2H, -CHDCDH2, -CHDCD3, -CD2CD3, -CD2CD2H or -CD2CDH2; or

[0356] Deuterium, C1-C 10 n-propyl group, isopropyl group, n-butyl group, isobutyl group, n-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, phenyl group, naphthyl group, pyridinyl group, pyridinyl group, pyridazinyl group, pyrazinyl group or triazinyl group substituted or unsubstituted with an alkyl group, phenyl group, phenyl group, biphenyl group, pyridinyl group, pyridinyl group, pyridazinyl group, pyrazinyl group, or any combination thereof, or substituted or unsubstituted with any combination thereof;

[0357] It can be:

[0358] <Chemical Formula 91>

[0359]

[0360] Among the above chemical formula 91,

[0361] Gori CY 91 and ring CY 92 are independent of each other, at least one R 10a C5-C substituted or unsubstituted 30 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 30 It is a heterocyclic group, and

[0362] X 91 single bond, O, S, N(R 91 ), B(R 91 ), C(R 91a )(R 91b ) or Si(R 91a )(R 91b ) and,

[0363] R 91 , R 91a and R 91bDescriptions of each of R in this specification 82 , R 82a and R 82b Refer to the explanation for,

[0364] R 10a Refer to the description regarding as set forth in this specification, and

[0365] * is a bonding site with a neighboring atom.

[0366] For example, among the above chemical formula 91,

[0367] Gori CY 91 and ring CY 92 are independent of each other, at least one R 10a A benzene group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, or triazine group substituted or unsubstituted, and

[0368] R 91 , R 91a and R 91b are independently of each other,

[0369] Hydrogen or C1-C 10 alkyl group; or

[0370] Deuterium, C1-C 10 alkyl group, phenyl group, biphenyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, triazinyl group, or any combination thereof, substituted or unsubstituted with a phenyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, or triazinyl group;

[0371] It could be.

[0372] According to another embodiment, i) R in chemical formulas 2, 3-1 to 3-5, 502 and 503 61 to R 66 , R 71 to R 74 , R 81 to R 85 , R 82a , R 82b , R 83a , R 83b , R 84aand R 84b , R 500a , R 500b , R 501 to R 508 , R 505a , R 505b , R 506a , R 506b , R 507a , R 507b , R 508a and R 508b , and ii) R 10a are independently of each other,

[0373] It may be hydrogen, deuterium, -F, cyano group, nitro group, -CH3, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, a group represented by one of the following chemical formulas 9-1 to 9-19, a group represented by one of the following chemical formulas 10-1 to 10-249, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), or -P(=O)(Q1)(Q2) (wherein the description of Q1 to Q3 is as set forth in this specification):

[0374]

[0375]

[0376]

[0377]

[0378]

[0379]

[0380]

[0381]

[0382]

[0383]

[0384]

[0385]

[0386]

[0387]

[0388] In the above chemical formulas 9-1 to 9-19 and 10-1 to 10-249, * is a bonding site with an adjacent atom, Ph is a phenyl group, and TMS is a trimethylsilyl group.

[0389] In the above chemical formulas 3-1 to 3-5, 502, and 503, a71 to a74 and a501 to a504 are each R 71 to R 74 and R 501 to R 504 It represents the number of, and can be an integer from 0 to 20 independently of each other. If the above a71 is 2 or more, then 2 or more R 71 They may be identical or different from each other, and if the above a72 is 2 or more, R of 2 or more 72 They may be identical or different from each other, and if the above a73 is 2 or more, then 2 or more R 73 They may be identical or different from each other, and if the above a74 is 2 or more, then 2 or more R 74 They may be identical or different from each other, and if the above a501 is 2 or more, then 2 or more R 501 They may be identical or different from each other, and if the above a502 is 2 or more, then 2 or more R 502 They may be identical or different from each other, and if the above a503 is 2 or more, then 2 or more R 503 They may be identical or different from each other, and if the above a504 is 2 or more, then 2 or more R 504 They may be identical or different from each other. The above a71 to a74 and a501 to a504 may be integers from 0 to 8 independently of each other.

[0390] Meanwhile, among the above chemical formula 2, *-(L 61 ) b61 -R 61Groups marked with and *-(L 62 ) b62 -R 62 The group indicated by may not be a phenyl group.

[0391] According to one embodiment, *-(L in Chemical Formula 2 above 61 ) b61 -R 61 The group marked with and *-(L 62 ) b62 -R 62 The groups marked with can be identical to each other.

[0392] According to another embodiment, *-(L in Formula 2 above 61 ) b61 -R 61 The group marked with and *-(L 62 ) b62 -R 62 The groups marked with may differ from each other.

[0393] According to another embodiment, b61 and b62 in Formula 2 are 1, 2 or 3, and L 61 and L 62 are independent of each other, at least one R 10a It may be a benzene group, pyridine group, pyrimidine group, pyridazine group, pyrazine group, or triazine group that is substituted or unsubstituted.

[0394] For example, R in the above chemical formula 2 61 and R 62 are independent of each other, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, at least one R 10a C1-C substituted or unsubstituted 60 Heterocyclic group, at least one R 10a C6-C substituted or unsubstituted 60 aryloxy group, at least one R 10a C6-C substituted or unsubstituted 60arylthio group, -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3), and

[0395] The above Q1 to Q3 are independently of each other, deuterium, -F, cyano group, C1-C 60 Alkyl group, C1-C 60 C3-C substituted or unsubstituted with an alkoxy group, a phenyl group, a biphenyl group, or any combination thereof 60 Carbocyclic group or C1-C 60 It can be a heterocyclic group.

[0396] According to one embodiment,

[0397] Among the above chemical formula 2, *-(L 61 ) b61 -R 61 The group represented by is a group represented by one of the following chemical formulas CY51-1 to CY51-26, and / or

[0398] Among the above chemical formula 2, *-(L 62 ) b62 -R 62 The group represented by is a group represented by one of the following chemical formulas CY52-1 to CY52-26, and / or

[0399] Among the above chemical formula 2, *-(L 63 ) b63 -R 63 The group represented by may be a group represented by one of the following chemical formulas CY53-1 to CY53-27, -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3):

[0400]

[0401]

[0402]

[0403]

[0404]

[0405]

[0406] Among the above chemical formulas CY51-1 to CY51-26, CY52-1 to CY52-26 and CY53-1 to CY53-27,

[0407] Y 63 single bond, O, S, N(R 63 ), B(R 63 ), C(R 63a )(R 63b ) or Si(R 63a )(R 63b ) and,

[0408] Y 64 is a single bond, O, S, N(R 64 ), B(R 64 ), C(R 64a )(R 64b ) or Si(R 64a )(R 64b ) and,

[0409] Y 67 single bond, O, S, N(R 67 ), B(R 67 ), C(R 67a )(R 67b ) or Si(R 67a )(R 67b ) and,

[0410] Y 68 single bond, O, S, N(R 68 ), B(R 68 ), C(R 68a )(R 68b ) or Si(R 68a )(R 68b ) and,

[0411] Y among chemical formulas CY51-16 and CY51-17 63 and Y 64 is not a single bond at the same time,

[0412] Y among chemical formulas CY52-16 and CY52-17 67 and Y 68 It is not a single bond at the same time,

[0413] R 51a to R 51e , R 61to R 64 , R 63a , R 63b , R 64a and R 64b Descriptions of each of R in this specification 61 Refer to the explanation for R 51a to R 51e Each one is not hydrogen,

[0414] R 52a to R 52e , R 65 to R 68 , R 67a , R 67b , R 68a and R 68b Descriptions of each of R in this specification 62 Refer to the explanation for R 52a to R 52e Each one is not hydrogen,

[0415] R 53a to R 53e , R 69a and R 69b Descriptions of each of R in this specification 63 Refer to the explanation for R 53a to R 53e Each one is not hydrogen,

[0416] * is a bonding site with a neighboring atom.

[0417] for example,

[0418] Among the above chemical formulas CY51-1 to CY51-26 and chemical formulas CY52-1 to 52-26, R 51a to R 51e and R 52a to R 52e are independently of each other,

[0419] Deuterium, -F, -Cl, -Br, -I, -CD3, -CD2H, -CDH2, -CF3, -CF2H, -CFH2, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl group, C1-C 20Alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10 Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, Isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, oxadiazole yl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole yl group, dibenzocarbazole yl group, imidazopyridinyl group, imidazopyrimidinyl group, or any combination thereof substituted or unsubstituted, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, phenyl group, biphenyl group, C1-C 10Alkylphenyl group, naphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindoleyl group, indoleyl group, indazoleyl group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazoleyl group, phenanthrolinyl group, benzimidazoleyl group, benzofuranyl group, benzothiophenyl group, Isobenzothiazole yl group, benzoxazole yl group, isobenzoxazole yl group, triazole yl group, tetrazole yl group, oxadiazole yl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole yl group, dibenzocarbazole yl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazole yl group, azadibenzofuranyl group, azadibenzothiophenyl group, azafluorenyl group, azadibenzosilol yl group or the group represented by the above formula 91; or

[0420] -C(Q1)(Q2)(Q3) or -Si(Q1)(Q2)(Q3);

[0421] And,

[0422] The above Q1 to Q3 are independently deuterium, C1-C 10 phenyl group, naphthyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, triazinyl group, or any combination thereof, substituted or unsubstituted with an alkyl group, phenyl group, biphenyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, or triazinyl group, and

[0423] Among the above chemical formulas CY51-16 and CY51-17, i) Y 63 is O or S, and Y 64 is Si(R 64a )(R 64b ) or, or ii) Y 63 Silver Si(R 63a )(R 63b ) and Y 64 is O or S,

[0424] Among the above chemical formulas CY52-16 and CY52-17, i) Y 67 is O or S, and Y 68 Silver Si(R 68a )(R 68b ) or, or ii) Y 67 Silver Si(R 67a )(R 67b ) and Y 68 It can be O or S.

[0425] Meanwhile, L in the above chemical formulas 3-1 to 3-5 81 to L 85 are independently of each other,

[0426] single bond;

[0427] *-C(Q4)(Q5)-*' or *-Si(Q4)(Q5)-*'; or

[0428] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, phenyl group, naphthyl group, pyridinyl group, pyrimidinyl group, triazinyl group, fluorenyl group, dimethylfluorenyl group, diphenylfluorenyl group, carbazoleyl group, phenylcarbazoleyl group, dibenzofuranyl group, dibenzothiophenyl group, dibenzosilolyl group, dimethyldibenzosilolyl group, diphenyldibenzosilolyl group, -O(Q 31 ), -S(Q 31 ), -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -P(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)2(Q 31 ), -P(=O)(Q 31 )(Q 32), or substituted or unsubstituted by any combination thereof, benzene group, naphthalene group, anthracene group, phenanthrene group, triphenylene group, pyrene group, chrysene group, cyclopentadiene group, furan group, thiophene group, silol group, indene group, fluorene group, indole group, carbazole group, benzofuran group, dibenzofuran group, benzothiophen group, dibenzothiophen group, benzocilol group, dibenzocilol group, azafluorene group, azacarbazole group, azadibenzofuran group, azadibenzothiophen group, azadibenzocilol group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, quinoxaline group, quinazolin group, phenanthroline group, pyrrole group, pyrazol group, Imidazole group, triazole group, oxazole group, isooxazole group, thiazole group, isothiaazole group, oxadiazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzothiaazole group, benzoxadiazole group or benzothiadiazole group;

[0429] And,

[0430] Q4, Q5, Q 31 to Q 33 They are independently hydrogen, deuterium, C1-C 20 Alkyl group, C1-C 20 It may be an alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a pyrazinyl group, or a triazinyl group.

[0431] As another example, among the above chemical formulas 3-1 and 3-2 The group represented by is a group represented by one of the following chemical formulas CY71-1(1) to CY71-1(8), and / or

[0432] Of the above chemical formulas 3-1 and 3-3 The group represented by is a group represented by one of the following chemical formulas CY71-2(1) to CY71-2(8), and / or

[0433] Of the above chemical formulas 3-2 and 3-4 The group represented by is a group represented by one of the following chemical formulas CY71-3(1) to CY71-3(32), and / or

[0434] Among the above chemical formulas 3-3 to 3-5 The group represented by is a group represented by one of the following chemical formulas CY71-4(1) to CY71-4(32), and / or

[0435] Among the above chemical formulas 3-5 The group represented by may be a group represented by one of the following chemical formulas CY71-5(1) to CY71-5(8):

[0436]

[0437]

[0438]

[0439]

[0440]

[0441]

[0442]

[0443]

[0444]

[0445]

[0446]

[0447] Among the above chemical formulas CY71-1(1) to CY71-1(8), CY71-2(1) to CY71-2(8), CY71-3(1) to CY71-3(32), CY71-4(1) to CY71-4(32) and CY71-5(1) to CY71-5(8),

[0448] X 81 To X 85 , L 81 , b81, R81 and R 85 For descriptions thereof, refer to those described in this specification, and

[0449] X 86 single bond, O, S, N(R 86 ), B(R 86 ), C(R 86a )(R 86b ) or Si(R 86a )(R 86b ) and,

[0450] X 87 single bond, O, S, N(R 87 ), B(R 87 ), C(R 87a )(R 87b ) or Si(R 87a )(R 87b ) and,

[0451] X among the above chemical formulas CY71-1(1) to CY71-1(8) and CY71-4(1) to CY71-4(32) 86 and X 87 It is not a single bond at the same time,

[0452] X 88 single bond, O, S, N(R 88 ), B(R 88 ), C(R 88a )(R 88b ) or Si(R 88a )(R 88b ) and,

[0453] X 89 is a single bond, O, S, N(R 89 ), B(R 89 ), C(R 89a )(R 89b ) or Si(R 89a )(R 89b ) and,

[0454] X among the above chemical formulas CY71-2(1) to CY71-2(8), CY71-3(1) to CY71-3(32) and CY71-5(1) to CY71-5(8). 88 and X 89is not a single bond at the same time,

[0455] R 86 to R 89 , R 86a , R 86b , R 87a , R 87b , R 88a , R 88b , R 89a and R 89b Descriptions of each of R in this specification 81 Refer to the explanation for.

[0456] Specific examples of the second to fourth compounds

[0457] According to one embodiment, the second compound may include at least one of the following compounds ETH1 to ETH85:

[0458]

[0459]

[0460]

[0461]

[0462]

[0463]

[0464]

[0465] According to another embodiment, the third compound may include at least one of the following compounds HTH1 to HTH52:

[0466]

[0467]

[0468]

[0469]

[0470] According to another embodiment, the fourth compound may include at least one of the following compounds DFD1 to DFD12:

[0471]

[0472] Among the above compounds, Ph represents a phenyl group, D5 represents substitution with 5 deuterium atoms, and D4 represents substitution with 4 deuterium atoms. For example, The group marked with It is the same as the group marked with .

[0473] According to one embodiment, the light-emitting element may satisfy at least one of the following <Condition 1> to <Condition 4>:

[0474] <Condition 1>

[0475] LUMO energy level (eV) of compound 3 > LUMO energy level (eV) of compound 1

[0476] <Condition 2>

[0477] LUMO energy level (eV) of compound 1 > LUMO energy level (eV) of compound 2

[0478] <Condition 3>

[0479] HOMO energy level (eV) of compound 1 > HOMO energy level (eV) of compound 3

[0480] <Condition 4>

[0481] HOMO energy level (eV) of compound 3 > HOMO energy level (eV) of compound 2

[0482] The HOMO energy level and LUMO energy level of each of the first, second, and third compounds may be measured as negative values ​​according to a known method.

[0483] According to another embodiment, the absolute value of the difference between the LUMO energy level of the first compound and the LUMO energy level of the second compound may be 0.1 eV or more and 1.0 eV or less, or the absolute value of the difference between the LUMO energy level of the first compound and the LUMO energy level of the third compound may be 0.1 eV or more and 1.0 eV or less, and the absolute value of the difference between the HOMO energy level of the first compound and the HOMO energy level of the second compound may be 1.25 eV or less (e.g., 1.25 eV or less and 0.2 eV or more), or the absolute value of the difference between the HOMO energy level of the first compound and the HOMO energy level of the third compound may be 1.25 eV or less (e.g., 1.25 eV or less and 0.2 eV or more).

[0484] By satisfying the LUMO energy level and HOMO energy level relationships as described above, a balance of hole and electron injection into the light-emitting layer can be achieved.

[0485] The structure of the first embodiment or the second embodiment of the light-emitting element above may be:

[0486] Description of the first embodiment

[0487] According to the first embodiment, the first compound is included in the light-emitting layer among the intermediate layers of the light-emitting element, and the light-emitting layer further includes a host, the first compound and the host are different from each other, and the light-emitting layer can emit phosphorescence or fluorescence emitted from the first compound. That is, according to the first embodiment, the first compound may be a dopant or an emitter. For example, the first compound may be a phosphorescent dopant or a phosphorescent emitter.

[0488] The phosphorescence or fluorescence emitted from the first compound may be blue light.

[0489] The light-emitting layer may further include an auxiliary dopant. The auxiliary dopant can serve to improve the light-emitting efficiency from the first compound by effectively transferring energy to the first compound, which is a dopant or emitter.

[0490] The above auxiliary dopant may be different from each of the above first compound and the above host.

[0491] For example, the above auxiliary dopant may be a delayed fluorescence emission compound.

[0492] As another example, the auxiliary dopant may be a compound containing at least one cyclic group containing B (boron) and N (nitrogen), each as a ring-forming atom.

[0493] Description of the second embodiment

[0494] According to a second embodiment, the first compound is included in the light-emitting layer among the intermediate layers of the light-emitting element, and the light-emitting layer further includes a host and a dopant, and the first compound, the host, and the dopant are each different from each other, and the light-emitting layer can emit phosphorescence or fluorescence (e.g., delayed fluorescence) emitted from the dopant.

[0495] For example, the first compound in the second embodiment above may not be a dopant, but may serve as an auxiliary dopant that transfers energy to the dopant (or emitter).

[0496] As another example, the first compound in the second embodiment above may perform the role of an emitter and may also perform the role of an auxiliary dopant that transfers energy to the dopant (or emitter).

[0497] For example, the phosphorescence or fluorescence emitted from the dopant (or emitter) in the second embodiment above may be blue phosphorescence or blue fluorescence (e.g., blue delayed fluorescence).

[0498] In the second embodiment above, the dopant (or emitter) may be a phosphorescent dopant material (e.g., an organometallic compound represented by Formula 1 in this specification, an organometallic compound represented by Formula 401, or any combination thereof) or any fluorescent dopant material (e.g., a compound represented by Formula 501, a compound represented by Formula 502, a compound represented by Formula 503, or any combination thereof) in this specification.

[0499] Among the first and second embodiments above, the blue light may be blue light having a maximum emission wavelength in the range of 430 nm to 480 nm, 430 nm to 475 nm, 440 nm to 475 nm, or 455 nm to 470 nm.

[0500] The auxiliary dopant in the first embodiment above may include, for example, a fourth compound represented by Chemical Formula 502 or 503 in the present specification.

[0501] Among the first and second embodiments above, the host may be any host material (e.g., a compound represented by Formula 301, a compound represented by Formula 301-1, a compound represented by Formula 301-2, or any combination thereof).

[0502] Alternatively, among the first and second embodiments, the host may be the second compound, the third compound, or any combination thereof described in this specification.

[0503] According to another aspect, an electronic device including a light-emitting element as described above is provided. The electronic device may further include a thin-film transistor. For example, the electronic device may further include a thin-film transistor including a source electrode and a drain electrode, and the first electrode of the light-emitting element may be electrically connected to the source electrode or the drain electrode.

[0504] According to one embodiment, the electronic device may further include a color filter, a color conversion layer, a touchscreen layer, a polarizing layer, or any combination thereof.

[0505] For example, the electronic device may further include a color filter, a quantum dot color conversion layer, a touchscreen layer, a polarizing layer, or any combination thereof. In this case, the quantum dot color conversion layer may be a quantum dot-containing color conversion layer containing quantum dots.

[0506] A more detailed description of the above electronic device is provided in this specification.

[0507] According to another aspect, a consumer product including a light-emitting element as described above is provided.

[0508] For example, the consumer product may be one of a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor or outdoor lighting and / or signal light, a head-up display, a fully or partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a telephone, a mobile phone, a tablet, a phablet, a personal information terminal (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a 3D display, a virtual reality or augmented reality display, a vehicle, a video wall including multiple displays tiled together, a theater or stadium screen, a light therapy device, and a signboard.

[0509] According to another aspect, an organometallic compound represented by the above chemical formula 1 is provided. Refer to the description of the above chemical formula 1 as set forth in this specification.

[0510] [Explanation of Fig. 1]

[0511] FIG. 1 schematically illustrates a cross-sectional view of a light-emitting element (10) according to one embodiment of the present invention. The light-emitting element (10) includes a first electrode (110), an intermediate layer (130), and a second electrode (150).

[0512] Hereinafter, the structure and manufacturing method of a light-emitting element (10) according to one embodiment of the present invention are described as follows with reference to FIG. 1.

[0513] [First electrode (110)]

[0514] A substrate may be additionally disposed on the lower part of the first electrode (110) of FIG. 1 or on the upper part of the second electrode (150). As the substrate, a glass substrate or a plastic substrate may be used. Alternatively, the substrate may be a flexible substrate and may include a plastic with excellent heat resistance and durability, such as polyimide, polyethylene terephthalate (PET), polycarbonate, polyethylene naphtalate, polyarylate (PAR), polyetherimide, or any combination thereof.

[0515] The first electrode (110) can be formed, for example, by providing a material for the first electrode on the substrate using a deposition method or a sputtering method. When the first electrode (110) is an anode, a material with a high work function that facilitates hole injection can be used as the material for the first electrode.

[0516] The first electrode (110) may be a reflective electrode, a semi-transparent electrode, or a transparent electrode. To form the first electrode (110) which is a transparent electrode, indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO), or any combination thereof may be used as the material for the first electrode. Alternatively, to form the first electrode (110) which 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 the first electrode.

[0517] The first electrode (110) may have a single-layer structure consisting of a single layer or a multi-layer structure including multiple layers. For example, the first electrode (110) may have a three-layer structure of ITO / Ag / ITO.

[0518] [Middle layer (130)]

[0519] An intermediate layer (130) is disposed on the upper portion of the first electrode (110). The intermediate layer (130) includes a light-emitting layer.

[0520] The above intermediate layer (130) may further include a hole transport region disposed between the first electrode (110) and the light-emitting layer and an electron transport region disposed between the light-emitting layer and the second electrode (150).

[0521] The above intermediate layer (130) may further include, in addition to various organic materials, metal-containing compounds such as organometallic compounds, inorganic materials such as quantum dots, etc.

[0522] Meanwhile, the intermediate layer (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 generation layer disposed between the two emitting units. When the intermediate layer (130) includes the emitting units and charge generation layer as described above, the emitting element (10) may be a tandem emitting element.

[0523] [Middle layer (130) with a fixed transport area]

[0524] The hole transport region may have i) a monolayer structure consisting of a single layer made of a single material, ii) a monolayer structure consisting of a single layer containing multiple different materials, or iii) a multilayer structure including multiple layers containing multiple different materials.

[0525] The hole transport region above may include a hole injection layer, a hole transport layer, a light-emitting auxiliary layer, an electron blocking layer, or any combination thereof.

[0526] For example, the hole transport region may have a multilayer structure of a hole injection layer / hole transport layer, a hole injection layer / hole transport layer / light-emitting auxiliary layer, a hole injection layer / light-emitting auxiliary layer, a hole transport layer / light-emitting auxiliary layer, or a hole injection layer / hole transport layer / electron blocking layer stacked sequentially from the first electrode (110).

[0527] The hole transport region may include a compound represented by the following chemical formula 201, a compound represented by the following chemical formula 202, or any combination thereof:

[0528] <Chemical Formula 201>

[0529]

[0530] <Chemical Formula 202>

[0531]

[0532] Among the above chemical formulas 201 and 202,

[0533] L 201 to L 204 are independent of each other, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0534] L 205 은, *-O-*', *-S-*', *-N(Q 201 )-*', at least one R 10a C1-C substituted or unsubstituted 20 alkylene group, at least one R 10a C2-C substituted or unsubstituted 20 alkenylene group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0535] xa1 to xa4 are independently one of integers 0 to 5, and

[0536] xa5 is one of integers from 1 to 10, and

[0537] R 201 to R 204 and Q 201 are independent of each other, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0538] R 201 and R202 is optionally a single bond, at least one R 10a A C1-C5 alkylene group substituted or unsubstituted with or at least one R 10a Connected to each other through C2-C5 alkenylene groups substituted or unsubstituted, at least one R 10a C8-C substituted or unsubstituted 60 It can form polycyclic groups (e.g., carbazole groups, etc.) (e.g., refer to the following compound HT16, etc.),

[0539] R 203 and R 204 is optionally a single bond, at least one R 10a A C1-C5 alkylene group substituted or unsubstituted with, or at least one R 10a Connected to each other through C2-C5 alkenylene groups substituted or unsubstituted, at least one R 10a C8-C substituted or unsubstituted 60 It can form polycyclic groups, and

[0540] na1 can be one of integers from 1 to 4.

[0541] For example, each of the above chemical formulas 201 and 202 may include at least one of the group represented by the following chemical formulas CY201 to CY217:

[0542]

[0543] Among the above chemical formulas CY201 to CY217, R 10b and R 10c Descriptions of each of R in this specification 10a Refer to the explanation for, and ring CY 201 Inner ring CY 204 are independently of each other, C3-C 20 Carbocyclic group, or C1-C 20It is a heterocyclic group, and at least one hydrogen of the chemical formulas CY201 to CY217 is R as described in this specification. 10a It can be substituted or unsubstituted.

[0544] According to one embodiment, among the chemical formulas CY201 to CY217, the ring CY 201 Inner ring CY 204 It can be a benzene group, a naphthalene group, a phenanthrene group, or an anthracene group independently of each other.

[0545] According to another embodiment, each of the above formulas 201 and 202 may include at least one of the group represented by the formulas CY201 to CY203.

[0546] According to another embodiment, the formula 201 may each include at least one of the group represented by formulas CY201 to CY203 and at least one of the group represented by formulas CY204 to CY217.

[0547] According to another embodiment, xa1 in the above chemical formula 201 is 1, and R 201 is a group represented by one of the above chemical formulas CY201 to CY203, xa2 is 0, and R 202 may be a group represented by one of the above chemical formulas CY204 to CY207.

[0548] According to another embodiment, each of the above formulas 201 and 202 may not include the group represented by the above formulas CY201 to CY203.

[0549] According to another embodiment, each of the above formulas 201 and 202 may not include the group represented by formulas CY201 to CY203 and may include at least one of the group represented by formulas CY204 to CY217.

[0550] As another example, each of the above chemical formulas 201 and 202 may not include the group represented by the above chemical formulas CY201 to CY217.

[0551] For example, the hole transport region is one of the following compounds HT1 to HT46, m-MTDATA, TDATA, 2-TNATA, NPB(NPD), β-NPB, TPD, Spiro-TPD, Spiro-NPB, methylated-NPB, TAPC, HMTPD, TCTA (4,4',4"-tris(N-carbazolyl)triphenylamine), Pani / DBSA (Polyaniline / Dodecylbenzenesulfonic acid), PEDOT / PSS (Poly(3,4-ethylenedioxythiophene) / Poly(4-styrenesulfonate)), Pani / CSA (Polyaniline / Camphor sulfonic acid It may include (polyaniline / campersulfonic acid)), PANI / PSS (polyaniline / poly(4-styrenesulfonate)), or any combination thereof:

[0552]

[0553]

[0554]

[0555]

[0556]

[0557]

[0558]

[0559]

[0560]

[0561]

[0562] The thickness of the hole transport region may be about 50 Å to about 10,000 Å, for example, about 100 Å to about 4,000 Å. If the hole transport region includes a hole injection layer, a hole transport layer, or any combination thereof, the thickness of the hole injection layer may be about 100 Å to about 9,000 Å, for example, about 100 Å to about 1,000 Å, and the thickness of the hole transport layer may be about 50 Å to about 2,000 Å, for example, about 100 Å to about 1,500 Å. When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer satisfy the ranges described above, satisfactory hole transport characteristics can be obtained without a substantial increase in driving voltage.

[0563] The above-mentioned light-emitting auxiliary layer is a layer that increases light emission efficiency by compensating for the optical resonance distance according to the wavelength of light emitted from the light-emitting layer, and the above-mentioned electron blocking layer is a layer that prevents electron leakage from the light-emitting layer to the hole transport region. A material that can be included in the aforementioned hole transport region may be included in the light-emitting auxiliary layer and the electron blocking layer.

[0564] [p-dopant]

[0565] In addition to the material described above, the hole transport region may include a charge-generating material to improve conductivity. The charge-generating material may be uniformly or non-uniformly dispersed within the hole transport region (e.g., in the form of a single layer consisting of the charge-generating material).

[0566] The above charge-generating material may be, for example, a p-dopant.

[0567] For example, the LUMO energy level of the above p-dopant may be -3.5 eV or less.

[0568] According to one embodiment, the p-dopant may include a quinone derivative, a cyano group-containing compound, an element EL1 and an element EL2-containing compound, or any combination thereof.

[0569] Examples of the above quinone derivatives may include TCNQ, F4-TCNQ, etc.

[0570] Examples of the above cyano group-containing compounds may include HAT-CN, compounds represented by the following chemical formula 221, etc.

[0571]

[0572] <Chemical Formula 221>

[0573]

[0574] Of the above chemical formula 221,

[0575] R 221 to R 223 are independent of each other, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0576] The above R 221 to R 223 At least one of which is independently substituted with a cyano group; -F; -Cl; -Br; -I; a cyano group, -F, -Cl, -Br, -I, or any combination thereof C1-C 20 C3-C substituted with an alkyl group; or any combination thereof. 60 Carbocyclic group or C1-C 60 It can be a heterocyclic group.

[0577] Among the above-mentioned compounds containing elements EL1 and EL2, element EL1 may be a metal, a metalloid, or a combination thereof, and element EL2 may be a nonmetal, a metalloid, or a combination thereof.

[0578] Examples of the above metals are alkali metals (e.g., lithium (Li), sodium (Na), potassium (K), rubidium (Rb), cesium (Cs), etc.); alkaline earth metals (e.g., beryllium (Be), magnesium (Mg), calcium (Ca), strontium (Sr), barium (Ba), etc.); transition metals (e.g., titanium (Ti), zirconium (Zr), hafnium (Hf), vanadium (V), niobium (Nb), tantalum (Ta), chromium (Cr), molybdenum (Mo), tungsten (W), manganese (Mn), technetium (Tc), rhenium (Re), iron (Fe), ruthenium (Ru), osmium (Os), cobalt (Co), rhodium (Rh), iridium (Ir), nickel (Ni), palladium (Pd), platinum (Pt), copper (Cu), silver (Ag), gold (Au), etc.); Transition metals (e.g., zinc (Zn), indium (In), tin (Sn), etc.); lanthanide metals (e.g., lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), promethium (Pm), samarium (Sm), europium (Eu), gadolinium (Gd), terbium (Tb), dysprosium (Dy), holmium (Ho), erbium (Er), thulium (Tm), ytterbium (Yb), lutetium (Lu), etc.); etc. may be included.

[0579] Examples of the above metalloids may include silicon (Si), antimony (Sb), tellurium (Te), etc.

[0580] Examples of the above nonmetals may include oxygen (O), halogens (e.g., F, Cl, Br, I, etc.).

[0581] For example, the above-mentioned element EL1 and element EL2-containing compounds may include metal oxides, metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), metal halides (e.g., metal fluorides, metal chlorides, metal bromides, metal iodides, etc.), metal tellurides, or any combination thereof.

[0582] Examples of the above metal oxides may include tungsten oxide (e.g., WO, W2O3, WO2, WO3, W2O5, etc.), vanadium oxide (e.g., VO, V2O3, VO2, V2O5, etc.), molybdenum oxide (MoO, Mo2O3, MoO2, MoO3, Mo2O5, etc.), rhenium oxide (e.g., ReO3, etc.).

[0583] Examples of the above metal halides may include alkali metal halides, alkaline earth metal halides, transition metal halides, post-transition metal halides, lanthanide metal halides, etc.

[0584] Examples of the above alkali metal halides may include LiF, NaF, KF, RbF, CsF, LiCl, NaCl, KCl, RbCl, CsCl, LiBr, NaBr, KBr, RbBr, CsBr, LiI, NaI, KI, RbI, CsI, etc.

[0585] Examples of the above alkaline earth metal halides may include BeF2, MgF2, CaF2, SrF2, BaF2, BeCl2, MgCl2, CaCl2, SrCl2, BaCl2, BeBr2, MgBr2, CaBr2, SrBr2, BaBr2, BeI2, MgI2, CaI2, SrI2, BaI2, etc.

[0586] Examples of the above transition metal halides include titanium halides (e.g., TiF4, TiCl4, TiBr4, TiI4, etc.), zirconium halides (e.g., ZrF4, ZrCl4, ZrBr4, ZrI4, etc.), hafnium halides (e.g., HfF4, HfCl4, HfBr4, HfI4, etc.), vanadium halides (e.g., VF3, VCl3, VBr3, VI3, etc.), niobium halides (e.g., NbF3, NbCl3, NbBr3, NbI3, etc.), tantalum halides (e.g., TaF3, TaCl3, TaBr3, TaI3, etc.), chromium halides (e.g., CrF3, CrCl3, CrBr3, CrI3, etc.), molybdenum halides (e.g., MoF3, MoCl3, MoBr3, MoI3, etc.), and tungsten. Halides (e.g., WF3, WCl3, WBr3, WI3, etc.), manganese halides (e.g., MnF2, MnCl2, MnBr2, MnI2, etc.), technetium halides (e.g., TcF2, TcCl2, TcBr2, TcI2, etc.), rhenium halides (e.g., ReF2, ReCl2, ReBr2, ReI2, etc.), iron halides (e.g., FeF2, FeCl2, FeBr2, FeI2, etc.), ruthenium halides (e.g., RuF2, RuCl2, RuBr2, RuI2, etc.), osmium halides (e.g., OsF2, OsCl2, OsBr2, OsI2, etc.), cobalt halides (e.g., CoF2, CoCl2, CoBr2, CoI2, etc.), rhodium halides (e.g., RhF2, RhCl2, RhBr2, RhI2, etc.), iridium halides (e.g., IrF2, IrCl2, IrBr2, IrI2, etc.), nickel halides (e.g., NiF2, NiCl2, NiBr2, NiI2, etc.), palladium halides (e.g., PdF2, PdCl2, PdBr2, PdI2, etc.), platinum halides (e.g., PtF2, PtCl2, PtBr2, PtI2, etc.), copper halides (e.g., CuF, CuCl, CuBr, CuI, etc.),It may include silver halides (e.g., AgF, AgCl, AgBr, AgI, etc.), gold halides (e.g., AuF, AuCl, AuBr, AuI, etc.), etc.

[0587] Examples of the above-mentioned transition metal halides may include zinc halides (e.g., ZnF2, ZnCl2, ZnBr2, ZnI2, etc.), indium halides (e.g., InI3, etc.), tin halides (e.g., SnI2, etc.), etc.

[0588] Examples of the above lanthanide metal halides may include YbF, YbF2, YbF3, SmF3, YbCl, YbCl2, YbCl3SmCl3, YbBr, YbBr2, YbBr3SmBr3, YbI, YbI2, YbI3, SmI3, etc.

[0589] Examples of the metalloid halides mentioned above may include antimony halides (e.g., SbCl5, etc.).

[0590] Examples of the above metal tellurides include alkali metal tellurides (e.g., Li2Te, Na2Te, K2Te, Rb2Te, Cs2Te, etc.), alkaline earth metal tellurides (e.g., BeTe, MgTe, CaTe, SrTe, BaTe, etc.), transition metal tellurides (e.g., TiTe2, ZrTe2, HfTe2, V2Te3, Nb2Te3, Ta2Te3, Cr2Te3, Mo2Te3, W2Te3, MnTe, TcTe, ReTe, FeTe, RuTe, OsTe, CoTe, RhTe, IrTe, NiTe, PdTe, PtTe, Cu2Te, CuTe, Ag2Te, AgTe, Au2Te, etc.), post-transition metal tellurides (e.g., ZnTe, etc.), and lanthanide metal tellurides (e.g., LaTe, CeTe, PrTe, NdTe, PmTe, EuTe, GdTe). It may include TbTe, DyTe, HoTe, ErTe, TmTe, YbTe, LuTe, etc.

[0591] [Emitting layer in the middle layer (130)]

[0592] When the light-emitting element (10) is a full-color light-emitting element, the light-emitting layer may be patterned into a red light-emitting layer, a green light-emitting layer, and / or a blue light-emitting layer for each individual subpixel. Alternatively, the light-emitting layer may have a structure in which two or more layers among the red light-emitting layer, the green light-emitting layer, and the blue light-emitting layer are stacked in contact or spaced apart, or may have a structure in which two or more materials among the red light-emitting material, the green light-emitting material, and the blue light-emitting material are mixed without layer separation, thereby emitting white light.

[0593] The light-emitting layer may include a host and a dopant. The dopant may include a phosphorescent dopant, a fluorescent dopant, or any combination thereof.

[0594] The content of the dopant in the above-mentioned light-emitting layer may be about 0.01 to about 15 parts by weight per 100 parts by weight of the host.

[0595] Alternatively, the light-emitting layer may include quantum dots.

[0596] Meanwhile, the light-emitting layer may include a delayed fluorescent material. The delayed fluorescent material may act as a host or dopant in the light-emitting layer.

[0597] The thickness of the light-emitting layer may be about 100 Å to about 1000 Å, for example, about 200 Å to about 600 Å. When the thickness of the light-emitting layer satisfies the range described above, excellent light-emitting characteristics can be exhibited without a substantial increase in driving voltage.

[0598] [Host]

[0599] The host among the above-mentioned light-emitting layers may include the second compound, the third compound, or any combination thereof described in this specification.

[0600] Alternatively, the host may include a compound represented by the following chemical formula 301:

[0601] <Chemical Formula 301>

[0602] [Ar 301 ] xb11 -[(L 301 ) xb1 -R 301 ] xb21

[0603] Among the above chemical formula 301,

[0604] Ar 301 and L 301 are independent of each other, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0605] xb11 is 1, 2, or 3, and

[0606] xb1 is one of integers from 0 to 5, and

[0607] R 301 Silver, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, at least one R 10a C1-C substituted or unsubstituted 60 alkyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkenyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkynyl group, at least one R 10a C1-C substituted or unsubstituted 60 Alkoxy group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, at least one R 10a C1-C substituted or unsubstituted 60 Heterocyclic group, -Si(Q 301 )(Q 302 )(Q 303 ), -N(Q 301 )(Q 302 ), -B(Q301 )(Q 302 ), -C(=O)(Q 301 ), -S(=O)2(Q 301 ), or -P(=O)(Q 301 )(Q 302 ) and,

[0608] xb21 is one of integers from 1 to 5, and

[0609] Q 301 to Q 303 For a description of each, refer to the description of Q1 in this specification.

[0610] For example, if xb11 in the above chemical formula 301 is 2 or more, then 2 or more Ar 301 They can be connected to each other through a single bond.

[0611] As another example, the host may include a compound represented by the following chemical formula 301-1, a compound represented by the following chemical formula 301-2, or any combination thereof:

[0612] <Chemical Formula 301-1>

[0613]

[0614] <Chemical Formula 301-2>

[0615]

[0616] Among the above chemical formulas 301-1 to 301-2,

[0617] Ring A 301 inner ring A 304 are independent of each other, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0618] X 301 is O, S, N-[(L 304 ) xb4 -R 304 ], C(R304 )(R 305 ), or Si(R 304 )(R 305 ) and,

[0619] xb22 and xb23 are independently 0, 1, or 2, and

[0620] L 301 , xb1 and R 301 For descriptions thereof, refer to those described in this specification, and

[0621] L 302 to L 304 The descriptions regarding are independent of each other, the above L 301 Refer to the explanation for,

[0622] The descriptions for xb2 to xb4 are independent of each other, and refer to the description for xb1 above, and

[0623] R 302 to R 305 and R 311 to R 314 The explanation for each of the above R 301 Refer to the explanation for.

[0624] As another example, the host may include an alkaline earth metal complex, a post-transition metal complex, or any combination thereof. For example, the host may include a Be complex (e.g., compound H55 below), an Mg complex, a Zn complex, or any combination thereof.

[0625] As another example, the host may comprise one of the following compounds H1 to H124, ADN (9,10-Di(2-naphthyl)anthracene), MADN (2-Methyl-9,10-bis(naphthalen-2-yl)anthracene), TBADN (9,10-di-(2-naphthyl)-2-t-butyl-anthracene), CBP (4,4'-bis(N-carbazolyl)-1,1'-biphenyl), mCP (1,3-di-9-carbazolylbenzene), TCP (1,3,5-tri(carbazol-9-yl)benzene), or any combination thereof:

[0626]

[0627]

[0628]

[0629]

[0630]

[0631]

[0632]

[0633]

[0634]

[0635]

[0636]

[0637]

[0638]

[0639]

[0640] Alternatively, the host may include a silicon-containing compound, a phosphine oxide-containing compound, or any combination thereof.

[0641] The above host may be modified in various ways, such as by including only one type of compound or including two or more different types of compounds.

[0642] [Phosphorescent Dopant]

[0643] The above-mentioned light-emitting layer may include a first compound as described in the present specification as a phosphorescent dopant.

[0644] Alternatively, if the light-emitting layer includes a first compound as described in this specification and the first compound acts as an auxiliary dopant, the light-emitting layer may include a phosphorescent dopant.

[0645] The above phosphorescent dopant may include at least one transition metal as a central metal.

[0646] The phosphorescent dopant may include a monodenate ligand, a two-bed ligand, a three-bed ligand, a four-bed ligand, a five-bed ligand, a six-bed ligand, or any combination thereof.

[0647] The above phosphorescent dopant may be electrically neutral.

[0648] For example, the phosphorescent dopant may include an organometallic compound represented by the following chemical formula 401:

[0649] <Chemical Formula 401>

[0650] M(L 401 ) xc1 (L 402 ) xc2

[0651] <Chemical Formula 402>

[0652]

[0653] Among the above chemical formulas 401 and 402,

[0654] M is a transition metal (e.g., iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), gold (Au), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh), rhenium (Re), or thulium (Tm)), and

[0655] L 401 is a ligand represented by the above chemical formula 402, xc1 is 1, 2, or 3, and if xc1 is 2 or more, 2 or more L 401 They are identical or different from each other,

[0656] L 402 is an organic ligand, xc2 is 0, 1, 2, 3, or 4, and if xc2 is 2 or more, 2 or more L 402 are identical or different from each other,

[0657] X 401 and X 402 are independently nitrogen or carbon, and

[0658] Ring A 401 and ring A 402 are independently of each other, C3-C 60 Carbocyclic group, or C1-C 60 It is a heterocyclic group, and

[0659] T 401 is a single bond, *-O-*', *-S-*', *-C(=O)-*', *-N(Q 411 )-*', *-C(Q 411 )(Q 412 )-*', *-C(Q 411 )=C(Q 412 )-*', *-C(Q 411 )=*' or *=C(Q 411 )=*' and,

[0660] X 403 and X 404 are independently of each other, chemical bonds (e.g., covalent bonds or coordinate bonds), O, S, N(Q 413 ), B(Q 413 ), P(Q 413 ), C(Q413 )(Q 414 ) or Si(Q 413 )(Q 414 ) and,

[0661] Above Q 411 to Q 414 For descriptions regarding each, refer to the description of Q1 in this specification, and

[0662] R 401 and R 402 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, at least one R 10a C1-C substituted or unsubstituted 20 alkyl group, at least one R 10a C1-C substituted or unsubstituted 20 Alkoxy group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, at least one R 10a C1-C substituted or unsubstituted 60 Heterocyclic group, -Si(Q 401 )(Q 402 )(Q 403 ), -N(Q 401 )(Q 402 ), -B(Q 401 )(Q 402 ), -C(=O)(Q 401 ), -S(=O)2(Q 401 ), or -P(=O)(Q 401 )(Q 402 ) and,

[0663] Above Q 401 to Q 403 For descriptions regarding each, refer to the description of Q1 in this specification, and

[0664] xc11 and xc12 are independently one of integers from 0 to 10, and

[0665] In the above chemical formula 402, * and *' are each binding sites with M in the above chemical formula 401.

[0666] For example, i) X in the above chemical formula 402 401 is nitrogen, and X 402 is carbon, or ii) X 401 and X 402 All of it can be nitrogen.

[0667] As another example, if xc1 in the above chemical formula 402 is 2 or more, then 2 or more L 401 Two of the rings A 401 is optionally, the connector T 402 Connected to each other through, or 2 rings A 402 is optionally, the connector T 403 They can be connected to each other through (see compounds PD1 to PD4 and PD7 below). The above T 402 and T 403 The descriptions for each of T in this specification 401 Refer to the explanation for.

[0668] L in the above chemical formula 401 402 can be any organic ligand. For example, the above L 402 It may include a halogen group, a diketone group (e.g., acetylacetonate group), a carboxylic acid group (e.g., picolinate group), -C (=O), an isonitrile group, a -CN group, a phosphorus group (e.g., phosphine group, phosphite group, etc.), or any combination thereof.

[0669] The above phosphorescent dopant may include, for example, one of the following compounds PD1 to PD39, or any combination thereof:

[0670]

[0671]

[0672]

[0673]

[0674] [Fluorescent Dopant]

[0675] If the light-emitting layer comprises a first compound as described in the present specification and the first compound acts as an auxiliary dopant, the light-emitting layer may further comprise a fluorescent dopant.

[0676] Alternatively, if the light-emitting layer comprises a first compound as described in the present specification and the first compound acts as a phosphorescent dopant, the light-emitting layer may further comprise an auxiliary dopant.

[0677] The fluorescent dopant and auxiliary dopant may independently include an amine group-containing compound, a styryl group-containing compound, or any combination thereof.

[0678] For example, the fluorescent dopant and the auxiliary dopant may independently comprise a compound represented by the following chemical formula 501:

[0679] <Chemical Formula 501>

[0680]

[0681] Among the above chemical formula 501,

[0682] Ar 501 , L 501 to L 503 , R 501 and R 502 are independent of each other, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0683] xd1 to xd3 are independently 0, 1, 2, or 3, and

[0684] xd4 can be 1, 2, 3, 4, 5, or 6.

[0685] For example, Ar in the above chemical formula 501 501 It may include a condensed ring group in which three or more monocyclic groups are condensed together (e.g., anthracene group, chrysene group, pyrene group, etc.).

[0686] As another example, xd4 in the above chemical formula 501 can be 2.

[0687] For example, the fluorescent dopant and the auxiliary dopant may independently comprise one of the following compounds FD1 to FD36, DPVBi, DPAVBi, or any combination thereof:

[0688]

[0689]

[0690]

[0691]

[0692]

[0693]

[0694]

[0695] Alternatively, the fluorescent dopant and the auxiliary dopant may independently comprise a fourth compound represented by Formula 502 or 503 as described in this specification.

[0696] [Delayed Fluorescence]

[0697] The above-mentioned light-emitting layer may include a fourth compound as described in this specification as a delayed fluorescent material.

[0698] Alternatively, the light-emitting layer may include the fourth compound and further include a delayed fluorescent material.

[0699] In this specification, the delayed fluorescent material may be selected from any compound capable of emitting delayed fluorescence by a delayed fluorescence emission mechanism.

[0700] The delay fluorescent material included in the above-mentioned light-emitting layer can act as a host or a dopant depending on the type of other material included in the above-mentioned light-emitting layer.

[0701] According to one embodiment, the difference between the triplet energy level (eV) of the delay fluorescent material and the singlet energy level (eV) of the delay fluorescent material may be 0 eV or more and 0.5 eV or less. By satisfying the range described above, the reverse energy transfer (up-conversion) from the triplet state to the singlet state of the delay fluorescent material is effectively achieved, thereby improving the luminous efficiency of the light-emitting device (10).

[0702] For example, the above-mentioned delay fluorescent material comprises: i) at least one electron donor (e.g., a π-electron-excess C3-C such as a carbazole group). 60 cyclic group (π electron-rich C3-C 60 cyclic group) etc.) and at least one electron acceptor (e.g., sulfoxide group, cyano group, π electron-deficient nitrogenous C1-C 60 cyclic group (π electron-deficient nitrogen-containing C1-C 60 ii) a substance containing a cyclic group, etc., and ii) a C8-C containing two or more cyclic groups condensed while sharing boron (B). 60 It may include materials including polycyclic groups.

[0703] Examples of the above-mentioned delayed fluorescent materials may include at least one of the following compounds DF1 to DF9:

[0704]

[0705]

[0706] [Quantum Dot]

[0707] The above-mentioned light-emitting layer may include quantum dots.

[0708] In this specification, a quantum dot refers to a crystal of a semiconductor compound and may include any material capable of emitting light of various emission wavelengths depending on the size of the crystal.

[0709] The diameter of the above quantum dots may be, for example, about 1 nm to 10 nm.

[0710] The above quantum dots can be synthesized by a wet chemical process, an organometallic chemical vapor deposition process, a molecular beam epitaxy process, or a similar process.

[0711] The above wet chemical process is a method of growing quantum dot particle crystals after mixing an organic solvent and a precursor material. When the crystals grow, the organic solvent naturally acts as a dispersant coordinated to the surface of the quantum dot crystals and controls the growth of the crystals. Therefore, the growth of quantum dot particles can be controlled through a process that is easier and lower cost than vapor deposition methods such as Metal Organic Chemical Vapor Deposition (MOCVD) or Molecular Beam Epitaxy (MBE).

[0712] The above quantum dots may include a group II-VI semiconductor compound; a group III-V semiconductor compound; a group III-VI semiconductor compound; a group I-III-VI semiconductor compound; a group IV-VI semiconductor compound; a group IV element or compound; or any combination thereof.

[0713] Examples of the above-mentioned group II-VI semiconductor compounds include binary compounds such as CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, MgSe, MgS, etc.; ternary compounds such as CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, MgZnSe, MgZnS, etc.; It may include four-element compounds such as CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe, etc.; or any combination thereof.

[0714] Examples of the above III-V semiconductor compounds may include binary compounds such as GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, etc.; ternary compounds such as GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InGaP, InNP, InAlP, InNAs, InNSb, InPAs, InPSb, etc.; quaternary compounds such as GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, etc.; or any combination thereof. Meanwhile, the above III-V semiconductor compounds may further include a group II element. Examples of III-V semiconductor compounds containing additional group II elements may include InZnP, InGaZnP, InAlZnP, etc.

[0715] Examples of the above-mentioned group III-VI semiconductor compounds include binary compounds such as GaS, GaSe, Ga2Se3, GaTe, InS, InSe, In2S3, In2Se3, InTe, etc.; InGaS 3 It may include ternary compounds such as InGaSe3, etc.; or any combination thereof.

[0716] Examples of the above-mentioned group I-III-VI semiconductor compounds may include ternary compounds such as AgInS, AgInS2, CuInS, CuInS2, CuGaO2, AgGaO2, AgAlO2, etc.; or any combination thereof.

[0717] Examples of the above-mentioned group IV-VI semiconductor compounds may include binary compounds such as SnS, SnSe, SnTe, PbS, PbSe, PbTe, etc.; ternary compounds such as SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, etc.; quaternary compounds such as SnPbSSe, SnPbSeTe, SnPbSTe, etc.; or any combination thereof.

[0718] The above Group IV elements or compounds may include single-element compounds such as Si, Ge, etc.; dual-element compounds such as SiC, SiGe, etc.; or any combination thereof.

[0719] Each element included in the multi-element compounds, such as the above-mentioned binary compounds, ternary compounds, and quaternary compounds, may exist within the particle at a uniform or non-uniform concentration.

[0720] Meanwhile, the above quantum dot may have a single structure in which the concentration of each element contained in the quantum dot is uniform, or a core-shell dual structure. For example, the material contained in the core and the material contained in the shell may be different from each other.

[0721] The shell of the quantum dot can serve as a protective layer to maintain semiconductor properties by preventing chemical degradation of the core, and / or as a charging layer to impart electrophoretic properties to the quantum dot. The shell may be a single layer or a multilayer. The interface between the core and the shell may have a concentration gradient in which the concentration of elements present in the shell decreases toward the center.

[0722] Examples of the shell of the above quantum dot include oxides of metals, metalloids, or nonmetals, semiconductor compounds, or combinations thereof. Examples of the oxides of metals, metalloids, or nonmetals may include binary compounds such as SiO2, Al2O3, TiO2, ZnO, MnO, Mn2O3, Mn3O4, CuO, FeO, Fe2O3, Fe3O4, CoO, Co3O4, NiO, etc.; ternary compounds such as MgAl2O4, CoFe2O4, NiFe2O4, CoMn2O4, etc.; or any combination thereof. Examples of the above semiconductor compounds 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; or any combination thereof, as described in this specification. For example, 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.

[0723] Quantum dots can have a full width of half maximum (FWHM) of the emission wavelength spectrum of about 45 nm or less, specifically about 40 nm or less, and more specifically about 30 nm or less, and color purity or color reproducibility can be improved in this range. In addition, since the light emitted through these quantum dots is emitted in all directions, the wide viewing angle can be improved.

[0724] In addition, the shape of the quantum dots can specifically be spherical, pyramidal, multi-arm, or cubic nanoparticles, nanotubes, nanowires, nanofibers, nanoplate-like particles, etc.

[0725] By controlling the size of the quantum dots, the energy band gap can be controlled, allowing light of various wavelengths to be obtained from the quantum dot light-emitting layer. Therefore, by using quantum dots of different sizes, a light-emitting device that emits light of various wavelengths can be realized. Specifically, the size of the quantum dots can be selected to emit red, green, and / or blue light. Additionally, the size of the quantum dots can be configured to emit white light by combining light of various colors.

[0726] [Electronic transport region in the middle layer (130)]

[0727] The electron transport region may have i) a single-layer structure consisting of a single layer made of a single material, ii) a single-layer structure consisting of a plurality of different materials, or iii) a multilayer structure including a plurality of layers containing a plurality of different materials.

[0728] The above 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.

[0729] For example, the electron transport region may have a structure such as an electron transport layer / electron injection layer, a hole blocking layer / electron transport layer / electron injection layer, an electron control layer / electron transport layer / electron injection layer, or a buffer layer / electron transport layer / electron injection layer stacked sequentially from the light-emitting layer.

[0730] The electron transport region (e.g., a buffer layer, a hole blocking layer, an electron control layer, or an electron transport layer among the electron transport regions) comprises at least one π electron-deficient nitrogen-containing C1-C 60 cyclic group (π electron-deficient nitrogen-containing C1-C 60 It may include metal-free compounds containing a cyclic group.

[0731] For example, the electron transport region may include a compound represented by the following chemical formula 601.

[0732] <Chemical Formula 601>

[0733] [Ar 601 ] xe11 -[(L 601 ) xe1 -R 601 ] xe21

[0734] Among the above chemical formula 601,

[0735] Ar 601 , and L 601 are independent of each other, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, and

[0736] xe11 is 1, 2, or 3, and

[0737] xe1 is 0, 1, 2, 3, 4, or 5, and

[0738] R 601 is, at least one R10a C3-C substituted or unsubstituted 60 Carbocyclic group, at least one R 10a C1-C substituted or unsubstituted 60 Heterocyclic group, -Si(Q 601 )(Q 602 )(Q 603 ), -C(=O)(Q 601 ), -S(=O)2(Q 601 ), or -P(=O)(Q 601 )(Q 602 ) and,

[0739] Above Q 601 to Q 603 For descriptions regarding each, refer to the description of Q1 in this specification, and

[0740] xe21 is 1, 2, 3, 4, or 5, and

[0741] The above Ar 601 , L 601 and R 601 At least one of them is independent of each other, at least one R 10a π electron-deficient nitrogenous C1-C substituted or unsubstituted 60 It could be a click group.

[0742] For example, if xe11 in the above chemical formula 601 is 2 or more, then 2 or more Ar 601 They can be connected to each other through a single bond.

[0743] As another example, Ar in the above chemical formula 601 601 It may be a substituted or unsubstituted anthracene group.

[0744] As another example, the electron transport region may include a compound represented by the following chemical formula 601-1:

[0745] <Chemical Formula 601-1>

[0746]

[0747] In the above chemical formula 601-1,

[0748] X 614 is N or C(R 614 ) and, X 615 is N or C(R 615 ) and, X 616 is N or C(R 616 ) and, X 614 To X 616 At least one of them is N, and

[0749] L 611 to L 613 The explanation for each of the above L 601 Refer to the explanation for,

[0750] For descriptions of xe611 to xe613, refer to the description of xe1 above, and

[0751] R 611 to R 613 The explanation for each of the above R 601 Refer to the explanation for,

[0752] R 614 to R 616 They are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 20 Alkyl group, C1-C 20 Alkoxy group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, or at least one R 10a C1-C substituted or unsubstituted 60 It can be a heterocyclic group.

[0753] For example, xe1 and xe611 to xe613 in the above chemical formulas 601 and 601-1 may be 0, 1, or 2 independently of each other.

[0754] The above electron transport region is one of the following compounds ET1 to ET45. , BCP (2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline) ,Bphen(4,7-Diphenyl-1,10-phenanthroline) , It may include Alq3, BAlq, TAZ, NTAZ, or any combination thereof:

[0755]

[0756]

[0757]

[0758]

[0759]

[0760]

[0761]

[0762] The thickness of the electron transport region may be about 100 Å to about 5000 Å, for example, about 160 Å to about 4000 Å. If the electron transport region includes a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, or any combination thereof, the thickness of the buffer layer, the hole blocking layer, or the electron control layer may be independently about 20 Å to about 1000 Å, for example, about 30 Å to about 300 Å, and the thickness of the electron transport layer may be about 100 Å to about 1000 Å, for example, about 150 Å to about 500 Å. When the thickness of the buffer layer, the hole blocking layer, the electron control layer, the electron transport layer, and / or the electron transport region satisfies the ranges described above, satisfactory electron transport characteristics can be obtained without a substantial increase in driving voltage.

[0763] The above electron transport region (e.g., the electron transport layer among the electron transport regions) may further include a metal-containing material in addition to the material described above.

[0764] The metal-containing material may include an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The metal ions of the alkali metal complex may be Li ions, Na ions, K ions, Rb ions, or Cs ions, and the metal ions of the alkaline earth metal complex may be Be ions, Mg ions, Ca ions, Sr ions, or Ba ions. The ligands coordinated to the metal ions of the alkali metal complex and the alkaline earth metal complex may independently include hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

[0765] For example, the metal-containing material may include a Li complex. The Li complex may include, for example, the following compounds ET-D1 (LiQ) or ET-D2:

[0766]

[0767] The above electron transport region may include an electron injection layer that facilitates electron injection from the second electrode (150). The electron injection layer may be in direct contact with the second electrode (150).

[0768] The electron injection layer may have i) a single-layer structure consisting of a single layer made of a single material, ii) a single-layer structure consisting of a plurality of different materials, or iii) a multilayer structure having a plurality of layers containing a plurality of different materials.

[0769] The electron injection layer may include an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal-containing compound, an alkaline earth metal-containing compound, a rare earth metal-containing compound, an alkali metal complex, an alkaline earth metal complex, a rare earth metal complex, or any combination thereof.

[0770] 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.

[0771] The alkali metal-containing compound, alkaline earth metal-containing compound and the rare earth metal-containing compound may include oxides, halides (e.g., fluorides, chlorides, bromides, iodides, etc.), tellurides, or any combination thereof of the alkali metal, alkaline earth metal, and rare earth metal, respectively.

[0772] The above alkali metal-containing compound may include alkali metal oxides such as Li2O, Cs2O, K2O, etc., alkali metal halides such as LiF, NaF, CsF, KF, LiI, NaI, CsI, KI, etc., or any combination thereof. The above alkaline earth metal-containing compound may include BaO, SrO, CaO, Ba x Sr 1-x O(x is 0 <x<1를 만족하는 실수임), Ba x Ca 1-xO(x is 0 <x<1를 만족하는 실수임) 등과 같은 알칼리 토금속 화합물을 포함할 수 있다. 상기 희토류 금속-함유 화합물은, YbF3, ScF3, Sc2O3, Y2O3, Ce2O3, GdF3, TbF3, YbI3, ScI3, TbI3, 또는 이의 임의의 조함을 포함할 수 있다. 또는, 상기 희토류 금속-함유 화합물은, 란타나이드 금속 텔루라이드를 포함할 수 있다. 상기 란타나이드 금속 텔루라이드의 예는, 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, Lu2Te3등을 포함할 수 있다.

[0773] The above alkali metal complex, alkaline earth metal complex, and rare earth metal complex may comprise i) one of the ions of the alkali metal, alkaline earth metal, and rare earth metal as described above, and ii) a ligand bound to the metal ion, for example, hydroxyquinoline, hydroxyisoquinoline, hydroxybenzoquinoline, hydroxyacridine, hydroxyphenanthridine, hydroxyphenyloxazole, hydroxyphenylthiazole, hydroxyphenyloxadiazole, hydroxyphenylthiadiazole, hydroxyphenylpyridine, hydroxyphenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, cyclopentadiene, or any combination thereof.

[0774] The electron injection layer described above may consist only of alkali metals, alkaline earth metals, rare earth metals, alkali metal-containing compounds, alkaline earth metal-containing compounds, rare earth metal-containing compounds, alkali metal complexes, alkaline earth metal complexes, rare earth metal complexes, or any combination thereof, or may further include organic materials (e.g., compounds represented by the chemical formula 601).

[0775] According to one embodiment, the electron injection layer may be composed of i) an alkali metal-containing compound (e.g., an alkali metal halide), or ii) a) an alkali metal-containing compound (e.g., an alkali metal halide); and b) an alkali metal, an alkaline earth metal, a rare earth metal, or any combination thereof. For example, the electron injection layer may be a KI:Yb co-deposited layer, an RbI:Yb co-deposited layer, a LiF:Yb co-deposited layer, etc.

[0776] If the electron injection layer further comprises an organic material, the alkali metal, alkaline earth metal, rare earth metal, alkali metal-containing compound, alkaline earth metal-containing compound, rare earth metal-containing compound, alkali metal complex, alkaline earth metal complex, rare earth metal complex, or any combination thereof may be uniformly or non-uniformly dispersed in a matrix containing the organic material.

[0777] The thickness of the electron injection layer may be about 1 Å to about 100 Å or about 3 Å to about 90 Å. When the thickness of the electron injection layer satisfies the range described above, satisfactory electron injection characteristics can be obtained without a substantial increase in driving voltage.

[0778] [Second electrode (150)]

[0779] A second electrode (150) is disposed on the upper portion of the intermediate layer (130) as described above. The second electrode (150) may be a cathode, which is an electron injection electrode. In this case, a metal, alloy, electrically conductive compound, or any combination thereof having a low work function may be used as the material for the second electrode (150).

[0780] The second electrode (150) may include lithium (Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ytterbium (Yb), silver-ytterbium (Ag-Yb), ITO, IZO, or any combination thereof. The second electrode (150) may be a transmissive electrode, a semitransmissive electrode, or a reflective electrode.

[0781] The second electrode (150) may have a single-layer structure or a multi-layer structure having multiple layers.

[0782] [Capping layer]

[0783] A first capping layer may be disposed on the outer side of the first electrode (110), and / or a second capping layer may be disposed on the outer side of the second electrode (150). Specifically, the light-emitting element (10) may have a structure in which the first capping layer, the first electrode (110), the intermediate layer (130), and the second electrode (150) are stacked in order, a structure in which the first electrode (110), the intermediate layer (130), the second electrode (150), and the second capping layer are stacked in order, or a structure in which the first capping layer, the first electrode (110), the intermediate layer (130), the second electrode (150), and the second capping layer are stacked in order.

[0784] Light generated in the light-emitting layer of the intermediate layer (130) of the light-emitting element (10) can be emitted to the outside through the first electrode (110), which is a semi-transparent electrode or a transparent electrode, and the first capping layer, and light generated in the light-emitting layer of the intermediate layer (130) of the light-emitting element (10) can be emitted to the outside through the second electrode (150), which is a semi-transparent electrode or a transparent electrode, and the second capping layer.

[0785] The first capping layer and the second capping layer can serve to improve external light emission efficiency based on the principle of constructive interference. As a result, the light extraction efficiency of the light-emitting element (10) is increased, and the light emission efficiency of the light-emitting element (10) can be improved.

[0786] Each of the above first capping layer and second capping layer may include a material having a refractive index of 1.6 or higher (at 589 nm).

[0787] The first capping layer and the second capping layer may independently be an organic capping layer containing organic material, an inorganic capping layer containing inorganic material, or an organic-inorganic composite capping layer containing organic material and inorganic material.

[0788] At least one of the first capping layer and the second capping layer may independently comprise a carbocyclic compound, a heterocyclic compound, an amine group-containing compound, porphine derivatives, phthalocyanine derivatives, naphthalocyanine derivatives, an alkali metal complex, an alkaline earth metal complex, or any combination thereof. The carbocyclic compound, the heterocyclic compound, and the amine group-containing compound may optionally be substituted with a substituent comprising O, N, S, Se, Si, F, Cl, Br, I, or any combination thereof. According to one embodiment, at least one of the first capping layer and the second capping layer may independently comprise an amine group-containing compound.

[0789] For example, at least one of the first capping layer and the second capping layer may independently include a compound represented by Formula 201, a compound represented by Formula 202, or any combination thereof.

[0790] According to another embodiment, at least one of the first capping layer and the second capping layer may independently comprise one of the compounds HT28 to HT33, one of the following compounds CP1 to CP6, β-NPB, or any of the same:

[0791]

[0792]

[0793] [film]

[0794] The organometallic compound represented by the above chemical formula 1 may be included in various films. Accordingly, according to another aspect, a film comprising the organometallic compound represented by the above chemical formula 1 may be provided. The film may be, for example, an optical member (or light control means) (e.g., a color filter, a color conversion member, a capping layer, a light extraction efficiency enhancement layer, a selective light absorption layer, a polarizing layer, a quantum dot-containing layer, etc.), a light-blocking member (e.g., a light-reflecting layer, a light-absorbing layer, etc.), a protective member (e.g., an insulating layer, a dielectric layer, etc.).

[0795] [Electronic device]

[0796] The light-emitting element may be included in various electronic devices. For example, an electronic device including the light-emitting element may be a light-emitting device, an authentication device, etc.

[0797] The electronic device (e.g., light-emitting device) may further include, in addition to the light-emitting element, 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 disposed in at least one direction of propagation of light emitted from the light-emitting element. For example, the light emitted from the light-emitting element may be blue light or white light. Refer to the description of the light-emitting element above. According to one embodiment, the color conversion layer may include quantum dots. The quantum dots may be, for example, quantum dots as described in this specification.

[0798] The electronic device may include a first substrate. The first substrate may include a plurality of subpixel regions, the color filter may include a plurality of color filter regions corresponding to each of the plurality of subpixel regions, and the color conversion layer may include a plurality of color conversion regions corresponding to each of the plurality of subpixel regions.

[0799] A pixel defining film is placed between the plurality of subpixel regions above to define each subpixel region.

[0800] The above color filter may further include a plurality of color filter regions and a light-blocking pattern disposed between the plurality of color filter regions, and the color conversion layer may further include a plurality of color conversion regions and a light-blocking pattern disposed between the plurality of color conversion regions.

[0801] The plurality of color filter regions (or plurality of color conversion regions) comprises 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. For example, the first color light may be red light, the second color light may be green light, and the third color light may be blue light. For example, the plurality of color filter regions (or plurality of color conversion regions) may include quantum dots. 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. Refer to the description of quantum dots as provided in this specification. The first region, the second region, and / or the third region may each further include scatterers.

[0802] For example, the light-emitting element may emit a first light, the first region may absorb the first light to emit a first-1 color light, the second region may absorb the first light to emit a second-1 color light, and the third region may absorb the first light to emit a third-1 color light. In this case, the first-1 color light, the second-1 color light, and the third-1 color light may have different maximum emission wavelengths. Specifically, the first light may be blue light, the first-1 color light may be red light, the second-1 color light may be green light, and the third-1 color light may be blue light.

[0803] The above electronic device may further include a thin-film transistor in addition to the light-emitting element described above. The thin-film transistor may include a source electrode, a drain electrode, and an active layer, and either one of the source electrode and the drain electrode may be electrically connected to either one of the first electrode and the second electrode of the light-emitting element.

[0804] The above thin-film transistor may further include a gate electrode, a gate insulating film, etc.

[0805] The above active layer may include crystalline silicon, amorphous silicon, organic semiconductor, oxide semiconductor, etc.

[0806] The electronic device may further include a sealing portion for sealing a light-emitting element. The sealing portion may be disposed between the color filter and / or color conversion layer and the light-emitting element. The sealing portion allows light from the light-emitting element to be emitted to the outside while simultaneously blocking external air and moisture from penetrating the light-emitting element. The sealing portion may be a sealing substrate comprising a transparent glass substrate or a plastic substrate. The sealing portion may be a thin film encapsulation layer comprising one or more organic and / or inorganic layers. If the sealing portion is a thin film encapsulation layer, the electronic device may be flexible.

[0807] On the sealing portion, in addition to the color filter and / or color conversion layer, various functional layers may be additionally disposed depending on the application of the electronic device. Examples of the functional layers may include a touchscreen layer, a polarizing layer, etc. The touchscreen layer may be a pressure-sensitive touchscreen layer, a capacitive touchscreen layer, or an infrared touchscreen layer. The authentication device may be, for example, a biometric authentication device that authenticates an individual using biometric information (e.g., fingertip, pupil, etc.).

[0808] The authentication device described above may further include means for collecting biometric information in addition to the light-emitting element described above.

[0809] The above electronic device can be applied to various displays, light sources, lighting, personal computers (e.g., mobile personal computers), mobile phones, digital cameras, electronic notebooks, electronic dictionaries, electronic game consoles, medical devices (e.g., electronic thermometers, blood pressure monitors, blood glucose meters, pulse measuring devices, pulse wave measuring devices, electrocardiogram display devices, ultrasound diagnostic devices, endoscope display devices), fish finders, various measuring instruments, instruments (e.g., instruments for vehicles, aircraft, and ships), projectors, etc.

[0810] [Explanation of Figures 2 and 3]

[0811] FIG. 2 is a cross-sectional view of a light-emitting device according to one embodiment of the present invention.

[0812] The light-emitting device of FIG. 2 includes a substrate (100), a thin-film transistor (TFT), a light-emitting element, and a sealing portion (300) that seals the light-emitting element.

[0813] The substrate (100) may be a flexible substrate, a glass substrate, or a metal substrate. A buffer layer (210) may be disposed on the substrate (100). The buffer layer (210) may prevent the penetration of impurities through the substrate (100) and may serve to provide a flat surface on the upper surface of the substrate (100).

[0814] A thin-film transistor (TFT) may be disposed on the buffer layer (210). The thin-film transistor (TFT) may include an active layer (220), a gate electrode (240), a source electrode (260), and a drain electrode (270).

[0815] The active layer (220) may include an inorganic semiconductor, an organic semiconductor, or an oxide semiconductor such as silicon or polysilicon, and includes a source region, a drain region, and a channel region.

[0816] A gate insulating film (230) for insulating the active layer (220) and the gate electrode (240) may be disposed on the upper part of the active layer (220), and a gate electrode (240) may be disposed on the upper part of the gate insulating film (230).

[0817] An interlayer insulating film (250) may be disposed on the upper portion of the gate electrode (240). The interlayer insulating film (250) is disposed between the gate electrode (240) and the source electrode (260) and between the gate electrode (240) and the drain electrode (270) to insulate them.

[0818] A source electrode (260) and a drain electrode (270) may be disposed on the interlayer insulating film (250). The interlayer insulating film (250) and the gate insulating film (230) may be formed so as to expose the source region and the drain region of the active layer (220), and the source electrode (260) and the drain electrode (270) may be disposed to be in contact with the exposed source region and the drain region of the active layer (220).

[0819] Such a thin-film transistor (TFT) can be electrically connected to a light-emitting element to drive the light-emitting element and is covered and protected by a passivation layer (280). The passivation layer (280) may include an inorganic insulating film, an organic insulating film, or a combination thereof. A light-emitting element is provided on the passivation layer (280). The light-emitting element includes a first electrode (110), an intermediate layer (130), and a second electrode (150).

[0820] The first electrode (110) may be disposed on the passivation layer (280). The passivation layer (280) may be disposed so as to expose a certain area without covering the entire drain electrode (270), and the first electrode (110) may be disposed to be connected to the exposed drain electrode (270).

[0821] A pixel defining film (290) including an insulating material may be disposed on the first electrode (110). The pixel defining film (290) exposes a predetermined area of ​​the first electrode (110), and an intermediate layer (130) may be formed in the exposed area. The pixel defining film (290) may be a polyimide or polyacrylic-based organic film. Although not shown in FIG. 2, some or more layers of the intermediate layer (130) may extend to the upper part of the pixel defining film (290) and be disposed in the form of a common layer.

[0822] A second electrode (150) is disposed on the intermediate layer (130), and a 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).

[0823] A sealing portion (300) may be disposed on the capping layer (170). The sealing portion (300) may be disposed on a light-emitting element and serve to protect the light-emitting element from moisture or oxygen. The sealing portion (300) may include an inorganic film comprising silicon nitride (SiNx), silicon oxide (SiOx), indium tin oxide, indium zinc oxide, or any combination thereof; an organic film comprising polyethylene terephthalate, polyethylene naphthalate, polycarbonate, polyimide, polyethylene sulfonate, polyoxymethylene, polyarylate, hexamethyldisiloxane, an acrylic resin (e.g., polymethyl methacrylate, polyacrylic acid, etc.), an epoxy resin (e.g., AGE (aliphatic glycidyl ether), etc.) or any combination thereof; or a combination of an inorganic film and an organic film.

[0824] FIG. 3 is a cross-sectional view of a light-emitting device according to another embodiment of the present invention.

[0825] The light-emitting device of FIG. 3 is the same light-emitting device as FIG. 2, except that a light-blocking pattern (500) and a functional area (400) are additionally disposed on the upper part of 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. According to one embodiment, the light-emitting element included in the light-emitting device of FIG. 3 may be a tandem light-emitting element.

[0826] [Manufacturing Method]

[0827] Each layer included in the hole transport region, each light-emitting layer, and each layer included in the electron transport region can be formed in a predetermined region using various methods such as vacuum deposition, spin coating, casting, LB method (Langmuir-Blodgett), inkjet printing, laser printing, and laser thermal imaging (LITI).

[0828] When each layer included in the hole transport region, the emissive layer, and each layer included in the electron transport region are formed by vacuum deposition, the deposition conditions are, for example, a deposition temperature of about 100 to about 500°C, and about 10 -8 to about 10 -3 Within a vacuum level of torr and a deposition rate range of about 0.01 to about 100 Å / sec, the material to be included in the layer to be formed and the structure of the layer to be formed can be selected.

[0829] [Definition of Terms]

[0830] C3-C in this specification 60 A carbocyclic group refers to a cyclic group having 3 to 60 carbon atoms, consisting solely of carbon as ring-forming atoms, and C1-C 60 A heterocyclic group refers to a cyclic group having 1 to 60 carbon atoms that includes, in addition to carbon, a heteroatom as a ring-forming atom. The above C3-C60 Carbocyclic group and C1-C 60 Each heterocyclic group may be a monocyclic group consisting of one ring or a polycyclic group in which two or more rings are condensed together. For example, the above C1-C 60 The number of ring-forming atoms in a heterocyclic group can be 3 to 61.

[0831] In this specification, the cyclic group is the above C3-C 60 Carbocyclic group and C1-C 60 Includes all heterocyclic groups.

[0832] In this specification, π electron-excess C3-C 60 cyclic group (π electron-rich C3-C 60 A cyclic group refers to a cyclic group having 3 to 60 carbon atoms that does not contain *-N=*' as a ring-forming moiety, and π electron-deficient nitrogen-containing C1-C 60 cyclic group (π electron-deficient nitrogen-containing C1-C 60 A cyclic group refers to a heterocyclic group having 1 to 60 carbon atoms containing *-N=*' as a ring-forming moiety.

[0833] for example,

[0834] The above C3-C 60The carbocyclic group may be i) group T1 or ii) a condensed ring group formed by the condensation of two or more groups T1 (e.g., cyclopentadiene group, adamantane group, norbornane group, benzene group, pentylene group, naphthalene group, azulene group, indacene group, acenaphtylene group, phenalene group, phenanthrene group, anthracene group, fluoranthene group, triphenylene group, pyrene group, chrysene group, perylene group, pentapene group, heptylene group, naphthacene group, fisene group, hexacene group, pentacene group, rubicene group, coronene group, ovalene group, indene group, fluorene group, spiro-bifluorene group, benzofluorene group, indenophenanthrene group, or indenoanthracene group), and

[0835] The above C1-C 60A heterocyclic group is i) group T2, ii) a condensed ring group formed by the condensation of two or more groups T2, or iii) a condensed ring group formed by the condensation of one or more groups T2 and one or more groups T1 (e.g., pyrrole group, thiophene group, furan group, indole group, benzodole group, naphthoyndole group, isodole group, benzisoindole group, naphthoyisoindole group, benzocillol group, benzothiophene group, benzofuran group, carbazole group, dibenzocillol group, dibenzothiophene group, dibenzofuran group, indenocarbazole group, indolocarbazole group, benzofurocarbazole group, benzothienocarbazole group, benzocillolocarbazole group, benzodolocarbazole group, benzoindolocarbazole group, benzocarbazole group, benzonaphthofuran group, benzonaphthiophene group, Benzonaphthosilol group, benzofurodibenzofuran group, benzofurodibenzothiophen group, benzothienodibenzothiophen group, pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiaazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzisoxazole group, benzothiaazole group, benzisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, isoquinoline group, benzoquinoline group, benzisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazolin group, benzoquinazolin group, phenanthroline group, sinoline group, phthalazine group, It may be the naftiridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluoren group, azadibenzocilol group, azadibenzothiophen group, azadibenzofuran group, etc.),

[0836] The above π electron-excess C3-C 60A cyclic group is i) group T1, ii) a condensed ring group formed by condensing two or more groups T1 together, iii) group T3, iv) a condensed ring group formed by condensing two or more groups T3 together, or v) a condensed ring group formed by condensing one or more groups T3 and one or more groups T1 together (e.g., the above C3-C 60 Carbocyclic group, 1H-pyrrole group, Silol group, Borole group, 2H-pyrrole group, 3H-pyrrole group, Thiophene group, Furan group, Indole group, Benzoindole group, Naphthoyindole group, Isoindole group, Benzoisoindole group, Naphthoyisoindole group, Benzocilol group, Benzothiophene group, Benzofuran group, Carbazole group, Dibenzocilol group, Dibenzothiophene group, Dibenzofuran group, Indenocarbazole group, Indolocarbazole group, Benzofurocarbazole group, Benzothienocarbazole group, Benzocilolocarbazole group, Benzoindolocarbazole group, Benzocarbazole group, Benzonaphthofuran group, Benzonaphthothiophene group, Benzonaphtholilol group, Benzofurodibenzofuran group, It may be the benzopurodibenzothiophen group, benzothienodibenzothiophen group, etc.,

[0837] The above π electron-deficient nitrogen-containing C1-C 60A cyclic group is i) group T4, ii) a condensed ring group formed by the condensation of two or more groups T4, iii) a condensed ring group formed by the condensation of one or more groups T4 and one or more groups T1, iv) a condensed ring group formed by the condensation of one or more groups T4 and one or more groups T3, or v) a condensed ring group formed by the condensation of one or more groups T4, one or more groups T1, and one or more groups T3 (e.g., pyrazole group, imidazole group, triazole group, oxazole group, isoxazole group, oxadiazole group, thiazole group, isothiaazole group, thiadiazole group, benzopyrazole group, benzimidazole group, benzoxazole group, benzisoxazole group, benzothiaazole group, benzisothiazole group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, triazine group, quinoline group, It may be the isoquinoline group, benzoquinoline group, benzisoquinoline group, quinoxaline group, benzoquinoxaline group, quinazolin group, benzoquinazolin group, phenanthroline group, sinoline group, phthalazine group, naftiridine group, imidazopyridine group, imidazopyrimidine group, imidazotriazine group, imidazopyrazine group, imidazopyridazine group, azacarbazole group, azafluoren group, azadibenzocilol group, azadibenzothiophen group, azadibenzofuran group, etc.),

[0838] The above group T1 is a cyclopropane group, a cyclobutane group, a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclooctane group, a cyclobutene group, a cyclopentene group, a cyclopentadiene group, a cyclohexene group, a cyclohexadiene group, a cycloheptene group, an adamantane group, norbornane (or, bicyclo[2.2.1]heptane)) group, norbornene group, a bicyclo[1.1.1]pentane group, a bicyclo[2.1.1]hexane group, a bicyclo[2.1.1]octane group, or a benzene group, and

[0839] The above group T2 is a furan group, a thiophene group, a 1H-pyrrole group, a silol group, a borole group, a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazol group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiaazole group, a thiadiazole group, azasilol group, azaborol group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a tetrazine group, a pyrrolidine group, an imidazolidine group, a dihydropyrrole group, a piperidine group, a tetrahydropyridine group, a dihydropyridine group, a hexahydropyrimidine group, a tetrahydropyrimidine group, a dihydropyrimidine group, a piperazine group, a tetrahydropyrazine group, It is a dihydropyrazine group, a tetrahydropyridazine group, or a dihydropyridazine group, and

[0840] The above group T3 is a furan group, a thiophene group, an 1H-pyrrole group, a silol group, or a borole group, and

[0841] The above group T4 may be a 2H-pyrrole group, a 3H-pyrrole group, an imidazole group, a pyrazol group, a triazole group, a tetrazole group, an oxazole group, an isoxazole group, an oxadiazole group, a thiazole group, an isothiaazole group, a thiadiazole group, an azacilol group, an azaborol group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or a tetrazine group.

[0842] In this specification, the cyclic group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, π electron-excess C3-C 60 Cyclic group or π electron-deficient nitrogenous C1-C 60 The term "cyclic group" may be a group condensed to any cyclic group, a monovalent group, or a polyvalent group (e.g., a divalent group, a trivalent group, a tetravalent group, etc.) depending on the structure of the chemical formula in which the term is used. For example, "benzene group" may be a benzo group, a phenyl group, a phenylene group, etc., which can be easily understood by a person skilled in the art depending on the structure of the chemical formula containing the "benzene group."

[0843] For example, 1 valence C3-C 60 Carbocyclic group and 1 valence C1-C 60 An example of a heterocyclic group is C3-C 10 Cycloalkyl group, C1-C 10 Heterocycloalkyl group, C3-C 10 Cycloalkenyl group, C1-C 10 Heterocycloalkenyl group, C6-C 60 Aryl group, C1-C 60 It may include a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic heterocondensed polycyclic group, and a divalent C3-C 60 Carbocyclic group and 1 valence C1-C 60 An example of a heterocyclic group is C3-C 10 Cycloalkylene group, C1-C 10Heterocycloalkylene group, C3-C 10 Cycloalkenylene group, C1-C 10 Heterocycloalkenylene group, C6-C 60 Aryllene group, C1-C 60 It may include a heteroarylene group, a divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic heterocondensed polycyclic group.

[0844] C1-C in this specification 60 The alkyl group refers to a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and specific examples thereof include a methyl group, an ethyl group, n -Propyl group, isopropyl group, n -butyl group, sec -butyl group, isobutyl group, tert -butyl group, n -Pentyl, tert -Pentyl group, neopentyl group, isopentyl group, sec -pentyl group, 3-pentyl group, sec -Isopentyl group, n - Hexyl group, isohexyl group, sec -hexyl group, tert -hexyl group, n - heptyl group, isoheptyl group, sec -Heptyl group, tert -Heptyl group, n -Octyl group, iso-octyl group, sec -Octyl group, tert -Octyl group, n -Nonilgi, Isononilgi, sec -Playing, tert -Playing, n - Decyl group, isodecyl group, sec -Desil, tert - Includes decyl groups, etc. C1-C in this specification. 60 The alkylene group is the C1-C 60 It refers to a divalent group having the same structure as an alkyl group.

[0845] C2-C in this specification 60 The alkenyl group is C2-C 60It refers to a monovalent hydrocarbon group comprising one or more carbon-carbon double bonds at the middle or terminal of an alkyl group, and specific examples thereof include an ethenyl group, a propenyl group, a butenyl group, etc. In this specification, C2-C 60 The alkenylene group is the above C2-C 60 It refers to a divalent group having the same structure as an alkenyl group.

[0846] C2-C in this specification 60 The alkynyl group is C2-C 60 It refers to a monovalent hydrocarbon group comprising one or more carbon-carbon triple bonds at the middle or terminal of an alkyl group, and specific examples thereof include ethinyl groups, propynyl groups, etc. In this specification, C2-C 60 The alkynylene group is the above C2-C 60 It refers to a divalent group having the same structure as an alkynyl group.

[0847] C1-C in this specification 60 The alkoxy group is -OA 101 (Here, A 101 The above C1-C 60 It refers to a monovalent group having the chemical formula of an alkyl group, and specific examples thereof include a methoxy group, an ethoxy group, an isopropyloxy group, etc.

[0848] C3-C in this specification 10 A cycloalkyl group refers to a monovalent saturated hydrocarbon cyclic group having 3 to 10 carbon atoms, and specific examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, an adamantanyl group, norbornanyl group (or, a bicyclo[2.2.1]heptyl group), a bicyclo[1.1.1]pentyl group, a bicyclo[2.1.1]hexyl group, a bicyclo[2.1.1]octyl group, etc. In this specification, C3-C 10 The cycloalkylene group is the C3-C 10It refers to a divalent group having the same structure as a cycloalkyl group.

[0849] C1-C in this specification 10 A heterocycloalkyl group refers to a monovalent cyclic group having 1 to 10 carbon atoms, comprising at least one heteroatom as a ring-forming atom in addition to a carbon atom, and specific examples thereof include a 1,2,3,4-oxatriazolidinyl group, a tetrahydrofuranyl group, a tetrahydrothiophenyl group, etc. In this specification, C1-C 10 The heterocycloalkylene group is the C1-C 10 It refers to a divalent group having the same structure as a heterocycloalkyl group.

[0850] C3-C in this specification 10 A cycloalkenyl group refers to a monovalent cyclic group having 3 to 10 carbon atoms, having at least one carbon-carbon double bond within the ring, but not having aromaticity; specific examples thereof include cyclopentenyl groups, cyclohexenyl groups, cycloheptenyl groups, etc. In this specification, C3-C 10 The cycloalkenylene group is the above C3-C 10 It refers to a divalent group having the same structure as a cycloalkenyl group.

[0851] C1-C in this specification 10 The heterocycloalkenyl group is a monovalent cyclic group having 1 to 10 carbon atoms, comprising, in addition to the carbon atom, at least one heteroatom as a ring-forming atom, and has at least one double bond within the ring. The C1-C 10 Specific examples of heterocycloalkenyl groups include 4,5-dihydro-1,2,3,4-oxatriazoleyl groups, 2,3-dihydrofuranyl groups, 2,3-dihydrothiophenyl groups, etc. In this specification, C1-C 10 The heterocycloalkenylene group is the above C1-C 10It refers to a divalent group having the same structure as a heterocycloalkenyl group.

[0852] C6-C in this specification 60 An aryl group refers to a monovalent group having a carbocyclic aromatic system with 6 to 60 carbon atoms, and C6-C 60 An arylene group refers to a divalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms. The above C6-C 60 Specific examples of aryl groups include phenyl group, pentalenyl group, naphthyl group, azulenyl group, indacenyl group, acenaphthyl group, phenalenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, perylenyl group, pentaphenyl group, Includes hepthalenyl group, naphthacenyl group, fisenyl group, hexacenyl group, penthacenyl group, rubisenyl group, coronenyl group, ovalenyl group, etc. The above C6-C 60 Aryl group and C6-C 60 If the arylene group contains two or more rings, the two or more rings can be condensed together.

[0853] C1-C in this specification 60 A heteroaryl group refers to a monovalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms, comprising at least one heteroatom as a ring-forming atom in addition to a carbon atom, and C1-C 60 A heteroarylene group refers to a divalent group having a heterocyclic aromatic system having 1 to 60 carbon atoms, which additionally includes at least one heteroatom as a ring-forming atom in addition to the carbon atoms. 60 Specific examples of heteroaryl groups include pyridinyl groups, pyrimidinyl groups, pyrazinyl groups, pyridazinyl groups, triazinyl groups, quinolinyl groups, benzoquinolinyl groups, isoquinolinyl groups, benzisoquinolinyl groups, quinoxalinyl groups, benzoquinoxalinyl groups, quinazolinyl groups, benzoquinazolinyl groups, cinolinyl groups, phenanthrolinyl groups, phthalazinyl groups, naphthalidinyl groups, etc. The above C1-C60 Heteroaryl group and C1-C 60 When a heteroarylene group contains two or more rings, the two or more rings can be condensed together.

[0854] In this specification, a monovalent non-aromatic condensed polycyclic group refers to a monovalent group (e.g., having 8 to 60 carbon atoms) in which two or more rings are condensed together, and the entire molecule contains only carbon as a ring-forming atom and has non-aromaticity. Specific examples of the monovalent non-aromatic condensed polycyclic group include indenyl groups, fluorenyl groups, spiro-bifluorenyl groups, benzofluorenyl groups, indenopenantrenyl groups, indenoanthracenyl groups, etc. In this specification, a divalent non-aromatic condensed polycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.

[0855] In this specification, a monovalent non-aromatic condensed heteropolycyclic group means a monovalent group (e.g., having 1 to 60 carbon atoms) in which two or more rings are condensed together, and in addition to carbon atoms as ring-forming atoms, at least one heteroatom is included, and the entire molecule is non-aromatic. Specific examples of the above monovalent non-aromatic heterocondensed polycyclic group include: a pyrrole group, a thiophenyl group, a furanyl group, an indole group, a benzoindole group, a naphthoindole group, an isoindole group, a benzoisoindole group, a naphthoisoindole group, a benzocylol group, a benzothiophenyl group, a benzofuranyl group, a carbazole group, a dibenzocylol group, a dibenzothiophenyl group, a dibenzofuranyl group, azacarbazole group, azafluorenyl group, azadibenzocylol group, azadibenzothiophenyl group, azadibenzofuranyl group, a pyrazol group, an imidazole group, a triazole group, a tetrazole group, an oxazole group, an isooxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a thiadiazole group, Includes benzopyrazol group, benzimidazole group, benzoxazole group, benzothiazole group, benzoxadiazole group, benzothiadiazole group, imidazopyridinyl group, imidazopyrimidinyl group, imidazotriazinyl group, imidazopyrazinyl group, imidazopyridazinyl group, indenocarbazole group, indolocarbazole group, benzofurocarbazole group, benzothienocarbazole group, benzosilolocarbazole group, benzindolocarbazole group, benzocarbazole group, benzonaphthofuranyl group, benzonaphthothiophenyl group, benzonaphthosilol group, benzofurodibenzofuranyl group, benzofurodibenzothiophenyl group, benzothienodibenzothiophenyl group, etc. In this specification, a divalent non-aromatic heterocondensed polycyclic group refers to a divalent group having the same structure as the monovalent non-aromatic heterocondensed polycyclic group.

[0856] C6-C in this specification 60 The aryloxy group is -OA 102 (Here, A 102 is the above C6-C 60 Pointing to arylgime), and the above C6-C 60arylthio is -SA 103 (Here, A 103 The above C6-C 60 It refers to Arilgiim).

[0857] C7-C in this specification 60 The arylalkyl group is -A 104 A 105 (Here, A 104 is C1-C 54 It is an alkylene group, and A 105 is C6-C 59 Referring to arylgiim), and C2-C in this specification 60 The heteroarylalkyl group is -A 106 A 107 (Here, A 106 C1-C 59 It is an alkylene group, and A 107 C1-C 59 It refers to a heteroaryl group.

[0858] "R" in this specification 10a "Is,

[0859] Deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group, or nitro group;

[0860] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C7-C 60 Arylalkyl group, C2-C 60 Heteroarylalkyl group, -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 substituted or unsubstituted with any combination thereof, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, or C1-C 60 Alkoxygenation;

[0861] Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C7-C 60 Arylalkyl group, C2-C 60 Heteroarylalkyl group, -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 substituted or unsubstituted with any combination thereof, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C7-C 60 Arylalkyl group, or C2-C 60 heteroarylalkyl group,; or

[0862] -Si(Q 31 )(Q 32 )(Q 33 ), -N(Q 31 )(Q 32 ), -B(Q 31 )(Q 32 ), -C(=O)(Q31 ), -S(=O)2(Q 31 ), or -P(=O)(Q 31 )(Q 32 );

[0863] It could be.

[0864] Q1 to Q3, Q in this specification 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 They are independently hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; C1-C 60 Alkyl group; C2-C 60 Alkenyl group; C2-C 60 alkynyl group; C1-C 60 Alkoxy group; or deuterium, -F, cyano group, C1-C 60 Alkyl group, C1-C 60 C3-C substituted or unsubstituted with an alkoxy group, a phenyl group, a biphenyl group, or any combination thereof 60 Carbocyclic group, C1-C 60 Heterocyclic group; C7-C 60 Arylalkyl group; or C2-C 60 It may be a heteroarylalkyl group.

[0865] In this specification, a heteroatom refers to any atom other than a carbon atom. Examples of such heteroatoms include O, S, N, P, Si, B, Ge, Se, or any combination thereof.

[0866] In this specification, third-row transition metals include hafnium (Hf), tantalum (Ta), tungsten (W), rhenium (Re), osmium (Os), iridium (Ir), platinum (Pt), and gold (Au), etc.

[0867] In this specification, "Ph" means a phenyl group, "Me" means a methyl group, "Et" means an ethyl group, and "tert-Bu" or "But " represents the tert-butyl group, and "OMe" represents the methoxy group.

[0868] In this specification, "biphenyl group" means "phenyl group substituted with a phenyl group." The "biphenyl group" is a substituent of "C6-C 60 It belongs to the "substituted phenyl group" which is an "aryl group".

[0869] In this specification, "terphenyl group" means "phenyl group substituted with a biphenyl group." The "terphenyl group" is a substituent of "C6-C 60 C6-C substituted with aryl groups 60 It belongs to the "substituted phenyl group" which is an "aryl group".

[0870] In this specification, * and *' refer to bonding sites with neighboring atoms in the corresponding chemical formula or moiety, unless otherwise defined.

[0871] Hereinafter, a compound and a light-emitting device according to one embodiment of the present invention will be described in more detail with reference to synthesis examples and embodiments. In the following synthesis examples, the molar equivalent of A and the molar equivalent of B are the same in the expression "B was used instead of A."

[0872] [Example]

[0873] [Synthetic Example]

[0874] Synthesis Example 1: Synthesis of Compound 1

[0875]

[0876]

[0877] (1) Synthesis of intermediate compound [1-a]

[0878] [1,1':3',1''-terphenyl]-2'-amine (1.0 eq), 1-iodo-2-nitrobenzene (2.0 eq), Pd2(dba)3 (5 mol%), Sphos (7 mol%), and sodium tert-butoxide (2.0 eq) were dissolved in toluene (0.1 M) and stirred at 110 °C for 12 hours. After cooling the reaction mixture to room temperature, the organic layer was obtained by extracting it three times with dichloromethane and water. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize intermediate compound 1-a (yield 85%) using column chromatography (MC(methylene chloride):Hexane = volume ratio 1:10).

[0879] (2) Synthesis of intermediate compound [1-b]

[0880] Intermediate compound [1-a] (1.0 eq), Sn (2.5 eq), and HCl (45 eq) were dissolved in ethanol and stirred at 80 °C for 12 hours to obtain the reaction product. The reaction product was cooled to room temperature and neutralized using NaOH solution. The neutralized product was extracted with dichloromethane and water to obtain an organic layer, which was then filtered through a Celite / silica gel. The filtrate was dried with magnesium sulfate, concentrated, and then used to synthesize intermediate compound 1-b (yield 97%) by column chromatography (MC:Hexane = volume ratio 1:3).

[0881] (3) Synthesis of intermediate compound [1-c]

[0882] 9-(4-(tert-butyl)pyridin-2-yl)-2-iodo-9H-carbazole (1.2 eq) was dissolved in anhydrous THF (0.025 M) under nitrogen conditions and cooled to -30 °C. Isopropylmagnesium chloride (2.0 M solution in THF, 1.2 eq) was slowly added to the reaction mixture, followed by the addition of a solution of 3-bromobenzaldehyde (1.0 eq) dissolved in anhydrous THF (0.1 M). The reaction mixture was cooled to room temperature and stirred for 12 hours. The organic layer was obtained by extracting three times with ethyl acetate and water. The obtained organic layer was dried with magnesium sulfate, concentrated, and the intermediate compound 1-c (yield 91%) (EA(ethyl acetate):Hexane = volume ratio 1:7) was synthesized using column chromatography.

[0883] (4) Synthesis of intermediate compound [1-d]

[0884] Pentafluorobenzoic acid (1.0 eq), intermediate compound [1-c] (1.0 eq), N-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDC·HCl) (1.1 eq), and 4-dimethylaminopyridine (DMAP) (0.25 eq) were dissolved in MC (0.1 M) and stirred at room temperature for 18 hours. The reaction mixture was extracted three times with dichloromethane and water to obtain an organic layer. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize the intermediate compound 1-d (yield 40%) using column chromatography (EA:Hexane = volume ratio 1:20).

[0885] (5) Synthesis of intermediate compound [1-e]

[0886] Intermediate compounds [1-d] (1.0 eq), 2-Furylboronic acid (1.5 eq), (η 3 -1- t Bu-indenyl)Pd(IPr)(Cl) (1 mol%) and K2CO3 (2.0 eq) were dissolved in toluene and ethanol (0.1 M, volume ratio 4:1) and stirred at 40 °C for 4 hours. The reaction mixture was extracted three times with ethyl acetate and water to obtain an organic layer. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize the intermediate compound 1-e (yield 95%) using column chromatography (EA:Hexane = volume ratio 1:20).

[0887] (6) Synthesis of intermediate compound [1-f]

[0888] Intermediate compound [1-b] (1.5 eq), intermediate compound [1-e] (1.0 eq), Pd2(dba)3 (10 mol%), Sphos (15 mol%), and sodium tert-butoxide (2.0 eq) were dissolved in toluene (0.1 M) and stirred at 110 °C for 3 hours. After cooling the reaction mixture to room temperature, the solvent was removed under reduced pressure, and the organic layer was obtained by extracting three times with dichloromethane and water. The obtained organic layer was dried with magnesium sulfate, concentrated, and the intermediate compound 1-f (yield 89%) was synthesized using column chromatography (EA:Hexane = volume ratio 1:10).

[0889] (7) Synthesis of intermediate compound [1-g]

[0890] The intermediate compound [1-f] (1.0 eq) was dissolved in triethyl orthoformate (30 eq), and then 37% HCl (1.5 eq) was added and stirred at 80 °C for 12 hours to obtain the reaction mixture. After cooling the reaction mixture to room temperature, the triethyl orthoformate in the reaction mixture was concentrated and extracted three times with dichloromethane and water to obtain an organic layer. The obtained organic layer was dried with magnesium sulfate and then concentrated to synthesize 1 g of the intermediate compound (yield 85%) using column chromatography (MC:Methanol = volume ratio 95:5).

[0891] (8) Synthesis of intermediate compound [1-h]

[0892] Intermediate compound [1-g] (1.0 eq) and Ammonium hexafluorophosphate (3.0 eq) were dissolved in methanol (0.5 M), distilled water was added, and the mixture was stirred at room temperature for 3 hours to obtain a reaction product. The reaction product was washed with distilled water and filtered to obtain a solid, and the solid was extracted three times with dichloromethane and water to obtain an organic layer. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize intermediate compound 1-h (yield 90%).

[0893] (9) Synthesis of compound [1]

[0894] Intermediate compound [1-h], Dichloro(1,5-cyclooctadiene)platinum(II) (1.1 eq), and Sodium acetate (2.0 eq) were dissolved in Anhydrous 1,4-dioxane (0.05 M) and stirred at 120 °C for 4 days under nitrogen conditions to obtain a reaction product. After cooling the reaction product to room temperature, the organic layer was obtained by extracting it three times with dichloromethane and water. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize Compound 1 (yield 19%) using column chromatography (MC:Hexane = volume ratio 3:7).

[0895] Synthesis Example 2: Synthesis of Compound 13

[0896]

[0897] (1) Synthesis of intermediate compound [13-a]

[0898] Intermediate compound [1-d] (1.0 eq), (3-(tert-butyl)furan-2-yl)boronic acid (1.5 eq), (η 3 -1- t Bu-indenyl)Pd(IPr)(Cl) (1 mol%) and K2CO3 (2.0 eq) were dissolved in toluene and ethanol (0.1 M, volume ratio 4:1) and stirred at 40 °C for 4 hours. The reaction mixture was extracted three times with ethyl acetate and water to obtain an organic layer. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize the intermediate compound 13-a (yield 92%) using column chromatography (EA:Hexane = volume ratio 1:20).

[0899] (2) Synthesis of intermediate compound [13-b]

[0900] Intermediate compounds [1-b] (1.5 eq), [13-a] (1.0 eq), Pd2(dba)3 (10 mol%), Sphos (15 mol%), and Sodium tert-butoxide (2.0 eq) were dissolved in Toluene (0.1 M) and stirred at 110 °C for 3 hours. After cooling the reaction mixture to room temperature, the solvent was removed under reduced pressure, and the organic layer was obtained by extracting three times with dichloromethane and water. The obtained organic layer was dried with magnesium sulfate, concentrated, and the intermediate compound 13-b (yield 78%) was synthesized using column chromatography (EA:Hexane = volume ratio 1:10).

[0901] (3) Synthesis of intermediate compound [13-c]

[0902] Intermediate compound [13-b] (1.0 eq) was dissolved in triethyl orthoformate (30 eq), and then 37% HCl (1.5 eq) was added and stirred at 80 °C for 12 hours to obtain a reaction product. After cooling the reaction product to room temperature, the triethyl orthoformate in the reaction product was concentrated and extracted three times with dichloromethane and water to obtain an organic layer. The obtained organic layer was dried with magnesium sulfate and then concentrated to synthesize intermediate compound 13-c (yield 93%) using column chromatography (MC:Methanol = volume ratio 95:5).

[0903] (4) Synthesis of intermediate compound [13-d]

[0904] Intermediate compound [13-c] (1.0 eq) and Ammonium hexafluorophosphate (3.0 eq) were dissolved in methanol (0.5 M), distilled water was added, and the mixture was stirred at room temperature for 3 hours to obtain a reaction product. The reaction product was washed with distilled water and filtered to obtain a solid, and the solid was extracted three times with dichloromethane and water to obtain an organic layer. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize the intermediate compound 13-d (yield 92%).

[0905] (5) Synthesis of compound

[13]

[0906] Intermediate compound [13-d], Dichloro(1,5-cyclooctadiene)platinum(II) (1.1 eq), and Sodium acetate (2.0 eq) were dissolved in Anhydrous 1,4-dioxane (0.05 M) and stirred at 120 °C for 4 days under nitrogen conditions to obtain a reaction product. After cooling the reaction product to room temperature, the organic layer was obtained by extracting it three times with dichloromethane and water. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize compound 13 (yield 21%) using column chromatography (MC:Hexane = volume ratio 3:7).

[0907] Synthesis Example 3: Synthesis of Compound 85

[0908]

[0909] (1) Synthesis of intermediate compound [85-a]

[0910] 2-bromo-9-(4-(tert-butyl)pyridin-2-yl)-9H-carbazole (1.1 eq), 3-Bromoaniline (1.0 eq), Pd2(dba)3(0.05 eq), SPhos (0.075 eq) and NaO tBu (2.0 eq) was dissolved in toluene (0.1 M) and stirred at 110 °C for 12 hours. After cooling the reaction mixture to room temperature, the organic layer was obtained by extracting it three times with dichloromethane and water. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize the intermediate compound 85-a (yield 53%) using column chromatography (MC:Hexane = volume ratio 1:10).

[0911] (2) Synthesis of intermediate compound [85-b]

[0912] Intermediate compounds 85-a (1.1 eq), 2-Bromofuran (1.0 eq), PtBu3 (5 mol%), Pd2(dba)3 (0.05 eq), and NaO t Bu (2.0 eq) was dissolved in Toluene (0.1 M) and stirred at 100 °C for 16 hours. After cooling the reaction mixture to room temperature, the Toluene was removed under reduced pressure, and the organic layer was obtained by extracting three times with dichloromethane and water. The obtained organic layer was dried with magnesium sulfate, concentrated, and the intermediate compound 85-b (yield 75%) was synthesized using column chromatography (MC:Hexane = volume ratio 1:10).

[0913] (3) Synthesis of the intermediate compound [85-c]

[0914] Intermediate compound [1-b] (1.5 eq), intermediate compound [85-b] (1.0 eq), Pd2(dba)3 (5 mol%), Sphos (7 mol%), and sodium tert-butoxide (2.0 eq) were dissolved in toluene (0.1 M) and stirred at 110 °C for 3 hours. After cooling the reaction mixture to room temperature, the solvent was removed under reduced pressure, and the organic layer was obtained by extracting three times with dichloromethane and water. The obtained organic layer was dried with magnesium sulfate, concentrated, and the intermediate compound 85-c (yield 85%) was synthesized using column chromatography (EA:Hexane = volume ratio 1:10).

[0915] (4) Synthesis of intermediate compound [85-d]

[0916] Intermediate compound [85-c] (1.0 eq) was dissolved in triethyl orthoformate (30 eq), and then 37% HCl (1.5 eq) was added and stirred at 80 °C for 12 hours to obtain a reaction product. After cooling the reaction product to room temperature, the triethyl orthoformate in the reaction product was concentrated and extracted three times with dichloromethane and water to obtain an organic layer. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize the intermediate compound 85-d (yield 91%) using column chromatography (MC:Methanol = volume ratio 95:5).

[0917] (5) Synthesis of intermediate compound [85-e]

[0918] Intermediate compound [85-d] (1.0 eq) and Ammonium hexafluorophosphate (3.0 eq) were dissolved in methanol (0.5 M), distilled water was added, and the mixture was stirred at room temperature for 3 hours to obtain a reaction product. The reaction product was washed with distilled water and filtered to obtain a solid, and the solid was extracted three times with dichloromethane and water to obtain an organic layer. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize the intermediate compound 85-e (yield 96%).

[0919] (6) Synthesis of compound

[85]

[0920] Intermediate compound [85-e], Dichloro(1,5-cyclooctadiene)platinum(II) (1.1 eq), and Sodium acetate (2.0 eq) were dissolved in Anhydrous 1,4-dioxane (0.05 M) and stirred at 120 °C for 4 days under nitrogen conditions to obtain a reaction product. After cooling the reaction product to room temperature, the organic layer was obtained by extracting it three times with dichloromethane and water. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize compound 85 (yield 21%) using column chromatography (MC:Hexane = volume ratio 3:7).

[0921] Synthesis Example 4: Synthesis of Compound 90

[0922]

[0923] (1) Synthesis of intermediate compound [90-a]

[0924] Benzimidazole (1.5 eq), intermediate compound [85-b] (1.0 eq), CuI (20 mol%), 2-picolinic acid (0.2 eq), and K3PO4 (2.0 eq) were dissolved in DMF (0.15 M) and stirred at 160 °C for 12 hours. After cooling the reaction mixture to room temperature, the solvent was removed under reduced pressure, and the organic layer was obtained by extracting three times with ethyl acetate and water. The obtained organic layer was dried with magnesium sulfate, concentrated, and the intermediate compound 90-a (yield 56%) was synthesized using column chromatography (EA:Hexane = volume ratio 1:4).

[0925] (2) Synthesis of intermediate compound [90-b]

[0926] Intermediate compound [90-a] (1.0 eq), (3,5-di-tert-butylphenyl)(mesityl)iodonium trifluoromethanesulfonate (1.3 eq), and Cu(OAc)2 (20 mol%) were dissolved in DMF (0.25 M) and stirred at 100 °C for 4 hours to obtain a reaction product. After cooling the reaction product to room temperature, the DMF in the reaction product was concentrated and extracted three times with dichloromethane and water to obtain an organic layer. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize intermediate compound 90-b (yield 90%) using column chromatography (MC:Methanol = volume ratio 95:5).

[0927] (3) Synthesis of compound

[90]

[0928] Intermediate compound [90-b], Dichloro(1,5-cyclooctadiene)platinum(II) (1.1 eq), and Sodium acetate (2.0 eq) were dissolved in DMF (0.05 M) and stirred at 140 °C for 12 hours under nitrogen conditions to obtain the reaction mixture. The reaction mixture was cooled to room temperature, filtered through Celite / silica, concentrated, and extracted three times with dichloromethane and water to obtain the organic layer. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize compound 90 (yield 25%) using column chromatography (MC:Hexane = volume ratio 3:7).

[0929] Comparative Synthesis Example 1: Synthesis of Comparative Compound 1

[0930]

[0931] (1) Synthesis of intermediate compound [D-1]

[0932] 2-methoxy-9H-carbazole (1.0 eq), 2-bromo-4-(tert-butyl)pyridine (1.1 eq), Pd2(dba)3 (5 mol%), Sphos (7 mol%), and sodium tert-butoxide (2.0 eq) were dissolved in toluene (0.1 M) and stirred at 110 °C for 12 hours. After cooling the reaction mixture to room temperature, the solvent was removed under reduced pressure, and the organic layer was obtained by extracting three times with dichloromethane and water. The obtained organic layer was dried with magnesium sulfate, concentrated, and the intermediate compound [D-1] (yield 72%) was synthesized using column chromatography (EA:Hexane = volume ratio 1:10).

[0933] (2) Synthesis of intermediate compound [D-2]

[0934] Intermediate compound [D-1] (1.0 eq), HBr (0.5 M), and acetic acid (0.5 M) were stirred at 120 °C for 16 hours. After cooling the reaction mixture to room temperature, the pH was neutralized to 7 using an aqueous NaOH solution, and the organic layer was obtained by extracting three times with ethyl acetate and water. The obtained organic layer was dried with magnesium sulfate and then filtered through a silica gel to synthesize the intermediate compound [D-2] (yield 85%).

[0935] (3) Synthesis of intermediate compound [D-3]

[0936] 1,3-Dibromo-5-tert-butylbenzene (1.2 eq), intermediate compound [D-2] (1.0 eq), CuI (10 mol%), BPPO ligand (10 mol%), and Potassium phosphate tribasic (2.0 eq) were dissolved in DMF (0.1 M) and stirred at 160 °C for 10 hours. After cooling the reaction mixture to room temperature, the DMF was removed under reduced pressure, and the organic layer was obtained by extracting three times with dichloromethane and water. The obtained organic layer was dried with magnesium sulfate, concentrated, and the intermediate compound D-3 (yield 60%) was synthesized using column chromatography (EA:Hexane = volume ratio 1:10).

[0937] (4) Synthesis of intermediate compound [D-4]

[0938] Benzimidazole (1.5 eq), intermediate compound [D-3] (1.0 eq), CuI (30 mol%), L-proline (0.3 eq), and K3PO4 (2.0 eq) were dissolved in DMF (0.15 M) and stirred at 160 °C for 12 hours. After cooling the reaction mixture to room temperature, the solvent was removed under reduced pressure, and the organic layer was obtained by extracting three times with ethyl acetate and water. The obtained organic layer was dried with magnesium sulfate, concentrated, and the intermediate compound D-4 (yield 55%) was synthesized using column chromatography (EA:Hexane = volume ratio 1:4).

[0939] (5) Synthesis of intermediate compound [D-5]

[0940] Intermediate compound [D-4] (1.0 eq) and iodomethane (2.0 eq) were dissolved in toluene (0.1 M) and stirred at 120 °C for 12 hours to obtain a reaction product. The reaction product was cooled to room temperature and filtered to synthesize intermediate compound D-5 (yield 85%).

[0941] (6) Synthesis of intermediate compound [D-6]

[0942] Intermediate compound [D-5] (1.0 eq) and Ammonium hexafluorophosphate (3.0 eq) were dissolved in methanol (0.5 M), distilled water was added, and the mixture was stirred at room temperature for 3 hours to obtain a reaction product. The reaction product was washed with distilled water and filtered to obtain a solid, and the solid was extracted three times with dichloromethane and water to obtain an organic layer. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize intermediate compound D-6 (yield 93%).

[0943] (7) Synthesis of Comparative Compound 1

[0944] Intermediate compound [D-6], Dichloro(1,5-cyclooctadiene)platinum(II) (1.1 eq), and Sodium acetate (2.0 eq) were dissolved in Anhydrous 1,4-dioxane (0.05 M) and stirred at 120 °C for 4 days under nitrogen conditions to obtain a reaction product. After cooling the reaction product to room temperature, the organic layer was obtained by extracting it three times with dichloromethane and water. The obtained organic layer was dried with magnesium sulfate and concentrated to synthesize Comparative Compound 1 (yield 18%) using column chromatography (MC:Hexane = volume ratio 3:7).

[0945] of the compounds synthesized in the above synthesis example 1 H-NMR and HR-MS are shown in Table 1. For compounds other than those shown in Table 1, those skilled in the art can easily recognize the synthesis methods by referring to the synthesis routes and raw materials above.

[0946] compound 1 H-NMR (CDCl3, 500 MHz) HR-MS calc. Found[M+1] Compound 1 8.74 (1H, dd), 8.42 (1H, dd), 8.20 (2H, dd), 8.19 (1H, s), 7.58 (1H, s), 7.49-7.50 (2H, m), 7.43-7.41 (7H, m), 7.40 (1H, s), 7.39 (1H, dd), 7.31 (1H, s), 7.20 (1H, s), 7.19 (1H, dd), 7.14 (2H, dd), 7.08 (5H, m), 6.95 (2H, dd), 6.84 (1H, s), 6.33 (1H, s), 6.11 (1H, dd), 5.57 (1H, s), 1.32 (9H, s) 994.07 994.11 Compound 13 8.75 (1H, dd), 8.41 (1H, dd), 8.20 (2H, dd), 8.19 (1H, s), 7.58 (1H, s), 7.50 (1H, s), 7.43-7.41 (7H, m), 7.40 (1H, s), 7.39 (1H, dd), 7.31 (1H, s), 7.20 (1H, s), 7.19 (1H, dd), 7.14 (2H, dd), 7.08 (5H, m), 6.95 (2H, dd), 6.84 (1H, s), 6.33 (1H, s), 6.11 (1H, dd), 5.57 (1H, s), 1.35 (9H, s), 1.32 (9H, s) 1050.18 1050.17 Compound 85 8.74 (1H, dd), 8.42 (1H, dd), 8.20 (2H, dd), 8.19 (1H, s), 7.58 (1H, s), 7.49 (1H, dd), 7.50 (1H, s), 7.43 (4H, m), 7.41-7.40 (5H, m), 7.39 (1H, dd), 7.31 (1H, s), 7.20 (1H, s), 7.19 (1H, dd), 7.14 (2H, dd), 7.08 (5H, m), 6.95 (2H, dd), 6.84 (1H, s), 6.33 (1H, s), 6.11 (1H, dd), 1.32 (9H, s) 995.06 995.01 Compound 90 8.74 (1H, dd), 8.39 (1H, dd), 8.19 (1H, dd), 7.88 (1H, s), 7.58 (1H, s), 7.50 (1H, s), 7.40 (2H, m), 7.20 (4H, m), 7.14 (3H, m), 7.11 (1H, s), 7.00 (1H, s), 6.84 (2H, d) 6.68 (1H, s), 6.40 (1H, s), 1.41 (18H, s), 1.32 (9H, s) 955.08 955.01 Comparative Compound 1 8.70 (1H, s), 8.39 (1H, dd), 8.19 (1H, dd), 7.58 (1H, s), 7.50 (1H, s), 7.43 (2H, m), 7.41 (1H, s), 7.40 (1H, dd), 7.20 (1H, s), 7.12 (1H, dd), 7.08 (1H, s), 6.71 (2H, m), 6.69 (1H, s), 3.36 (3H, s), 1.32 (18H, s) 771.83 771.77

[0947] Evaluation Example 1

[0948] Simulation maximum emission wavelength (λ) of the above compounds 1, 13, 85, 90, compounds A to C, and comparative compound 1 max sim ), actual maximum emission wavelength (λ max exp ), triplet metal-ligand charge transfer state( 3 The existence ratio of MLCT (triplet metal-to-ligand charge transfer state) and the triplet metal-center state ( 3 The energy levels of MC (triplet metal-centered state) were evaluated using the DFT method of the Gaussian program structure-optimized at the B3LYP / 6-31G(d,p) level, and the results are shown in Table 2 below.

[0949] compound l max sim (nm) l max exp (nm) 3 MC (kcal / mol) 3 MLCT(%) A 520 515 0.41 8.8 B 550 550 0.41 9.5 C 620 620 0.21 8.4 Comparative Compound 1 468 471 0.21 8.8 Compound 1 451 453 0.82 13.11 Compound 13 451 453 0.85 13.08 Compound 85 453 457 0.82 12.68 Compound 90 453 453 0.81 13.10

[0950] According to Table 2 above, compounds 1, 13, 85, and 90 emit blue light of high color purity compared to compounds A to C and comparative compound 1, and triplet metal-ligand charge transfer state ( 3 The existence ratio of MLCT (triplet metal-to-ligand charge transfer state) and the triplet metal-center state ( 3 The energy of the MC (triplet metal-centered state) was found to be high.

[0951] [Compound A] [Compound B]

[0952]

[0953] [Compound C] [Comparative Compound 1]

[0954]

[0955] Example 1

[0956] 15 Ω / cm as an anode 2 A glass substrate (Corning product) with (1200Å) ITO formed on it was cut into 50mm x 50mm x 0.7mm pieces, ultrasonically cleaned with isopropyl alcohol and pure water for 5 minutes each, then cleaned by irradiating with ultraviolet light for 30 minutes and exposing to ozone, and installed in a vacuum deposition apparatus.

[0957] 2-TNATA is vacuum deposited on the above anode to form a hole injection layer with a thickness of 600 Å, and 4,4'-bis[ on the hole injection layer N -(1-Naphthyl)- N A hole transport layer with a thickness of 300 Å was formed by vacuum depositing -phenylaminobiphenyl (hereinafter, NPB).

[0958] Compound 1 (organometallic compound), compound ETH85 (second compound), and compound HTH29 (third compound) were vacuum deposited on the hole transport layer to form a emitting layer with a thickness of 400 Å. Here, the content of compound 1 was 10 wt% per total weight (100 wt%) of the emitting layer, and the weight ratio of compound ETH85 to compound HTH29 was adjusted to 3:7.

[0959] An organic light-emitting diode was fabricated by vacuum depositing compound ETH2 on the light-emitting layer to form a hole blocking layer with a thickness of 50 Å, vacuum depositing Alq3 on the hole blocking layer to form an electron transport layer with a thickness of 300 Å, vacuum depositing LiF on the electron transport layer to form an electron injection layer with a thickness of 10 Å, and then vacuum depositing Al to form a cathode with a thickness of 3000 Å.

[0960]

[0961] Examples 2 to 6 and Comparative Examples 1 and 2

[0962] A light-emitting device was fabricated in the same manner as in Example 1, except that the compound listed in Table 4 above was used when forming the light-emitting layer.

[0963] Evaluation Example 2

[0964] 1000 cd / m² of the organic light-emitting diodes fabricated in Examples 1 to 6 and Comparative Examples 1 and 2 above 2 The driving voltage (V) and luminous efficiency (cd / A) at were measured using a Keithley MU 236 and a PR650 luminance meter, respectively, and the results are shown in Table 3.

[0965] No. organometallic compounds second compound Third compound Fourth compound Weight ratio of the second compound and the third compound Luminance (cd / ㎡) Driving voltage (V) Luminous efficiency (cd / A) Example 1 Compound 1 (10 wt%) ETH85 HTH29 - 3 : 7 1000 4.8 47 Example 2 Compound 13 (10 wt%) ETH85 HTH29 - 3 : 7 1000 4.8 45 Example 3 Compound 85 (10 wt%) ETH85 HTH41 - 3 : 7 1000 4.9 39 Example 4 Compound 90 (10 wt%) ETH85 HTH29 - 3 : 7 1000 4.8 46 Example 5 Compound 1 (10 wt%) ETH85 HTH29 DFD1(0.5wt%) 3 : 7 1000 4.9 60 Example 6 Compound 90 (10 wt%) ETH85 HTH29 DFD1(0.5wt%) 3 : 7 1000 4.9 60 Comparative Example 1 Comparative compound 1 (10 wt%) ETH85 HTH29 - 3 : 7 1000 5.0 22 Comparative Example 2 Comparative Compound 1 (10wt%) ETH85 HTH29 DFD1(0.5wt%) 3 : 7 1000 5.0 29

[0966]

[0967] [Comparative Compound 1]

[0968]

[0969]

[0970]

[0971] From Tables 2 and 3, it can be confirmed that the organic light-emitting devices of Examples 1 to 6 emit deep blue light and have superior driving voltage and luminous efficiency characteristics compared to the organic light-emitting devices of Comparative Examples 1 and 2. Explanation of the symbols

[0972] 10: Light-emitting element 100: Substrate 110: First electrode 130: Middle layer 150: Second electrode 170: Capping layer 210: Buffer layer 220: Active layer 230: Gate insulating film 240: Gate electrode 250: Interlayer insulation film 260: Source electrode

Claims

Claim 1 A light-emitting element comprising: a first electrode; a second electrode facing the first electrode; an intermediate layer disposed between the first electrode and the second electrode and including a light-emitting layer; and an organometallic compound represented by the following chemical formula 1: <Chemical Formula 1> In the above Chemical Formula 1, M is platinum (Pt), palladium (Pd), gold (Au), nickel (Ni), silver (Ag), or copper (Cu); X1 is C; X2 to X4 are independently C or N; i) the bond between X1 and M is a coordinate bond; ii) one of the bonds between X2 and M, X3 and M, and X4 and M is a coordinate bond, and the remaining two are covalent bonds; and the rings CY1, CY2, CY3, and CY4 are independently C3-C 60 Carbocyclic group or C1-C 60 It is a heterocyclic group, X5 is C, and the ring CY5 is an X5-containing 5-membered ring to which i) an X5-containing 5-membered ring or ii) at least one 6-membered ring is condensed, wherein the X5-containing 5-membered ring is a pyrrole group, a furan group, a thiophene group, a pyrazole group, an imidazole group, an oxazole group, an isooxazole group, a thiazole group, or an isothiazole group, and the 6-membered ring that can be optionally condensed to the X1-containing 5-membered ring is a benzene group, a pyridine group, or a pyrimidine group, and X 51 is *-N-*', *-B-*', *-P-*', *-C(R6)-*', *-Si(R6)-*' or *-Ge(R6)-*', and X 52 is a single bond, *-N(R7)-*', *-B(R7)-*', *-P(R7)-*', *-C(R7)(R8)-*', *-Si(R7)(R8)-*', *-Ge(R7)(R8)-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R7)=*', *=C(R7)-*', *-C(R7)=C(R8)-*', *-C(=S)-*' or *-C≡C-*', and L1 is at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, b1 is one of integers 1 to 5, and R1 to R8 and T1 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, at least one R 10a C1-C substituted or unsubstituted 60 alkyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkenyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkynyl group, at least one R 10a C1-C substituted or unsubstituted 60 Alkoxy group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, at least one R 10a C1-C substituted or unsubstituted 60 Heterocyclic group, at least one R 10a C6-C substituted or unsubstituted 60 aryloxy group, at least one R 10a C6-C substituted or unsubstituted 60 Arylthiogi, at least one R 10a C7-C substituted or unsubstituted 60 arylalkyl group, at least one R 10a C2-C substituted or unsubstituted 60 A heteroarylalkyl group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), wherein a1 to a5, c1 and n1 are independently one of integers from 0 to 20, and at least two of the a1 R1s are optionally bonded to each other, such that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 They can form heterocyclic groups, and at least two of the a2 R2s optionally combine with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 They can form heterocyclic groups, and at least two of the a3 R3s optionally combine with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 They can form a heterocyclic group, and at least two of the a4 R4s optionally combine with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 They can form a heterocyclic group, and at least two of the a5 R5s optionally combine with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 A heterocyclic group can be formed, and at least two of R1 to R8 are optionally combined with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can form a heterocyclic group, and the above * and *' are bonding sites with neighboring atoms, and the above R 10a is, deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group, or nitro group; deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C7-C 60 Arylalkyl group, C2-C 60 Heteroarylalkyl group, -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 substituted or unsubstituted with any combination thereof, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, or C1-C 60 Alkoxy group; deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C7-C 60 Arylalkyl group, C2-C 60 Heteroarylalkyl group, -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 substituted or unsubstituted with any combination thereof, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthiogi C7-C 60 Arylalkyl group, or C2-C 60 Heteroarylalkyl group; 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, above Q1 to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 They are independently hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; or deuterium, -F, cyano group, C1-C 60 Alkyl group, C1-C 60 C1-C substituted or unsubstituted with an alkoxy group, a phenyl group, a biphenyl group, or any combination thereof 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 60 Carbocyclic group or C1-C 60 It is a heterocyclic group. Claim 2 In claim 1, at least one π electron-deficient nitrogenous C1-C 60 A light-emitting device comprising a second compound including a cyclic group, a third compound including a group represented by the following chemical formula 3, a fourth compound capable of emitting delayed fluorescence, or any combination thereof, wherein each of the organometallic compound, the second compound, the third compound, and the fourth compound is different from one another: <Chemical Formula 3> In the above chemical formula 3, cyclic CY 71 and ring CY 72 are independently, π electron-excess C3-C 60 It is a cyclic group or pyridine group, and X 71 is a single bond or a linker including O, S, N, B, C, Si, or any combination thereof, and * is a bonding site with an adjacent atom in compound 3. Claim 3 A light-emitting device according to claim 2, wherein the second compound comprises a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or any combination thereof. Claim 4 A light-emitting device according to paragraph 2, wherein the fourth compound is a compound comprising at least one cyclic group including B (boron) and N (nitrogen), each as a ring-forming atom. Claim 5 A light-emitting device according to claim 2, wherein i) a first compound which is an organometallic compound represented by the above chemical formula 1; and ii) the second compound, the third compound, the fourth compound, or any combination thereof; are included in the light-emitting layer, and the light-emitting layer emits blue light, and the maximum emission wavelength of the blue light is 430 nm to 500 nm. Claim 6 An electronic device including the light-emitting element of claim 1. Claim 7 An electronic device according to claim 6, further comprising a thin-film transistor, wherein the thin-film transistor comprises a source electrode and a drain electrode, and the first electrode of the light-emitting element is electrically connected to at least one of the source electrode and the drain electrode of the thin-film transistor. Claim 8 An electronic device according to claim 7, further comprising a color filter, a quantum dot color conversion layer, a touchscreen layer, a polarizing layer, or any combination thereof. Claim 9 A consumer product including the light-emitting element of claim 1. Claim 10 In paragraph 9, a consumer product that is one of a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor or outdoor lighting and / or signal light, a head-up display, a fully or partially transparent display, a flexible display, a rollable display, a foldable display, a stretchable display, a laser printer, a telephone, a mobile phone, a tablet, a phablet, a personal information terminal (PDA), a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a 3D display, a virtual reality or augmented reality display, a vehicle, a video wall including multiple displays tiled together, a theater or stadium screen, a light therapy device, and a signage. Claim 11 Organometallic compound represented by the following chemical formula 1: <Chemical Formula 1> In the above Chemical Formula 1, M is platinum (Pt), palladium (Pd), gold (Au), nickel (Ni), silver (Ag), or copper (Cu); X1 is C; X2 to X4 are independently C or N; i) the bond between X1 and M is a coordinate bond; ii) one of the bonds between X2 and M, X3 and M, and X4 and M is a coordinate bond, and the remaining two are covalent bonds; and the rings CY1, CY2, CY3, and CY4 are independently C3-C 60 Carbocyclic group or C1-C 60 It is a heterocyclic group, X5 is C, and the ring CY5 is an X5-containing 5-membered ring to which i) an X5-containing 5-membered ring or ii) at least one 6-membered ring is condensed, wherein the X5-containing 5-membered ring is a pyrrole group, a furan group, a thiophene group, a pyrazole group, an imidazole group, an oxazole group, an isooxazole group, a thiazole group, or an isothiazole group, and the 6-membered ring that can be optionally condensed to the X1-containing 5-membered ring is a benzene group, a pyridine group, or a pyrimidine group, and X 51 is *-N-*', *-B-*', *-P-*', *-C(R6)-*', *-Si(R6)-*' or *-Ge(R6)-*', and X 52 is a single bond, *-N(R7)-*', *-B(R7)-*', *-P(R7)-*', *-C(R7)(R8)-*', *-Si(R7)(R8)-*', *-Ge(R7)(R8)-*', *-S-*', *-Se-*', *-O-*', *-C(=O)-*', *-S(=O)-*', *-S(=O)2-*', *-C(R7)=*', *=C(R7)-*', *-C(R7)=C(R8)-*', *-C(=S)-*' or *-C≡C-*', and L1 is at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It is a heterocyclic group, b1 is one of integers 1 to 5, and R1 to R8 and T1 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, at least one R 10a C1-C substituted or unsubstituted 60 alkyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkenyl group, at least one R 10a C2-C substituted or unsubstituted 60 alkynyl group, at least one R 10a C1-C substituted or unsubstituted 60 Alkoxy group, at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group, at least one R 10a C1-C substituted or unsubstituted 60 Heterocyclic group, at least one R 10a C6-C substituted or unsubstituted 60 aryloxy group, at least one R 10a C6-C substituted or unsubstituted 60 Arylthiogi, at least one R 10a C7-C substituted or unsubstituted 60 arylalkyl group, at least one R 10a C2-C substituted or unsubstituted 60 A heteroarylalkyl group, -C(Q1)(Q2)(Q3), -Si(Q1)(Q2)(Q3), -N(Q1)(Q2), -B(Q1)(Q2), -C(=O)(Q1), -S(=O)2(Q1) or -P(=O)(Q1)(Q2), wherein a1 to a5, c1 and n1 are independently one of integers from 0 to 20, and at least two of the a1 R1s are optionally bonded to each other, such that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 They can form heterocyclic groups, and at least two of the a2 R2s optionally combine with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 They can form heterocyclic groups, and at least two of the a3 R3s optionally combine with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 They can form a heterocyclic group, and at least two of the a4 R4s optionally combine with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 They can form a heterocyclic group, and at least two of the a5 R5s optionally combine with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 A heterocyclic group can be formed, and at least two of R1 to R8 are optionally combined with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can form a heterocyclic group, and the above * and *' are bonding sites with neighboring atoms, and the above R 10a is, deuterium (-D), -F, -Cl, -Br, -I, hydroxyl group, cyano group, or nitro group; deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C7-C 60 Arylalkyl group, C2-C 60 Heteroarylalkyl group, -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 substituted or unsubstituted with any combination thereof, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, or C1-C 60 Alkoxy group; deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, C1-C 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthio group, C7-C 60 Arylalkyl group, C2-C 60 Heteroarylalkyl group, -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 substituted or unsubstituted with any combination thereof, C3-C 60 Carbocyclic group, C1-C 60 Heterocyclic group, C6-C 60 aryloxy group, C6-C 60 Arylthiogi C7-C 60 Arylalkyl group, or C2-C 60 Heteroarylalkyl group; 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, above Q1 to Q3, Q 11 to Q 13 , Q 21 to Q 23 and Q 31 to Q 33 They are independently hydrogen; deuterium; -F; -Cl; -Br; -I; hydroxyl group; cyano group; nitro group; or deuterium, -F, cyano group, C1-C 60 Alkyl group, C1-C 60 C1-C substituted or unsubstituted with an alkoxy group, a phenyl group, a biphenyl group, or any combination thereof 60 Alkyl group, C2-C 60 alkenyl group, C2-C 60 alkynyl group, C1-C 60 Alkoxy group, C3-C 60 Carbocyclic group or C1-C 60 It is a heterocyclic group. Claim 12 An organometallic compound according to claim 11, wherein the ring CY1 is i) an X1-containing five-membered ring, ii) an X1-containing five-membered ring to which at least one six-membered ring is condensed, or iii) an X1-containing six-membered ring, wherein the X1-containing five-membered ring is a pyrrole group, a pyrazole group, an imidazole group, a triazole group, an oxazole group, an isooxazole group, a thiazole group, an isothiaazole group, an oxadiazole group, or a thiadiazole group, and the six-membered ring or X1-containing six-membered ring that can be optionally condensed to the X1-containing five-membered ring is a benzene group, a pyridine group, or a pyrimidine group. Claim 13 In claim 11, the above-mentioned rings CY2, CY3 and CY4 are independently of each other, benzene group, pyridine group, pyrimidine group, naphthalene group, dibenzofuran group, dibenzothiophene group, carbazole group, fluorene group, dibenzocilol group, naphthobenzofuran group, naphthobenzothiophene group, benzocarbazole group, benzoffluorene group, naphthobenzocilol group, dinaphthofuran group, dinaphthiophene group, dibenzocarbazole group, dibenzoffluorene group, dinaphthiophenolol group, azadibenzofuran group, azadibenzothiophene group, azacarbazole group, azafluorene group, azadibenzocilol group, azanaphthobenzofuran group, azanaphthobenzothiophene group, azabenzocarbazole group, azabenzoffluorene group, An organometallic compound that is an azadinaftobenzosilol group, an azadinaftofuran group, an azadinaftothiophene group, an azadibenzocarbazole group, an azadibenzofluorene group, or an azadinaftosilol group. Claim 14 An organometallic compound according to claim 11, wherein the ring CY5 is an X5-containing five-membered ring, and the X5-containing five-membered ring is a pyrrole group, a furan group, or a thiophene group. Claim 15 In Clause 11, the above X 51 An organometallic compound that is *-N-*' or *-C(R6)-*'. Claim 16 In paragraph 11, the above R1 to R8 and T1 are independently substituted or unsubstituted with hydrogen, deuterium, -F or cyano group; deuterium, -F, cyano group, or any combination thereof, C1-C 20 alkyl group or C3-C 10 Cycloalkyl group; or deuterium, -F, cyano group, C1-C 20 Alkyl group, deuterated C1-C 20 Alkyl group, fluoride C1-C 20 Alkyl group, phenyl group, deuteride phenyl group, fluorinated phenyl group, (C1-C 20 An organometallic compound comprising a phenyl group, naphthyl group, dibenzofuranyl group, or dibenzothiophenyl group substituted or unsubstituted with an alkyl phenyl group or any combination thereof. Claim 17 In claim 11, *-(L1) in the above chemical formula 1 b1 -(T1) c1 Organometallic compound in which the group represented by is the group represented by the following chemical formula CY1A: In the above chemical formula CY1A, Z 20 To Z 22 are independently hydrogen, or R in paragraph 11 10a Refer to the explanation for, and T 11 and T 12 For a description of each, refer to the description of T1 in Clause 11, and * is the binding site with ring CY1. Claim 18 In claim 11, an organometallic compound represented by Chemical Formula 1-1 or 1-2: <Chemical Formula 1-1> <Chemical Formula 1-2> In the above chemical formulas 1-1 and 1-2, M, X1 to X4, X 51 Refer to the descriptions for each of , L1, b1, T1, and c1 as set forth in Clause 11, E1 is O or S, refer to the description for R5 in Clause 11 for the description of W1, d3 is one of integers from 0 to 3, and at least two of the d3 W1s are optionally combined with each other, so as to have at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 Can form heterocyclic groups, X 11 is C(R 11 ) or N and X 12 is C(R 12 ) or N and X 13 is C(R 13 ) or N and X 14 is C(R 14 ) or N and R 11 to R 14 For an explanation of each, refer to the explanation of R1 in Paragraph 11, and R 11 to R 14 Two or more of them optionally combine with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 Can form heterocyclic groups, and X 21 is C(R 21 ) or N and X 22 is C(R 22 ) or N and X 23 is C(R 23 ) or N and,R 21 to R 23 For an explanation of each, refer to the explanation of R2 in Paragraph 11, and R 21 to R 23 Two or more of them optionally combine with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 Can form heterocyclic groups, and X 31 is C(R 31 ) or N and X 32 is C(R 32 ) or N and X 33 is C(R 33 ) or N and X 34 is C(R 34 ) or N and X 35 is C(R 35 ) or N and X 36 is C(R 36 ) or N and R 31 to R 36 For an explanation of each, refer to the explanation of R3 in Paragraph 11, and R 31 to R 36 Two or more of them optionally combine with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can form heterocyclic groups, and R 41 to R 44 For an explanation of each, refer to the explanation of R4 in Paragraph 11, and R 41 to R 44 Two or more of them optionally combine with each other, so that at least one R 10a C3-C substituted or unsubstituted 60 Carbocyclic group or at least one R 10a C1-C substituted or unsubstituted 60 It can form heterocyclic groups. Claim 19 In paragraph 11, an organometallic compound having a maximum emission wavelength of 500 nm or less. Claim 20 In paragraph 11, the triplet metal-center state ( 3 Organometallic compounds having an energy level of MC (triplet metal-centered state) of 0.5 kcal / mol or higher.

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