organic light-emitting diode

Abstract

Provided is an organic light-emitting diode comprising a first electrode, a second electrode, and a light-emitting layer located between the first electrode and the second electrode, wherein the light-emitting layer comprises a novel composite light-emitting compound represented by Chemical Formula 1 described in the detailed description.

Description

[Technical Field]

[0001] The present invention relates to an organic light emitting diode (OLED) including a long-life organic luminescent material, and more particularly to an OLED that minimizes brightness reduction even during long-term operation by improving the luminance stability of the luminescent material. [Background technology]

[0002] OLED (Organic Light Emitting Diode) is a device in which holes injected at the anode and electrons injected at the cathode combine in the light-emitting layer via a charge transport layer to form excitons, which then emit light. It was first reported by CW Tang in Appl. Phys. Lett 51, 913 in 1987. At the time, the light-emitting layer consisted of a single material, Alq3, but in 1989, J. Appl. Phys., Vol. 65, 3610, it was reported that Alq3 was doped with a small amount of DCM as a red light-emitting compound and Coumarine 540 as a green light-emitting compound to adjust the emission wavelength and increase efficiency. Summary of the Invention [Problem to be solved by the invention]

[0003] SUMMARY OF THE INVENTION An object of the present invention is to provide an organic light emitting diode that minimizes the decrease in brightness even during long-term operation by improving the luminance stability of the light emitter.

[0004] The objects of the present invention are not limited to the objects mentioned above, and other objects and advantages of the present invention not mentioned above can be understood from the following description and will become more clearly understood from the embodiments of the present invention. Furthermore, it can be easily seen that the objects and advantages of the present invention can be realized by the means and combinations thereof set forth in the claims. [Means for solving the problem]

[0005] In one embodiment of the present invention: An organic light emitting diode including a first electrode, a second electrode, and a light emitting layer located between the first electrode and the second electrode, The light-emitting layer comprises a composite light-emitting compound represented by the following Chemical Formula 1: The composite luminescent compound includes a luminescent moiety and a charge stabilizing moiety, the luminescent moiety and the charge stabilizing moiety are connected through an atom X, and the atom X is X shown in the following Chemical Formula 1: The luminescent moiety is represented by the formula (1) below: 1 ~Y 5 and Q, The charge stabilizing moiety is represented by the formula Y 6 ~Y 10 A ring formed by including Y 11 ~Y 15 and Z, the charge stabilizing moiety comprises an atom having at least one unshared electron pair; Provide organic light-emitting diodes: <Chemical formula 1> [ka] In the above Chemical Formula 1, A is a structure represented by the following chemical formula 2, and is connected through the first linking position within A, or through the first linking position and the second linking position within A, X is C, Si, Ge, Sn, or Pb, and the first linking position in A is connected to X; Q is absent or a single bond, -B(Ar 1 )-, -C(Ar 1 )(Ar 2 )-, -Si(Ar 1 )(Ar 2 )-, -Ge(Ar 1 )(Ar 2 )-, -N(Ar 1 )-, -P(Ar 1 )-, -PO(Ar 1)-, -O-, -S-, -SO-, -SO2-, -Se-, -SeO-, -SeO2-, -CO-, -CS- or -CSe-, where Ar 1 and Ar 2 are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; 1 and Ar 2 are connected to each other to form a ring, or Y 2 , Y 2 can be connected to form a fused ring by R or A connected to When Q is not present, A has Y at the second linking position in A. 1 It does not directly connect to When Q is a single bond, A is Y at the second linking position of A. 1 is connected to by a single bond, When Q is not a single bond and is present as any one of the above-defined groups, A is connected to Q at the second linking position in A, When Q is not a single bond and is present as any one of the above defined groups, Q is a group consisting of A and Y. 1 and are connected by a single bond, Y 1 From Y 15 are each independently boron, carbon, nitrogen, oxygen, sulfur, Se, or Te; Z is absent or a single bond, -B(Ar 3 )-, -C(Ar 3 )(Ar 4)-, -Si(Ar 3 )(Ar 4 )-, -Ge(Ar 3 )(Ar 4 )-, -N(Ar 3 )-, -P(Ar 4 )-, -PO(Ar 3 )-, -O-, -S-, -SO-, -SO2-, -Se-, -SeO-, -SeO2-, -CO-, -CS- or -CSe-, where Ar 3 and Ar 4 are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; 3 and Ar 4 are connected to each other to form a ring, or Y 7 , Y 12 , Y 7 R or Y connected to 12 can be connected to any one of the Rs connected to form a fused ring, If Z does not exist, then Y 6 and Y 11 is not directly connected, If Z is a single bond, then Y 6 and Y 11 are connected by a single bond, When Z is not a single bond and is present as one of the above defined groups, Z is Y 6 and Y 11 and are connected by a single bond, m, n, and o are each independently an integer from 0 to 5; R are each independently hydrogen, deuterium, halogen, cyano, -NO2, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, alkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, alkynyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, an aryl having 3 to 30 carbon atoms, which may or may not be substituted with additional substituents; an aryl having 6 to 30 carbon atoms, which may or may not be substituted with additional substituents; a heteroaryl having 2 to 30 carbon atoms, which may or may not be substituted with additional substituents; -B(R 101 )(R 102 ), -C(R 103 )(R 104 )(R 105 ), -Si(R 106 )(R 107 )(R 108 ), -Ge(R 109 )(R 110 )(R 111 ), -N(R 112 )(R 113 ), -P(R 114 )(R 115 ), ‐PO(R 116 )(R 117 ), -O(R 118 ), -S(R 119 ), -SO(R 120 ), -SO2(R 121 ), Se(R 122 ), -SeO(R 123 ), -SeO2(R 124 ) and combinations thereof, R101 From R 124 are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; R 101 From R 124 At least two of the atoms connected to one atom can be connected to form a ring, When m, n, or o is 2 or more, at least two Rs present can be linked to each other to form a ring; p, q, and r each independently represent 0 or 1. When p, q, or r is 0, this means that a 5-membered ring is formed; when p, q, or r is 1, this means that a 6-membered ring is formed; However, Y 6 From Y 15 and Z, at least one atom of which contains an unshared electron pair, or R bonded thereto contains at least one atom of which contains an unshared electron pair; <Chemical formula 2> [ka] In the above Chemical Formula 2, M is a transition metal, V 1 , V 2 , V 3 and V 4 are each independently absent or a single bond, -B(Ar 5 )-, -C(Ar 5 )(Ar 6 )-, -Si(Ar5 )(Ar 6 )-, -Ge(Ar 5 )(Ar 6 )-, -N(Ar 5 )-, -P(Ar 5 )-, -PO(Ar 5 )-, -O-, -S-, -SO-, -SO2-, -Se-, -SeO-, -SeO2-, -CO-, -CS- or -CSe-, where Ar 5 and Ar 6 are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; 5 and Ar 6 are connected to each other to form a ring, or each adjacent E 1 , E 2 , E 3 or E 4 can be connected to form a fused ring, However, V 1 , V 2 , V 3 and V 4 At least one of them is a single bond, V 1 , V 2 , V 3 and V 4 If there is no E adjacent to it, 1 , E 2 , E 3 and E 4 The two are not directly connected, V 1 , V2 , V 3 and V 4 If is a single bond, the adjacent E 1 , E 2 , E 3 and E 4 Two of them are directly connected by a single bond, V 1 , V 2 , V 3 and V 4 When is not a single bond and exists as one of the above-defined groups, the adjacent E 1 , E 2 , E 3 and E 4 Two of them are connected by a single bond or adjacent to it 1 , E 2 , E 3 and E 4 The two bonds that connect the two together can form a conjugated structure, J 1 , J 2 , J 3 and J 4 are single bonds, O or S, J 1 , J 2 , J 3 and J 4 If is a single bond, the E 1 , E 2 , E 3 and E 4 One of these is directly bonded to M by a coordinate bond or a covalent bond, J 1 , J 2 , J 3 and J 4 is O or S, the bond to M is a coordinate or covalent bond; E 1 , E 2 , E 3 and E 4 are each independently a monovalent, divalent, or trivalent group defined as follows, with the proviso that E 1 , E 2 , E 3 and E 4 is a monovalent group, V1 , V 2 , V 3 and V 4 In the case where neither of the two adjacent 1 , E 2 , E 3 and E 4 is a divalent group, V 1 , V 2 , V 3 and V 4 In the case of 1 , E 2 , E 3 and E 4 is a trivalent group, V 1 , V 2 , V 3 and V 4 In the E 1 , E 2 , E 3 and E 4 are each independently a monovalent halogen or cyano group, or a saturated or unsaturated aliphatic hydrocarbon of 1 to 50 carbon atoms, substituted or unsubstituted with additional substituents; a saturated or unsaturated heteroatom-containing aliphatic hydrocarbon of 1 to 50 carbon atoms, substituted or unsubstituted with additional substituents; an aromatic carbocycle of 5 to 50 carbon atoms, substituted or unsubstituted with additional substituents; an aromatic heterocycle of 2 to 50 carbon atoms, substituted or unsubstituted with additional substituents; a saturated or unsaturated alicyclic carbocycle of 3 to 50 carbon atoms, substituted or unsubstituted with additional substituents; or a saturated or unsaturated alicyclic heterocycle of 2 to 50 carbon atoms, substituted or unsubstituted with additional substituents, E 1 , E 2 , E 3 and E 4 At least two additional substituents included in may be joined to form a ring; However, J 1 , J 2 , J 3 or J 4 If is a single bond, the adjacent E 1 , E2 , E 3 or E 4 the atom at the linkage point from to M is carbon, nitrogen, oxygen, sulfur, or phosphorus; or J 1 , J 2 , J 3 or J 4 If is O or S, the adjacent E 1 , E 2 , E 3 or E 4 From J 1 , J 2 , J 3 or J 4 the atom at the linkage to O or S is carbon; E 1 , E 2 , E 3 and E 4 In any one of the J 1 , J 2 , J 3 or J 4 The connection position to the V 1 , V 2 , V 3 or V 4 The connection position to E 1 , E 2 , E 3 and E 4 In any one of the V 1 , V 2 , V 3 and V 4 The connection positions to the two are different, In the formula 2, an atom that can be bonded by a stoichiometric ratio, excluding M, may be the first linking position or the second linking position in A of the formula 1, provided that the first linking position and the second linking position are each selected from the group consisting of (i) E 1 , E 2 , E 3 and E 4 From any one of the J to its adjacent 1 , J 2 , J 3 , J 4 , V 1 , V 2 , V3 or V 4 (ii) V 1 , V 2 , V 3 and V 4 From any one of the E to its adjacent 1 , E 2 , E 3 or E 4 The connection position is different from the first connecting position and the second connecting position are adjacent to each other, The additional substituents may be present in any number that can be combined in a stoichiometric ratio, and each independently represents deuterium, halogen, cyano, -NO2, alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, alkenyl having 2 to 30 carbon atoms, cycloalkenyl having 3 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, heterocycloalkenyl having 2 to 30 carbon atoms, alkynyl having 2 to 30 carbon atoms, allyl having 3 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, heteroaryl having 2 to 30 carbon atoms, -B(R 201 )(R 202 ), -C(R 203 )(R 204 )(R 205 ), Si(R 206 )(R 207 )(R 208 ), -Ge(R 209 )(R 210 )(R 211 ), -N(R 212 )(R 213 ), -P(R 214 )(R 215 ), ‐PO(R 216 )(R 217 ), -O(R 218 ), -S(R 219 ), -SO(R 220 ), -SO2(R 221 ), Se(R 222 ), -SeO(R 223 ), -SeO2(R 224 ) and combinations thereof; R 201 From R 224are each independently hydrogen, deuterium, alkyl of 1 to 30 carbon atoms, cycloalkyl of 3 to 30 carbon atoms, heteroalkyl of 1 to 30 carbon atoms, heterocycloalkyl of 2 to 30 carbon atoms, alkenyl of 2 to 30 carbon atoms, cycloalkenyl of 3 to 30 carbon atoms, heteroalkenyl of 2 to 30 carbon atoms, heterocycloalkenyl of 2 to 30 carbon atoms, aryl of 6 to 30 carbon atoms, or heteroaryl of 2 to 30 carbon atoms. [Effects of the Invention]

[0006] The organic light emitting diode including the novel composite light emitting compound enhances the light emitting stability of the device and minimizes the decrease in brightness even during long-term operation.

[0007] The specific effects of the present invention will be described together with the above-mentioned effects while explaining the following embodiments of the invention. [Brief explanation of the drawings]

[0008] [Figure 1] 1 is a graph comparing the device characteristics of Example 1 and Comparative Example 1. DETAILED DESCRIPTION OF THE INVENTION

[0009] DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will now be described in detail with reference to the accompanying drawings, in which: FIG. 1 is a block diagram of a semiconductor device according to an embodiment of the present invention;

[0010] As used herein, the term "substituted" means that a hydrogen atom bonded to a carbon atom in a compound is replaced with another substituent. The position at which the substitution occurs refers to the position at which the hydrogen atom is substituted. The position is not limited as long as the hydrogen at that position is replaced with a substituent. When two or more substitutions occur, the two or more substituents may be the same or different.

[0011] In this specification, unless otherwise specified, examples of the substituent in the case of "substituted" include deuterium, halogen, cyano, -NO2, alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, alkenyl having 2 to 30 carbon atoms, cycloalkenyl having 3 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, heterocycloalkenyl having 2 to 30 carbon atoms, alkynyl having 2 to 30 carbon atoms, allyl having 3 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, heteroaryl having 2 to 30 carbon atoms, -B(R 201 )(R 202 ), -C(R 203 )(R 204 )(R 205 ), Si(R 206 )(R 207 )(R 208 ), -Ge(R 209 )(R 210 )(R 211 ), -N(R 212 )(R 213 ), -P(R 214 )(R 215 ), ‐PO(R 216 )(R 217 ), -O(R 218 ), -S(R 219 ), -SO(R 220 ), -SO2(R 221 ), Se(R 222 ), -SeO(R 223 ), -SeO2(R 224 ) and combinations thereof; R 201 From R 224 are each independently one selected from the group consisting of hydrogen, deuterium, alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, alkenyl having 2 to 30 carbon atoms, cycloalkenyl having 3 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, heterocycloalkenyl having 2 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, heteroaryl having 2 to 30 carbon atoms, and combinations thereof, but are not limited to these.

[0012] In the definition of substituents in this specification, the term "combination thereof" means that two or more substituents are present, or two or more divalent substituents are connected or fused together, unless otherwise specified.

[0013] In this specification, when two substituents are linked to form a ring, this includes the case where one of the two substituents is hydrogen and the two substituents are linked while the hydrogen is removed.

[0014] As used herein, unless otherwise specified, "alkyl" includes straight or branched chains and is generally referred to as including "cycloalkyl and heterocycloalkyl," respectively, unless otherwise specified. As used herein, unless otherwise specified, "alkenyl" includes straight or branched chains and is generally referred to as including "cycloalkenyl and heterocycloalkenyl," respectively, unless otherwise specified. For example, unless otherwise specified, alkylamines are generally referred to as including cycloalkylamines and heterocycloalkylamines.

[0015] As used herein, "heteroalkyl" or "heteroalkylene" refers to alkyl or alkylene in which at least one carbon atom is replaced with a heteroatom, and the number of carbon atoms in these refers to the number of carbon atoms excluding the heteroatom.

[0016] As used herein, "heteroalkenyl" refers to an alkenyl in which at least one carbon atom that is not double-bonded is replaced with a heteroatom, and the number of carbon atoms refers to the number of carbon atoms excluding the heteroatom.

[0017] As used herein, "heterocycloalkyl" refers to cycloalkyl in which at least one carbon atom is replaced with a heteroatom, and the number of carbon atoms refers to the number of carbon atoms excluding the heteroatom.

[0018] As used herein, "heterocycloalkenyl" refers to a cycloalkenyl in which at least one carbon atom that is not double-bonded is replaced with a heteroatom, and the number of carbon atoms refers to the number of carbon atoms excluding the heteroatom.

[0019] As used herein, unless otherwise specified, "hetero" refers to the inclusion of a heteroatom in a compound or substituent, and the heteroatom refers to an atom other than carbon or hydrogen, such as, but not limited to, N, O, Si, Ge, S, P, B, Se, Te, etc. When a compound or substituent contains two or more heteroatoms, the heteroatoms may be the same or different, and may include, for example, one or more types of heteroatoms. For example, heteroaryl or heterocycloalkyl contains at least one heteroatom as an atom forming a ring.

[0020] As used herein, "aryl," "arylene," or "aromatic" refers to a monocyclic or polycyclic ring, according to commonly known definitions, which may include partially or entirely conjugated structures. Polycyclic rings may be fused or linked, e.g., aryl or aromatic carbocyclic rings include biphenyl.

[0021] Substituents other than those defined above as substituents referred to in this specification follow the definitions of known substituents.

[0022] In this specification, when substituents or linking positions in a chemical formula are adjacent, it means that the atoms to which the substituents are connected or the atoms at the linking positions are directly connected.

[0023] In this specification, unless otherwise specified, when the definition of a substituent includes a case where an additional substituent is substituted, the additional substituent belongs to the category of the defined substituent. For example, in Chemical Formula 1, when Z is —N(Ar 1 )-, Ar 1is a phenyl substituted with methyl as an additional substituent, the methyl as an additional substituent belongs to Z. That is, the category of Z here includes the methyl as an additional substituent. Here, although Z has been described as an example, when an additional substituent is substituted for all the substituents defined in the chemical formulas in this specification, it should be understood that the additional substituent is included in the category of the defined substituent. For another example, in Chemical Formula 1, the first or second connecting position in A can be located at the additional substituent defined within the category of A, and similarly, in Chemical Formula 2, E 1 The connection position is E 1 It can be located on additional substituents that fall into the category of:

[0024] In this specification, unless otherwise specified, the number of additional substituents substituted can be any number that can be combined in a stoichiometric ratio.

[0025] In this specification, unless otherwise specified, rings include fused rings.

[0026] In this specification, when two entities (such as substituents) are connected, one of which is hydrogen, the connection includes the case where the hydrogen is removed.

[0027] In this specification, dotted lines in chemical structural formulas indicate presence or absence unless otherwise specified.

[0028] In this specification, coordinate bonds and single bonds in chemical structural formulas are not distinguished from each other and are shown as straight lines, but include all structures that can be bonded in a stoichiometric ratio.

[0029] In one embodiment of the present invention, An organic light emitting diode including a first electrode, a second electrode, and a light emitting layer located between the first electrode and the second electrode, The light-emitting layer comprises a composite light-emitting compound represented by the following Chemical Formula 1: The composite luminescent compound includes a luminescent moiety and a charge stabilizing moiety, the luminescent moiety and the charge stabilizing moiety are connected through an atom X, and the atom X is X shown in the following Chemical Formula 1: The luminescent moiety is represented by the formula (1) below: 1 ~Y 5 and Q, The charge stabilizing moiety is represented by the formula Y 6 ~Y 10 A ring formed by including Y 11 ~Y 15 and Z, the charge stabilizing moiety comprises an atom having at least one unshared electron pair; An organic light emitting diode is provided.

[0030] <Chemical formula 1> [ka]

[0031] In the above Chemical Formula 1, A is a structure represented by the following chemical formula 2, and is connected through the first linking position in A, or through the first linking position and the second linking position in A, X is C, Si, Ge, Sn, or Pb, and the first linking position in A is connected to X; Q is absent or a single bond, -B(Ar 1 )-, -C(Ar 1 )(Ar 2 )-, -Si(Ar 1 )(Ar 2 )-, -Ge(Ar 1 )(Ar 2 )-, -N(Ar 1 )-, -P(Ar 1 )-, -PO(Ar 1 )-, -O-, -S-, -SO-, -SO2-, -Se-, -SeO-, -SeO2-, -CO-, -CS- or -CSe-, where Ar 1 and Ar 2are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; 1 and Ar 2 are connected to each other to form a ring, or Y 2 , Y 2 can be connected to form a fused ring by R or A connected to When Q is not present, A has Y at the second linking position in A. 1 It does not directly connect to When Q is a single bond, A is Y at the second linking position of A. 1 is connected to by a single bond, When Q is not a single bond and is present as any one of the above-defined groups, A is connected to Q at the second linking position in A, When Q is not a single bond and is present as any one of the above defined groups, Q is a group consisting of A and Y. 1 and are connected by a single bond, Y 1 From Y 15 are each independently boron, carbon, nitrogen, oxygen, sulfur, Se, or Te; Z is absent or a single bond, -B(Ar 3 )-, -C(Ar 3 )(Ar 4 )-, -Si(Ar 3 )(Ar 4 )-, -Ge(Ar 3 )(Ar 4 )-, -N(Ar 3)-, -P(Ar 4 )-, -PO(Ar 3 )-, -O-, -S-, -SO-, -SO2-, -Se-, -SeO-, -SeO2-, -CO-, -CS- or -CSe-, where Ar 3 and Ar 4 are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; 3 and Ar 4 are connected to each other to form a ring, or Y 7 , Y 12 , Y 7 R or Y connected to 12 can be connected to any one of the Rs connected to form a fused ring, If Z does not exist, then Y 6 and Y 11 is not directly connected, If Z is a single bond, then Y 6 and Y 11 are connected by a single bond, When Z is not a single bond and is present as one of the above defined groups, Z is Y 6 and Y 11 and are connected by a single bond, m, n, and o are each independently an integer from 0 to 5; R are each independently hydrogen, deuterium, halogen, cyano, -NO2, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, alkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, alkynyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, an aryl having 3 to 30 carbon atoms, which may or may not be substituted with additional substituents; an aryl having 6 to 30 carbon atoms, which may or may not be substituted with additional substituents; a heteroaryl having 2 to 30 carbon atoms, which may or may not be substituted with additional substituents; -B(R 101 )(R 102 ), -C(R 103 )(R 104 )(R 105 ), -Si(R 106 )(R 107 )(R 108 ), -Ge(R 109 )(R 110 )(R 111 ), -N(R 112 )(R 113 ), -P(R 114 )(R 115 ), ‐PO(R 116 )(R 117 ), -O(R 118 ), -S(R 119 ), -SO(R 120 ), -SO2(R 121 ), Se(R 122 ), -SeO(R 123 ), -SeO2(R 124 ) and combinations thereof; R101 From R 124 are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; R 101 From R 124 At least two of the atoms connected to one atom can be connected to form a ring, When m, n, or o is 2 or more, at least two Rs present can be linked to each other to form a ring; p, q, and r each independently represent 0 or 1. When p, q, or r is 0, this means that a 5-membered ring is formed; when p, q, or r is 1, this means that a 6-membered ring is formed; However, Y 6 From Y 15 and at least one atom in Z is an atom containing an unshared electron pair, or R bonded thereto contains at least one atom containing an unshared electron pair, <Chemical formula 2> [ka] In the above Chemical Formula 2, M is a transition metal, V 1 , V 2 , V 3 and V 4 are each independently absent or a single bond, -B(Ar 5 )-, -C(Ar 5 )(Ar 6 )-, -Si(Ar5 )(Ar 6 )-, -Ge(Ar 5 )(Ar 6 )-, -N(Ar 5 )-, -P(Ar 5 )-, -PO(Ar 5 )-, -O-, -S-, -SO-, -SO2-, -Se-, -SeO-, -SeO2-, -CO-, -CS- or -CSe-, where Ar 5 and Ar 6 are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; 5 and Ar 6 are connected to each other to form a ring, or each adjacent E 1 , E 2 , E 3 or E 4 can be connected to form a fused ring, However, V 1 , V 2 , V 3 and V 4 at least one of them is a single bond, V 1 , V 2 , V 3 and V 4 If there is no E adjacent to it, 1 , E 2 , E 3 and E 4 The two are not directly connected, V 1 , V2 , V 3 and V 4 If is a single bond, the adjacent E 1 , E 2 , E 3 and E 4 Two of them are directly connected by a single bond, V 1 , V 2 , V 3 and V 4 When is not a single bond and exists as one of the above-defined groups, the adjacent E 1 , E 2 , E 3 and E 4 Two of them are connected by a single bond or adjacent to it 1 , E 2 , E 3 and E 4 The two bonds that connect the two together can form a conjugated structure, J 1 , J 2 , J 3 and J 4 are each a single bond, O or S, J 1 , J 2 , J 3 and J 4 If is a single bond, the E 1 , E 2 , E 3 and E 4 One of these is directly bonded to M by a coordinate bond or a covalent bond, J 1 , J 2 , J 3 and J 4 When is O or S, the bond to M is a coordinate or covalent bond, E 1 , E 2 , E 3 and E 4 are each independently a monovalent, divalent, or trivalent group defined below, with the proviso that E 1 , E 2 , E 3 and E 4 is a monovalent group, V1 , V 2 , V 3 and V 4 In the case where neither of the two adjacent 1 , E 2 , E 3 and E 4 is a divalent group, V 1 , V 2 , V 3 and V 4 In the case of 1 , E 2 , E 3 and E 4 is a trivalent group, V 1 , V 2 , V 3 and V 4 In the E 1 , E 2 , E 3 and E 4 are each independently a monovalent halogen or cyano group, or a saturated or unsaturated aliphatic hydrocarbon of 1 to 50 carbon atoms, substituted or unsubstituted with additional substituents; a saturated or unsaturated heteroatom-containing aliphatic hydrocarbon of 1 to 50 carbon atoms, substituted or unsubstituted with additional substituents; an aromatic carbocycle of 5 to 50 carbon atoms, substituted or unsubstituted with additional substituents; an aromatic heterocycle of 2 to 50 carbon atoms, substituted or unsubstituted with additional substituents; a saturated or unsaturated alicyclic carbocycle of 3 to 50 carbon atoms, substituted or unsubstituted with additional substituents; or a saturated or unsaturated alicyclic heterocycle of 2 to 50 carbon atoms, substituted or unsubstituted with additional substituents; 1 , E 2 , E 3 and E 4 At least two additional substituents included in may be joined to form a ring; However, J 1 , J 2 , J 3 or J 4 If is a single bond, the adjacent E 1 , E 2 , E3 or E 4 the atom at the linkage point from to M is carbon, nitrogen, oxygen, sulfur, or phosphorus; or J 1 , J 2 , J 3 or J 4 If is O or S, the adjacent E 1 , E 2 , E 3 or E 4 From J 1 , J 2 , J 3 or J 4 the atom at the linkage to O or S is carbon; E 1 , E 2 , E 3 and E 4 From any one of the J 1 , J 2 , J 3 or J 4 The connection position to the V 1 , V 2 , V 3 or V 4 The connection position to is adjacent, E 1 , E 2 , E 3 and E 4 From any one of the V 1 , V 2 , V 3 and V 4 The connection positions to the two are different, In the formula 2, an atom that can be bonded by a stoichiometric ratio, excluding M, may be the first linking position or the second linking position in A of the formula 1, provided that the first linking position and the second linking position are each selected from the group consisting of (i) E 1 , E 2 , E 3 and E 4 From any one of the J 1 , J 2 , J 3 , J 4 , V 1 , V 2 , V 3 or V4 (ii) V 1 , V 2 , V 3 and V 4 From any one of them to its adjacent E 1 , E 2 , E 3 or E 4 The connection position is different from the first connecting position and the second connecting position are adjacent to each other, The additional substituents may be present in any number that can be combined in a stoichiometric ratio, and each independently represents deuterium, halogen, cyano, -NO2, alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, alkenyl having 2 to 30 carbon atoms, cycloalkenyl having 3 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, heterocycloalkenyl having 2 to 30 carbon atoms, alkynyl having 2 to 30 carbon atoms, allyl having 3 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, heteroaryl having 2 to 30 carbon atoms, -B(R 201 )(R 202 ), -C(R 203 )(R 204 )(R 205 ), Si(R 206 )(R 207 )(R 208 ), -Ge(R 209 )(R 210 )(R 211 ), -N(R 212 )(R 213 ), -P(R 214 )(R 215 ), ‐PO(R 216 )(R 217 ), -O(R 218 ), -S(R 219 ), -SO(R 220 ), -SO2(R 221 ), Se(R 222 ), -SeO(R 223 ), -SeO2(R 224 ) and combinations thereof; R 201 From R 224are each independently hydrogen, deuterium, alkyl of 1 to 30 carbon atoms, cycloalkyl of 3 to 30 carbon atoms, heteroalkyl of 1 to 30 carbon atoms, heterocycloalkyl of 2 to 30 carbon atoms, alkenyl of 2 to 30 carbon atoms, cycloalkenyl of 3 to 30 carbon atoms, heteroalkenyl of 2 to 30 carbon atoms, heterocycloalkenyl of 2 to 30 carbon atoms, aryl of 6 to 30 carbon atoms, or heteroaryl of 2 to 30 carbon atoms.

[0032] In the definition of Chemical Formula 1, Q is Ar which is not hydrogen or deuterium. 1 or Ar 2 Y 2 or Y 2 When it is connected to R connected to form a fused ring, Y 2 The R connected to is hydrogen, and the hydrogen R is dropped to form Ar 1 or Ar 2 Y 2 This includes cases where it leads to:

[0033] In the definition of Chemical Formula 1, Ar 3 or Ar 4 Y 7 , Y 12 , Y 7 R or Y connected to 12 If it is connected to any one of the Rs connected to form a fused ring, Y 7 R or Y connected to 12 The R connected to is hydrogen, and the hydrogen R is dropped to form Ar 3 or Ar 4 Y 7 or Y 12 This includes cases where it leads to:

[0034] In the formula 1, when at least two R's are linked to form a ring, such a ring includes a fused ring. Also, when two R's are linked, if one of the two linked R's is hydrogen, the hydrogen R' is dropped to form the Y' to which the hydrogen R's is linked. 1 From Y 15 This includes cases where one of the Rs is directly connected to the other R of the two.

[0035] In the above Chemical Formula 2, E 1 , E 2 , E 3 and E 4 When at least two additional substituents included in E are joined to form a ring, such a ring includes a fused ring. 1 , E 2 , E 3 and E 4 In addition, when two additional substituents are connected, it includes the case where one of the two connected groups is hydrogen and the hydrogen is removed to connect the two additional substituents.

[0036] In the definition of Chemical Formula 2, E 1 , E 2 , E 3 and E 4 Among them, J 1 , J 2 , J 3 , J 4 Or the atom at the linking position connected to M is E 1 , E 2 , E 3 and E 4 The atom may be an atom contained in an aliphatic hydrocarbon, a heteroatom-containing aliphatic hydrocarbon, an aromatic carbocycle, an aromatic heterocycle, an alicyclic carbocycle, or an alicyclic heterocycle defined above, or an atom contained in an additional substituent connected thereto.

[0037] The organic light emitting diode uses the novel composite light emitting compound represented by Chemical Formula 1 to improve the light emitting stability of the device and minimize the decrease in brightness even during long-term operation.

[0038] In general, dopants play a crucial role in the luminance decay characteristics of organic light-emitting diodes over time, as well as the emission wavelength and efficiency. The composite luminescent compound was developed to provide stable luminance over long periods of device operation by improving the dopant degradation mechanism and energy transfer process.

[0039] The process in which electrons and holes injected into the light-emitting layer combine in the host of the light-emitting layer to form excitons, and the energy is transferred to the dopant, is represented by the following formula 1: This is explained by the electron method (Dexter Electron Transfer) in the following equation 2.

[0040] JPEG2026503895000007.jpg9124[Formula 1]

number

[0041] Dexter Electron Transfer [Formula 2]

number

number

[0042] First, when a dopant receives energy from the host, it becomes excited. This is the same as when one of the two electrons in the dopant's HOMO (Highest Occupied Molecular Orbital) level moves to the LUMO (Lowest Unoccupied Molecular Orbital) level. Depending on the electron's spin state, it can take as little as a few nanoseconds to as long as a few milliseconds for the electron at the LUMO level to drop back down to the HOMO level and become stable again. Considering that the vibrational motion of molecules takes place on the order of a few picoseconds, the excited dopant constantly interacts with surrounding molecules before relaxing to light. This process, which involves creating new energy levels, undergoing chemical reactions, or decomposition, accelerates the decrease in luminescence intensity over the operating time of an OLED.

[0043] The HOMO LUMO gap energy of the dopant is always smaller than that of the host material, but the position of the energy levels between the two materials is not always constant and can be shown in two forms in the following images. HOMO represents the HOMO energy level of each substance, and E LUMO indicates the LUMO energy level of each substance. JPEG2026503895000011.jpg4851

[0044] Type 1 is when the HOMO energy level of the dopant is higher than that of the host, and Type 2 is when the LUMO energy level of the dopant is lower than that of the host. Holes are injected directly into the emissive layer through the hole transport layer, and electrons are injected into the emissive layer on the opposite side through the electron transport layer. As holes and electrons are injected on opposite sides of the emissive layer, which is 200 to 500 Å thick, the holes are attracted to the dopant (Type 1) or electrons are attracted to the dopant (Type 2) before the two charges meet to form excitons.

[0045] When a charge is attracted to a dopant, the ionized dopant is in a very unstable state until the opposite charge arrives and seeks a way to stabilize itself. It may interact with other excitons already formed around it, undergo a chemical reaction with surrounding compounds, or decompose. This series of processes accelerates the decrease in luminescence intensity over the operating time of an organic light-emitting device.

[0046] When the novel composite luminescent compound represented by Chemical Formula 1 is in an excited state or an ionized state, the charge stabilizing moiety stabilizes the luminescent moiety at a very close distance, thereby enabling the organic light-emitting device to maintain stable brightness even when operated for a long period of time.

[0047] The luminescent moiety and the charge stabilizing moiety of the composite luminescent compound are as defined in Formula 1 above.

[0048] Specifically, the charge stabilizing moiety is Y in Formula 1. 6 ~Y 10 A conjugated ring formed comprising Y 11 ~Y 15 and Z.

[0049] The first role of the charge stabilizing moiety is to stabilize the luminescent moiety when the luminescent moiety is ionized or excited due to the attraction of a charge to the luminescent moiety.

[0050] The second role of the charge stabilizing moiety is to spatially shield a certain portion of the light-emitting moiety, thereby reducing the probability that the excited or ionized light-emitting moiety will interact with other surrounding molecules.

[0051] The third role of the charge stabilizing moiety is to spatially shield a certain portion of the light-emitting moiety, thereby reducing the probability that charge will be directly attracted to the light-emitting moiety.

[0052] To perform this function, the charge stabilizing moiety has a polarity (Dipole Moment). Specifically, the charge stabilizing moiety includes an atom having at least one unshared electron pair and has a polarity exceeding 0 Debye.

[0053] The element having a lone pair of electrons may include, for example, nitrogen, phosphorus, arsenic, antimony, oxygen, sulfur, Se, fluorine, chlorine, and bromine. The element having a lone pair of electrons included in the charge stabilizing moiety can act as an electron donor or electron acceptor depending on the bonding method, or can stabilize the emissive moiety by making the charge stabilizing moiety polar. Furthermore, the atom having the lone pair of electrons must constitute the HOMO or LUMO wave function. That is, it must be included in the wave function representing the electron distribution of the HOMO and LUMO. For example, if a high electron density is formed on the atom having the lone pair of electrons in the HOMO wave function of the charge stabilizing moiety, the stabilizing effect is enhanced when the emissive moiety is positively charged. On the other hand, if a high electron density is formed on the atom having the lone pair of electrons in the LUMO wave function of the charge stabilizing moiety, the stabilizing effect can be expected when the emissive moiety is negatively charged. Quantum calculations can be performed using the DFT B3LYP6-31G* basis set. The basis for defining the HOMO and LUMO wave functions of the charge-stabilizing moiety is obtained by using DFT calculations based on a structure in which the link between the emissive moiety and X is severed and the linking site is substituted with hydrogen or -CH3.

[0054] In one embodiment, in Formula 1, (i) The above Y 6 From Y 15 ; and Y 6 and Y 11 at least one of the atoms in Z connected to the charge stabilizing moiety has a lone pair of electrons included in the HOMO or LUMO wave function of the charge stabilizing moiety; or (ii) Y 6 From Y 15At least one of the above has R represented by the following chemical formula 9 or 10.

[0055] <Chemical formula 9> [ka] <Chemical formula 10> [ka]

[0056] In Chemical Formula 9 or Chemical Formula 10, L is a single bond, or an alkylene having 1 to 20 carbon atoms, a cycloalkylene having 3 to 20 carbon atoms, a cycloalkenylene having 3 to 20 carbon atoms, a heteroalkylene having 1 to 20 carbon atoms, a heterocycloalkylene having 2 to 20 carbon atoms, a heterocycloalkenylene having 2 to 20 carbon atoms, an alkenylene having 2 to 20 carbon atoms, -O-, -S-, -P(R 401 )-, -PO(R 402 )-, an arylene having 6 to 20 carbon atoms, a heteroarylene having 5 to 20 carbon atoms, and a divalent group selected from the group consisting of these combinations; Ar 11 and Ar 12 are each independently a monovalent or divalent radical of a saturated or unsaturated aliphatic hydrocarbon having 1 to 20 carbon atoms, substituted or unsubstituted with additional substituents; a saturated or unsaturated heteroatom-containing aliphatic hydrocarbon having 1 to 20 carbon atoms, substituted or unsubstituted with additional substituents; an aromatic carbocycle having 5 to 20 carbon atoms, substituted or unsubstituted with additional substituents; an aromatic heterocycle having 2 to 20 carbon atoms, substituted or unsubstituted with additional substituents; a saturated or unsaturated alicyclic carbocycle having 3 to 20 carbon atoms, substituted or unsubstituted with additional substituents; or a saturated or unsaturated alicyclic heterocycle having 2 to 20 carbon atoms, substituted or unsubstituted with additional substituents, Z' is absent or a single bond, -B(Ar 13 )-, -C(Ar 13 )(Ar 14 )-, -Si(Ar13 )(Ar 14 )-, -Ge(Ar 13 )(Ar 14 )-, -N(Ar 13 )-, -P(Ar 13 )-, -PO(Ar 13 )-, -O-, -S-, -SO-, -SO2-, -Se-, -SeO-, -SeO2-, -CO-, -CS- or -CSe-, where Ar 13 and Ar 14 are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; 13 and Ar 14 are joined together to form a ring, or each is Ar 11 and Ar 12 can connect with any one of the atoms to form a fused ring, When Z' is absent, Ar 11 and Ar 12 is not directly connected, When Z' is a single bond, Ar 11 and Ar 12 are connected by a single bond, t is an integer from 0 to 5, v is 0 or 1, R'" each independently represents hydrogen, deuterium, halogen, cyano, -NO2, alkyl having 1 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, alkenyl having 2 to 30 carbon atoms, cycloalkenyl having 3 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, alkynyl having 2 to 30 carbon atoms, aryl having 3 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, heteroaryl having 2 to 30 carbon atoms, -B(R 501 )(R 502 ), -C(R 503 )(R 504 )(R 505 ), -Si(R 506 )(R 507 )(R 508 ), -Ge(R 509 )(R 510 )(R 511 ), -N(R 512 )(R 513 ), -P(R 514 )(R 515 ), ‐PO(R 516 )(R 517 ), -O(R 518 ), -S(R 519 ), -SO(R 520 ), -SO2(R 521 ), Se(R 522 ), -SeO(R 523 ), -SeO2(R 524 ) and combinations thereof, wherein at least two of the R'" can be bonded to each other to form a ring; R 401 From R 402 and R 501 From R 524 are each independently hydrogen, deuterium, halogen, alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, or heteroaryl having 2 to 30 carbon atoms; R 401 From R 402 and R 501 From R 524At least two of the atoms connected to one of the atoms can be connected to form a ring, Each Y is independently nitrogen, oxygen, sulfur, or carbon; JPEG2026503895000014.jpg619 indicates the linkage site, The additional substituents may be present in any number that can be combined in a stoichiometric ratio, and each independently represents deuterium, halogen, cyano, -NO2, alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, alkenyl having 2 to 30 carbon atoms, cycloalkenyl having 3 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, heterocycloalkenyl having 2 to 30 carbon atoms, alkynyl having 2 to 30 carbon atoms, allyl having 3 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, heteroaryl having 2 to 30 carbon atoms, -B(R 201 )(R 202 ), -C(R 203 )(R 204 )(R 205 ), Si(R 206 )(R 207 )(R 208 ), -Ge(R 209 )(R 210 )(R 211 ), -N(R 212 )(R 213 ), -P(R 214 )(R 215 ), ‐PO(R 216 )(R 217 ), -O(R 218 ), -S(R 219 ), -SO(R 220 ), -SO2(R 221 ), Se(R 222 ), -SeO(R 223 ), -SeO2(R 224 ) and combinations thereof; R 201 From R 224are each independently hydrogen, deuterium, alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, alkenyl having 2 to 30 carbon atoms, cycloalkenyl having 3 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, heterocycloalkenyl having 2 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, or heteroaryl having 2 to 30 carbon atoms; However, in Chemical Formula 10, L or R'" contains at least one atom having an unshared electron pair included in the wave function of the HOMO or LUMO of the charge stabilizing moiety, or at least one of Y's is nitrogen, oxygen, or sulfur.

[0057] In Chemical Formula 10, when at least two R'" are linked to form a ring, such a ring includes a fused ring. In addition, when two R'" are linked, it also includes a case where one of the two linked R'" is hydrogen, and the hydrogen R'" is dropped and the other R'" is directly linked to Y to which the hydrogen R'" is linked.

[0058] In Chemical Formula 10, when at least two R'" are linked to form a ring, such a ring includes a fused ring. In addition, when two R'" are linked, it also includes a case where one of the two linked R'" is hydrogen, and the hydrogen R'" is dropped and the other R'" is directly linked to Y to which the hydrogen R'" is linked.

[0059] In one embodiment, at least one R included in Formula 1 may be represented by any one of the structures of Formulas D-1 to D-38 below.

[0060] [ka] [ka] [ka] [ka]

[0061] In the chemical formulas D-1 to D-38, Each Y is independently carbon or nitrogen; X'" are each independently oxygen, nitrogen, sulfur, or selenium; R"" each independently represent hydrogen, deuterium, halogen, cyano, -NO2, alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, alkenyl having 2 to 30 carbon atoms, cycloalkenyl having 3 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, alkynyl having 2 to 30 carbon atoms, aryl having 3 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, heteroaryl having 2 to 30 carbon atoms, -B(R 601 )(R 602 ), -C(R 603 )(R 604 )(R 605 ), -Si(R 606 )(R 607 )(R 608 ), -Ge(R 609 )(R 610 )(R 611 ), -N(R 612 )(R 613 ), -P(R 614 )(R 615 ), ‐PO(R 616 )(R 617 ), -O(R 618 ), -S(R 619 ), -SO(R 620 ), -SO2(R 621 ), Se(R 622 ), -SeO(R 623 ), -SeO2(R 624 ) and combinations thereof; R 601 From R 624are each independently selected from hydrogen, deuterium, alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, heteroaryl having 2 to 30 carbon atoms, and combinations thereof; each u is independently an integer from 0 to 20; The dotted lines indicate the ligation sites.

[0062] In the composite luminescent compound represented by Formula 1, the charge stabilizing moiety and the luminescent moiety are bonded together by atom X, and when Z is present, a spiro bond is formed by spiro atom X.

[0063] One role of the linking moiety of the atom X is to keep the charge stabilizing moiety and the light-emitting moiety at a certain distance and space. In this way, if the charge stabilizing moiety maintains a spatial position and angle that does not cause chemical interaction with the light-emitting moiety, it has the advantage of significantly reducing the probability of chemical interaction and Coulomb interaction with other surrounding dopant materials, host materials, and excitons by protecting a certain portion of the light-emitting moiety.

[0064] The second role of the linking moiety by atom X is to spatially minimize the overlap of the HOMO or LUMO wave functions between the charge stabilizing moiety and the luminescent moiety. If the overlap of the conjugated structures between the charge stabilizing moiety and the luminescent moiety causes a large overlap of the wave functions, it may cause problems such as shifting the emission wavelength of the luminescent moiety to a longer wavelength or reducing the luminescent efficiency.

[0065] The linking moiety of atom X may be formed by connecting the charge stabilizing moiety and the luminescent moiety through a spiro bond, or may be a linking group. When the linking moiety of atom X is formed as a linking group, Q or Z does not exist in Formula 1, and a spiro bond is not formed.

[0066] Specifically, the luminescent moiety is a compound represented by the formula 1, where A and Y are each independently selected from the group consisting of methyl, ...1 ~Y 5 and Q.

[0067] The light-emitting moiety may be derived from a light-emitting material (referred to herein as a light-emitting compound) that can emit light by electron transfer in an organic light-emitting diode.

[0068] The luminescent compound (luminescent material) may be a compound typically used as a dopant in an organic light-emitting diode. A dopant capable of realizing a desired color may be selected as the luminescent compound to induce the luminescent moiety.

[0069] In one embodiment, in Formula 2, M may be Rh, Ir, Pd, Pt, Ni, Rh, Co, or Au.

[0070] In one embodiment, A may be represented by Formula 3:

[0071] <Chemical formula 3> [ka]

[0072] In the above Chemical Formula 3, M is Pt, V 1 , V 2 and V 3 is defined as in Chemical Formula 2 above, s', p', q', and r' are each 0 or 1; m1, m2, m3, and m4 are each an integer from 1 to 5; Y 21 From Y 44 are each independently B, N, C, O, P, Si, S, Ge, or Se, and the ring containing the dotted circle can be non-conjugated or can be partially or fully conjugated; R" is independently selected from hydrogen, deuterium, halogen, cyano, -NO2, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, alkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, alkynyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, alkynyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, alkynyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalken ... heteroalkyl having 2 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, which may or may not be substituted with additional substituents; heterocycloalkyl having 2 to 30 carbon atoms, which may or may not be substituted with additional substituents; heterocycloalkenyl having 2 to 30 carbon atoms, which may or may not be substituted with additional substituents; aryl having 3 to 30 carbon atoms, which may or may not be substituted with additional substituents; aryl having 6 to 30 carbon atoms, which may or may not be substituted with additional substituents; heteroaryl having 2 to 30 carbon atoms, which may or may not be substituted with additional substituents; -B(R 301 )(R 302 ), -C(R 303 )(R 304 )(R 305 ), -Si(R 306 )(R 307 )(R 308 ), -Ge(R 309 )(R 310 )(R 311 ), -N(R 312 )(R 313 ), -P(R 314 )(R 315 ), ‐PO(R 316 )(R 317 ), -O(R 318 ), -S(R 319 ), -SO(R 320 ), -SO2(R 321 ), Se(R 322 ), -SeO(R 323 ), -SeO2(R 324 ) and combinations thereof; R 301 From R324 are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; R 301 From R 324 At least two of the atoms connected to one atom can be connected to form a ring, The additional substituents are defined as in Formula 1 above.

[0073] In one embodiment, A may be represented by any one of the following Formulas 4 to 8:

[0074] <Chemical formula 4> [ka] <Chemical formula 5> [ka] <Chemical formula 6> [ka] <Chemical formula 7> [ka] <Chemical formula 8> [ka]

[0075] In the chemical formula 4 to the chemical formula 8, M is Pt, V 2 and V 3 are each independently absent or a single bond, -B(Ar 5 )-, -N(Ar 5 )-, -O-, -S- or -Se-, and Ar 5 are each independently an aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, a heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, an alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, a cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, a heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, a cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, or a heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; m5, m6, m8, m10, m12, m13, m14, m18, m21, m22 and m24 each represent an integer of 1 to 4, m15, m16, m19 and m20 each represent an integer of 1 to 5; m7, m11, and m23 each represent an integer from 1 to 7; m9 and m17 are each an integer of 1 to 3, Y 45 From Y 74 , Y 80 From Y 127 , Y 133 From Y 150 and Y 156 From Y 183 are each independently B, N or C, Y 75 From Y 79 , Y 128 From Y 132 and Y 151 From Y 155 are each independently B, N, C, O, S, Se, Te, Si, Ge, or Sn, In Chemical Formula 5, Chemical Formula 7, and Chemical Formula 8, the ring including the dotted circle may not have a conjugated structure, or may have a partially or entirely conjugated structure; R" is independently selected from hydrogen, deuterium, halogen, cyano, -NO2, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, alkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, alkynyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, alkynyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, alkynyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalken ... heteroalkyl having 2 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, which may or may not be substituted with additional substituents; heterocycloalkyl having 2 to 30 carbon atoms, which may or may not be substituted with additional substituents; heterocycloalkenyl having 2 to 30 carbon atoms, which may or may not be substituted with additional substituents; aryl having 3 to 30 carbon atoms, which may or may not be substituted with additional substituents; aryl having 6 to 30 carbon atoms, which may or may not be substituted with additional substituents; heteroaryl having 2 to 30 carbon atoms, which may or may not be substituted with additional substituents; -B(R 301 )(R 302 ), -C(R 303 )(R 304 )(R 305 ), -Si(R 306 )(R 307 )(R 308 ), -Ge(R 309 )(R 310 )(R 311 ), -N(R 312 )(R 313 ), -P(R 314 )(R 315 ), ‐PO(R 316 )(R 317 ), -O(R 318 ), -S(R 319 ), -SO(R 320 ), -SO2(R 321 ), Se(R 322 ), -SeO(R 323), -SeO2(R 324 ) and combinations thereof; R 301 From R 324 are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; R 301 From R 324 At least two of the atoms connected to one atom can be connected to form a ring, The additional substituents are defined as in Formula 1 above.

[0076] In one embodiment, A may be represented by any one of the following structural formulas A-1 to A-27:

[0077] [ka] [ka] [ka] [ka]

[0078] In the above A-1 to A-27, Y is independently B, N, C, O, P, Si, S, Ge, or Se; m is an integer ranging from 0 to the maximum number that can be obtained according to the stoichiometric ratio; R" is independently selected from hydrogen, deuterium, halogen, cyano, -NO2, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, alkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, alkynyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, alkynyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, alkynyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalken ... heteroalkyl having 2 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, which may or may not be substituted with additional substituents; heterocycloalkyl having 2 to 30 carbon atoms, which may or may not be substituted with additional substituents; heterocycloalkenyl having 2 to 30 carbon atoms, which may or may not be substituted with additional substituents; aryl having 3 to 30 carbon atoms, which may or may not be substituted with additional substituents; aryl having 6 to 30 carbon atoms, which may or may not be substituted with additional substituents; heteroaryl having 2 to 30 carbon atoms, which may or may not be substituted with additional substituents; -B(R 301 )(R 302 ), -C(R 303 )(R 304 )(R 305 ), -Si(R 306 )(R 307 )(R 308 ), -Ge(R 309 )(R 310 )(R 311 ), -N(R 312 )(R 313 ), -P(R 314 )(R 315 ), ‐PO(R 316 )(R 317 ), -O(R 318 ), -S(R 319 ), -SO(R 320 ), -SO2(R 321 ), Se(R 322 ), -SeO(R 323 ), -SeO2(R 324) and combinations thereof; R 301 From R 324 are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; R 301 From R 324 At least two of the atoms connected to one atom can be connected to form a ring, The additional substituents are defined as in Formula 1 above.

[0079] In A-1 to A-27, when at least two of the R" are bonded to each other to form a ring, such a ring includes a fused ring. In addition, when two R" are bonded, it also includes a case where one of the two R" is hydrogen, and when the hydrogen is removed and the ring to which the hydrogen is bonded is reduced, another R" is directly bonded.

[0080] The light-emitting mechanism of the light-emitting moiety may include fluorescence, which emits light in the singlet state, phosphorescence, which emits light in the triplet state, and delayed fluorescence, which emits light by energy transfer from triplet to singlet.

[0081] In one embodiment, the formula 1 may be any one of the formulas B-1 to B-28 below.

[0082] [ka] [ka]

[0083] In the above B-1 to B-28, A and X are defined as in Formula 1 above; Each X' connected to =X'- is independently =C(Ar 7 )-, =N- or =B-, X' linked to -X'- are each independently -O-, -S-, -Se-, -C(Ar 7 )(Ar 8 )-, -Si(Ar 7 )(Ar 8 ) or -N(Ar 7 )- and In the definition of X', Ar 7 and Ar 8 are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; 7 and Ar 8 can be joined to each other to form a ring or to adjacent rings to form a fused ring; R' may be present in any number that can be bonded in a stoichiometric ratio, and each independently represents hydrogen, deuterium, halogen, cyano, -NO2, alkyl having 1 to 30 carbon atoms that may or may not be substituted with additional substituents, alkenyl having 2 to 30 carbon atoms that may or may not be substituted with additional substituents, alkynyl having 2 to 30 carbon atoms that may or may not be substituted with additional substituents, cycloalkyl having 3 to 30 carbon atoms that may or may not be substituted with additional substituents, cycloalkenyl having 3 to 30 carbon atoms that may or may not be substituted with additional substituents, substituted or unsubstituted with additional substituents, unsubstituted heteroalkyl having 1 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl having 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl having 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl having 3 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl having 6 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroaryl having 2 to 30 carbon atoms which may or may not be substituted with additional substituents, -B(R 101 )(R 102 ), -C(R 103 )(R 104 )(R 105 ), -Si(R 106 )(R 107 )(R 108 ), -Ge(R 109 )(R 110 )(R 111 ), -N(R 112 )(R 113 ), -P(R 114 )(R 115 ), ‐PO(R 116 )(R 117 ), -O(R 118 ), -S(R 119 ), -SO(R 120 ), -SO2(R 121 ), Se(R 122 ), -SeO(R 123 ), -SeO2(R 124 ) and combinations thereof; R 101 From R 124 are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; R 101 From R 124 At least two of the atoms connected to one atom can be connected to form a ring, The additional substituents are defined as in Formula 1 above.

[0084] In one embodiment, the composite luminescent compound may include at least one deuterium atom.

[0085] In one embodiment, the composite light-emitting compound may be any one of the following compounds:

[0086] [ka] [ka] [ka] [ka] [ka]

[0087] The charge stabilizing moiety of the composite luminescent compound stabilizes the luminescent moiety at a short distance when the luminescent moiety is in an ionic state or an excited state due to the attraction of a charge to the luminescent moiety without significantly affecting the inherent luminescent properties of the luminescent moiety. In addition, the charge stabilizing moiety protects a certain portion of the luminescent moiety while maintaining a spatial position and angle that do not cause chemical interactions with the luminescent moiety, thereby significantly reducing the probability of chemical interactions and Coulomb interactions with other surrounding dopant materials, host materials, and excitons.

[0088] For the above reasons, the composite light-emitting compound can increase the luminescence stability in the operation of the organic light-emitting diode device.

[0089] In one embodiment, the light-emitting layer may include at least two of the composite light-emitting compounds.

[0090] The organic light-emitting diode may contain the composite light-emitting compound at a level higher than that of a conventional dopant. This means that the content of the light-emitting moiety may be higher than that of the dopant. The content of the composite light-emitting compound in the light-emitting layer may be, for example, in the range of 0.1 to 100 mol % of the total materials constituting the light-emitting layer, and the content may be appropriately adjusted depending on the application.

[0091] In an embodiment, the light-emitting layer may further include at least one selected from the group consisting of a host, an additional dopant, and a combination thereof.

[0092] The host may be a material generally known as a host material capable of forming a light-emitting layer.

[0093] The additional dopant may be a material known as a luminescent material or a material known as a dopant commonly doped into an emitting layer as a luminescent material. The additional dopant may function to absorb and re-emit the luminescent energy of the luminescent moiety. Therefore, the maximum luminescent wavelength energy of the additional dopant may be lower than the maximum luminescent wavelength energy of the luminescent moiety. The use of the additional dopant can result in lower-energy luminescence.

[0094] The maximum emission wavelength energy refers to the wavelength with the highest photon energy in the emission spectrum. The maximum emission wavelength is obtained from the onset value where emission begins, and the maximum emission wavelength is obtained from the wavelength with the highest emission intensity.

[0095] The organic light emitting diode may further include a phosphorescent material in the light emitting layer to further increase the light emitting efficiency of the light emitting layer.

[0096] In one embodiment, the light-emitting layer may further include a phosphorescent material including Pt or Ir.

[0097] The compounds represented by the following structural formulas are shown as examples of organometallic complexes that are commonly used as phosphorescent materials.

[0098] [ka]

[0099] In the above formula, each R may be alkyl having 1 to 20 carbon atoms, cycloalkyl having 3 to 20 carbon atoms, heterocycloalkyl having 2 to 20 carbon atoms, aryl having 6 to 30 carbon atoms, or the like.

[0100] The organic light emitting diode may further include a delayed fluorescent material in the emission layer to further increase the luminous efficiency of the emission layer.

[0101] In an embodiment, the light-emitting layer may further include a delayed fluorescent material having a difference in energy between singlet and triplet states of 0.3 eV or more.

[0102] The compounds represented by the following structural formulas are examples of commonly used delayed fluorescent substances. [ka]

[0103] In the above formula, Ar may be alkyl having 1 to 20 carbon atoms, cycloalkyl having 3 to 20 carbon atoms, heterocycloalkyl having 2 to 20 carbon atoms, aryl having 6 to 30 carbon atoms, or the like.

[0104] The organic light emitting diode may include, as the organic layer, one selected from the group consisting of a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer, an electron injection layer, and combinations thereof.

[0105] In one embodiment, the organic light emitting diode may include an anode, a hole injection layer (HIL), a hole transport layer (HTL), a light emitting layer (EML), an electron transport layer (ETL), and a cathode, in that order.

[0106] The organic light emitting diode may be a tandem organic light emitting diode including a plurality of organic light emitting units.

[0107] A plurality of organic light emitting units may be stacked in sequence, and a charge generation layer (CGL) may be included between each organic light emitting unit to facilitate charge distribution to the light emitting layer of each organic light emitting unit.

[0108] In the tandem organic light emitting diode, the organic light emitting unit may include an organic layer including one selected from the group consisting of an emitting layer, a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer, an electron injection layer, and combinations thereof.

[0109] The tandem organic light emitting diode includes a light emitting layer in which at least one organic light emitting unit includes the composite light emitting compound.

[0110] In the tandem organic light emitting diode, the detailed description of the composite light emitting compound is as described above.

[0111] [Synthesis example] Synthesis of comparative compound 1 [ka]

[0112] Under a nitrogen atmosphere, 7.00 g (8.3 mmol) of comparative compound 1-1, 3.72 g (9.9 mmol) of dichloro(cycloocta-1,5-diene)platinum(II), and 2.04 g (24.8 mmol) of sodium acetate were dissolved in 1,4-dioxane (83 ml), and the temperature was raised to 115-120°C and the mixture was stirred for 16 hours.

[0113] The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The organic layer was extracted with dichloromethane, dried over MgSO4, and filtered. The filtrate was concentrated under reduced pressure and purified using silica gel column chromatography (DCM / Hexane).

[0114] Thereafter, the product was purified by recrystallization from a DCM / Hexane mixed solvent to obtain 2.21 g of the comparative compound 1 with a yield of 30%.

[0115] MS(ACPI)m / z:890[M+H] NMR: δH(500MHz; CDCl3; Me4Si) 8.71(d,J=6.3Hz,1H), 8.15(d,J=8.3Hz,1H), 7.99-7.9 8(m,1H), 7.82(d,J=8.3Hz,1H), 7.60‐7.58(m,1H), 7.54(s,1H), 7.51‐7.47(m,3H), 7. 43(d,J=8.38Hz,1H), 7.36-7.33(m,2H), 7.29-7.26(m,4H), 7.09(d,J=8.1Hz,1H), 7.0 1(t,J=7.7Hz,1H), 5.52(d,J=3.2Hz,1H), 1.50(br,9H), 0.99(br,s.9H), 0.82(s,9H).

[0116] Synthesis of compound 2 [ka]

[0117] The synthesis was carried out in the same manner as in the synthesis of comparative compound 1, except that compound 2-1 was used instead of comparative compound 1-1 in the same molar ratio.

[0118] After final purification, 2.04 g of compound 2 was obtained in 20% yield.

[0119] MS(ACPI)m / z:1231[M+H] NMR: δH(500MHz;CDCl3;Me4Si)8.95-8.93(1H,d,J=7.78Hz), 8.78-8.77(1H,d,J=5.95Hz) , 8.69(1H,s), 8.28‐8.26(1H,d,J=8.23Hz), 8.22‐8.20(1H,d,J=8.23Hz), 8.12‐8.10(1H,d ,J=7.55Hz), 7.70-7.33(15H,m), 7.25-7.21(2H,m), 7.02-6.98(3H,m), 6.88-6.85(2H,m), 6.74‐6.72(1H,d,J=8.00), 6.67‐6.63(2H,d), 3.48(3H,s), 1.55(9H,s), 1.01(18H,br.s).

[0120] Synthesis of compound 3 [ka]

[0121] The synthesis was carried out in the same manner as in the synthesis of comparative compound 1, except that compound 3-1 was used instead of comparative compound 1-1 in the same molar ratio.

[0122] After final purification, 1.86 g of Comparative Compound 3 was obtained in 20% yield.

[0123] MS(ACPI)m / z:1125[M+H] NMR: δH(500MHz; CDCl3;Me4Si)9.40-9.38(1H,d,J=6.18Hz), 8.93-8.91(1H,d,J=7.78Hz), 8. 17-8.15(3H,d,J=7.78Hz), 8.00-7.96(2H,m), 7.70-7.68(1H,d,J=8.23Hz), 7.51-7.37(9H,m) , 7.32-7.28(2H,m), 7.19-7.15(2H,m), 7.12-7.08(2H,m), 7.05(2H,s), 6.94-6.92(2H,m), 6. 88‐6.92(2H,t,J=7.55Hz, 7.55Hz), 6.76‐6.73(2H,m), 3.91(3H,s), 1.51(9H,s), 1.26(9H,s).

[0124] Synthesis of compound 4 [ka]

[0125] The synthesis was carried out in the same manner as in the synthesis of comparative compound 1, except that compound 4-1 was used instead of comparative compound 1-1 in the same molar ratio.

[0126] After final purification, 2.24 g of Comparative Compound 4 was obtained in 21% yield.

[0127] MS(ACPI)m / z:1293[M+H] NMR: δH (500MHz; CDCl3; Me4Si) 8.97-8.95(1H,d,J=7.55Hz), 8.82-8.81(1H,d,J=6.40Hz), 8.27-8.25 (1H,d,J=8.23Hz), 8.17-8.16(3H,d,J=5.72Hz), 7.98-7.96(1H,d,J=7.55Hz), 7.70(1H,s), 7.59-7.3 8(17H,m), 7.32-7.28(3H,d,J=8.00Hz), 7.24-7.22(1H,d,J=6.63Hz), 7.13-7.10(3H,t,J=7.32Hz), 6 .92‐6.91(1H,m), 6.87‐6.83(1H,t,J=7.66Hz,7.66Hz), 6.77‐6.75(2H,d), 1.55(9H,s), 0.98(18H,s).

[0128] [Element example] The ITO surface was treated with UV Ozone at normal pressure for 3 minutes.

[0129] 10 ‐7 The device was processed in a torr vacuum chamber using the following procedure.

[0130] [ka]

[0131] Element 1 (Comparative Example 1) PEDOT:PSS was spin-coated as the hole injection material at 4000 rpm for 1 minute and then heated at 120°C for 10 minutes. For the light-emitting layer, 0.0046 g of comparative compound 1 and 0.0154 g of compound A were dissolved in 2 ml of toluene and spin-coated at 1000 rpm for 1 minute and then heated at 60°C under vacuum for 10 minutes. Compound B and LiQ were deposited in a 1:1 ratio to a thickness of 300 Å for the electron transport layer. Al was deposited to a thickness of 1000 Å for the electrode.

[0132] Element 2 (Example 1) The device was fabricated in the same manner as in Device 1, except that the light-emitting layer of Device 1 was doped with Compound 2 at 20 mol %.

[0133] Below, the doping mol% that shows the maximum luminous efficiency for each device is 10 mA / cm 2 The measurement was carried out under the following conditions.

[0134] [Table 1]

[0135] As can be seen from the table above, devices using the present invention exhibit high efficiency characteristics. The difference between Comparative Compound 1 and Compound 2 is the presence or absence of a carbazole unit. An advantage of the charge stabilizing unit mentioned in the present invention is that it has the excellent property of enhancing the luminescence stability of the luminescent material. Compound 2 contains a carbazole unit containing an unshared electron pair, which enhances the luminescence stability of the luminescent material, exhibiting high efficiency, and minimizing concentration quenching between luminescent units, which can be determined to exhibit a deeper blue characteristic in the CIE y value of the CIE standard color coordinate system.

[0136] Although the present invention has been described above with reference to exemplary drawings, the present invention is not limited to the embodiments and drawings disclosed in this specification, and it is obvious that various modifications can be made by those skilled in the art within the scope of the technical concept of the present invention. At the same time, even if the effects of the configurations of the present invention are not explicitly described while describing the embodiments of the present invention, it is natural that the effects that can be predicted by the corresponding configurations should also be recognized.

Claims

1. An organic light emitting diode including a first electrode, a second electrode, and a light emitting layer located between the first electrode and the second electrode, The light-emitting layer includes a composite light-emitting compound represented by the following Chemical Formula 1: The composite luminescent compound includes a luminescent moiety and a charge stabilizing moiety, the luminescent moiety and the charge stabilizing moiety are connected through an atom X, and the atom X is X shown in the following Chemical Formula 1: The luminescent moiety is a compound represented by the formula (1) below: １ ~Y ５ and Q, The charge stabilizing moiety is represented by the formula Y ６ ~Y １０ a ring formed by including Y １１ ~Y １５ and Z, the charge stabilizing moiety comprises an atom having at least one unshared electron pair; Organic light-emitting diode. <Chemical formula 1> 【Chemistry 1】 In the above Chemical Formula 1, A is a structure represented by the following chemical formula 2, and is connected through the first linking position within A, or through the first linking position and the second linking position within A, X is C, Si, Ge, Sn, or Pb, and the first linking position in A is connected to X; Q is absent or a single bond, -B(Ar １ )-, -C(Ar １ ) (Ar ２ )-, -Si(Ar １ ) (Ar ２ )-, -Ge(Ar １ ) (Ar ２ )-, -N(Ar １ )-, -P(Ar １ )-, -PO(Ar １ )-, -O-, -S-, -SO-, -SO ２ -, -Se-, -SeO-, -SeO ２ -, -CO-, -CS- or -CSe-, where Ar １ and Ar ２ are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; Ar １ and Ar ２ are connected to each other to form a ring, or are each connected to Y ２ , Y ２ can be connected to form a fused ring via an R or A connected to When Q is not present, A is Y at the second linking position in A. １ It does not directly connect to When Q is a single bond, A is a bond having Y at the second linking position. １ is connected to by a single bond, When Q is not a single bond and is present as any one of the above-defined groups, A is connected to Q at the second linking position in A, When Q is not a single bond and is present as any one of the above definitions, Q is １ and are connected by a single bond, Y １ From Y １５ are each independently boron, carbon, nitrogen, oxygen, sulfur, Se, or Te; Z is absent or a single bond, -B(Ar ３ )-, -C(Ar ３ ) (Ar ４ )-, -Si(Ar ３ ) (Ar ４ )-, -Ge(Ar ３ ) (Ar ４ )-, -N(Ar ３ )-, -P(Ar ４ )-, -PO(Ar ３ )-, -O-, -S-, -SO-, -SO ２ -, -Se-, -SeO-, -SeO ２ -, -CO-, -CS- or -CSe-, where Ar ３ and Ar ４ are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; Ar ３ and Ar ４ are connected to each other to form a ring, or are each connected to Y ７ , Y １２ , Y ７ R or Y connected to １２ can be connected to any one of the Rs connected to form a fused ring, If Z is not present, then Y ６ and Y １１ is not directly connected, When Z is a single bond, Y ６ and Y １１ are connected by a single bond, When Z is not a single bond and is present as any one of the above definitions, Z is Y ６ and Y １１ and are connected by a single bond, m, n, and o each independently represent an integer from 0 to 5; R is independently hydrogen, deuterium, halogen, cyano, or -NO ２ , alkyl of 1 to 30 carbon atoms substituted or unsubstituted with additional substituents, alkenyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, alkynyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms substituted or unsubstituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms substituted or unsubstituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms substituted or unsubstituted with additional substituents, heteroalkenyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, an aryl having 3 to 30 carbon atoms, which may or may not be substituted with additional substituents; an aryl having 6 to 30 carbon atoms, which may or may not be substituted with additional substituents; a heteroaryl having 2 to 30 carbon atoms, which may or may not be substituted with additional substituents; -B(R １０１ ) (R １０２ ), -C(R １０３ ) (R １０４ ) (R １０５ ), -Si(R １０６ ) (R １０７ ) (R １０８ ), -Ge(R １０９ ) (R １１０ ) (R １１１ ), -N(R １１２ ) (R １１３ ), -P(R １１４ ) (R １１５ ), -PO(R １１６ ) (R １１７ ), -O(R １１８ ), -S(R １１９ ), -SO(R １２０ ), -SO ２ (R １２１ ), Se(R １２２ ), -SeO(R １２３ ), -SeO ２ (R １２４ ) and combinations thereof; R １０１ From R １２４ are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; R １０１ From R １２４ At least two of the atoms connected to one atom can be connected to form a ring, When m, n, or o is 2 or more, at least two Rs may be bonded to each other to form a ring; p, q, and r each independently represent 0 or 1. When p, q, or r is 0, it means that a 5-membered ring is formed, and when p, q, or r is 1, it means that a 6-membered ring is formed; However, Y ６ From Y １５ and at least one atom in Z is an atom containing an unshared electron pair, or R bonded thereto contains at least one atom containing an unshared electron pair, <Chemical formula 2> 【Chemistry 2】 In the above Chemical Formula 2, M is a transition metal, V １ , V ２ , V ３ and V ４ are each independently absent or a single bond, -B(Ar ５ )-, -C(Ar ５ ) (Ar ６ )-, -Si(Ar ５ ) (Ar ６ )-, -Ge(Ar ５ ) (Ar ６ )-, -N(Ar ５ )-, -P(Ar ５ )-, -PO(Ar ５ )-, -O-, -S-, -SO-, -SO ２ -, -Se-, -SeO-, -SeO ２ -, -CO-, -CS- or -CSe-, where Ar ５ and Ar ６ are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; ５ and Ar ６ are connected to each other to form a ring, or are connected to adjacent E １ , E ２ , E ３ or E ４ can be connected to form a fused ring, However, V １ , V ２ , V ３ and V ４ at least one of them is a single bond, V １ , V ２ , V ３ and V ４ If there is no E adjacent to it, １ , E ２ , E ３ and E ４ Two of them are not directly connected, V １ , V ２ , V ３ and V ４ When is a single bond, the E １ , E ２ , E ３ and E ４ Two of them are directly connected by a single bond, V １ , V ２ , V ３ and V ４ When E is not a single bond and exists as defined above, the E １ , E ２ , E ３ and E ４ Two of them are connected by a single bond or adjacent to it １ , E ２ , E ３ and E ４ The two bonds that connect the two in the can form a conjugated structure together, J １ , J ２ , J ３ and J ４ are each a single bond, O or S, J １ , J ２ , J ３ and J ４ If is a single bond, the E １ , E ２ , E ３ and E ４ one of which is directly bonded to M by a coordinate bond or a covalent bond, J １ , J ２ , J ３ and J ４ is O or S, the bond to M is a coordinate bond or a covalent bond, E １ , E ２ , E ３ and E ４ are each independently a monovalent, divalent, or trivalent group defined below, with the proviso that E １ , E ２ , E ３ and E ４ is a monovalent group, V １ , V ２ , V ３ and V ４ In the case where neither of the two adjacent pairs exists; １ , E ２ , E ３ and E ４ is a divalent group, V １ , V ２ , V ３ and V ４ In the case of １ , E ２ , E ３ and E ４ is a trivalent group, V １ , V ２ , V ３ and V ４ In the E １ , E ２ , E ３ and E ４ are each independently a monovalent halogen or cyano group, or a saturated or unsaturated aliphatic hydrocarbon of 1 to 50 carbon atoms, substituted or unsubstituted with additional substituents; a saturated or unsaturated heteroatom-containing aliphatic hydrocarbon of 1 to 50 carbon atoms, substituted or unsubstituted with additional substituents; an aromatic carbocycle of 5 to 50 carbon atoms, substituted or unsubstituted with additional substituents; an aromatic heterocycle of 2 to 50 carbon atoms, substituted or unsubstituted with additional substituents; a saturated or unsaturated alicyclic carbocycle of 3 to 50 carbon atoms, substituted or unsubstituted with additional substituents; or a saturated or unsaturated alicyclic heterocycle of 2 to 50 carbon atoms, substituted or unsubstituted with additional substituents, E １ , E ２ , E ３ and E ４ At least two additional substituents included in may be joined to form a ring; However, J １ , J ２ , J ３ or J ４ When is a single bond, the E １ , E ２ , E ３ or E ４ the atom at the linkage point from J to M is carbon, nitrogen, oxygen, sulfur, or phosphorus; or １ , J ２ , J ３ or J ４ When is O or S, the adjacent E １ , E ２ , E ３ or E ４ From J １ , J ２ , J ３ or J ４ the atom at the point of attachment to O or S is carbon; E １ , E ２ , E ３ and E ４ From any one of the J １ , J ２ , J ３ or J ４ The connection position to the V １ , V ２ , V ３ or V ４ The connection position to is adjacent, E １ , E ２ , E ３ and E ４ From any one of the V １ , V ２ , V ３ and V ４ The connection positions to the two are different, In the formula 2, an atom that can be bonded according to a stoichiometric ratio, excluding M, may be the first or second linking position in A in the formula 1, provided that the first and second linking positions are each selected from the group consisting of (i) E １ , E ２ , E ３ and E ４ From any one of the J １ , J ２ , J ３ , J ４ , V １ , V ２ , V ３ or V ４ (ii) V １ , V ２ , V ３ and V ４ From any one of them to its adjacent E １ , E ２ , E ３ or E ４ The connection position is different from the first connecting position and the second connecting position are adjacent to each other, The additional substituents may be present in any number that can be bonded in a stoichiometric ratio, and each may independently be selected from deuterium, halogen, cyano, -NO ２ , alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, alkenyl having 2 to 30 carbon atoms, cycloalkenyl having 3 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, heterocycloalkenyl having 2 to 30 carbon atoms, alkynyl having 2 to 30 carbon atoms, aryl having 3 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, heteroaryl having 2 to 30 carbon atoms, -B(R ２０１ ) (R ２０２ ), -C(R ２０３ ) (R ２０４ ) (R ２０５ ), Si(R ２０６ ) (R ２０７ ) (R ２０８ ), -Ge(R ２０９ ) (R ２１０ ) (R ２１１ ), -N(R ２１２ ) (R ２１３ ), -P(R ２１４ ) (R ２１５ ), -PO(R ２１６ ) (R ２１７ ), -O(R ２１８ ), -S(R ２１９ ), -SO(R ２２０ ), -SO ２ (R ２２１ ), Se(R ２２２ ), -SeO(R ２２３ ), -SeO ２ (R ２２４ ) and combinations thereof; R ２０１ From R ２２４ are each independently hydrogen, deuterium, alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, alkenyl having 2 to 30 carbon atoms, cycloalkenyl having 3 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, heterocycloalkenyl having 2 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, or heteroaryl having 2 to 30 carbon atoms.

2. M is Rh, Ir, Pd, Pt, Ni, Rh, Co or Au; The organic light-emitting diode of claim 1 .

3. The chemical formula 1 is any one of the chemical formulas represented by B-1 to B-28 below:

10. The organic light-emitting diode of claim 1 : 【Transformation 3】 【Chemistry 4】 In B-1 to B-28, A and X are defined as in Formula 1; Each X' connected to =X'- is independently =C(Ar ７ )-, =N- or =B-; X' linked to -X'- is independently -O-, -S-, -Se-, -C(Ar ７ ) (Ar ８ )-, -Si(Ar ７ ) (Ar ８ ) or -N(Ar ７ )- and In the definition of X', Ar ７ and Ar ８ are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; ７ and Ar ８ can be joined to each other to form a ring or to adjacent rings to form a fused ring; R' can be present in any number that can be bonded according to the stoichiometric ratio, and each independently represents hydrogen, deuterium, halogen, cyano, -NO ２ , alkyl of 1 to 30 carbon atoms substituted or unsubstituted with additional substituents, alkenyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, alkynyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms substituted or unsubstituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms substituted or unsubstituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms substituted or unsubstituted with additional substituents, heteroalkenyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, aryl of 3 to 30 carbon atoms substituted or unsubstituted with additional substituents, aryl of 6 to 30 carbon atoms substituted or unsubstituted with additional substituents, heteroaryl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, -B(R １０１ ) (R １０２ ), -C(R １０３ ) (R １０４ ) (R １０５ ), -Si(R １０６ ) (R １０７ ) (R １０８ ), -Ge(R １０９ ) (R １１０ ) (R １１１ ), -N(R １１２ ) (R １１３ ), -P(R １１４ ) (R １１５ ), -PO(R １１６ ) (R １１７ ), -O(R １１８ ), -S(R １１９ ), -SO(R １２０ ), -SO ２ (R １２１ ), Se(R １２２ ), -SeO(R １２３ ), -SeO ２ (R １２４ ) and combinations thereof; R １０１ From R １２４ are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; R １０１ From R １２４ At least two of the atoms connected to one atom can be connected to form a ring, The additional substituents are defined as in Formula 1 above.

4. The A is represented by the following chemical formula 3:

10. The organic light-emitting diode of claim 1 : <Chemical formula 3> 【Transformation 5】 In the above Chemical Formula 3, M is Pt, V １ , V ２ and V ３ is defined as in Chemical Formula 2 above, s', p', q' and r' are each 0 or 1; m1, m2, m3, and m4 each represent an integer of 1 to 5; Y ２１ From Y ４４ are each independently B, N, C, O, P, Si, S, Ge, or Se, and the ring containing the dotted circle can be non-conjugated or can have a partially or fully conjugated structure; R" is independently hydrogen, deuterium, halogen, cyano, -NO ２ , alkyl of 1 to 30 carbon atoms substituted or unsubstituted with additional substituents, alkenyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, alkynyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms substituted or unsubstituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms substituted or unsubstituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms substituted or unsubstituted with additional substituents, heteroalkenyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, aryl of 3 to 30 carbon atoms substituted or unsubstituted with additional substituents, aryl of 6 to 30 carbon atoms substituted or unsubstituted with additional substituents, heteroaryl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, -B(R ３０１ ) (R ３０２ ), -C(R ３０３ ) (R ３０４ ) (R ３０５ ), -Si(R ３０６ ) (R ３０７ ) (R ３０８ ), -Ge(R ３０９ ) (R ３１０ ) (R ３１１ ), -N(R ３１２ ) (R ３１３ ), -P(R ３１４ ) (R ３１５ ), -PO(R ３１６ ) (R ３１７ ), -O(R ３１８ ), -S(R ３１９ ), -SO(R ３２０ ), -SO ２ (R ３２１ ), Se(R ３２２ ), -SeO(R ３２３ ), -SeO ２ (R ３２４ ) and combinations thereof; R ３０１ From R ３２４ are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; R ３０１ From R ３２４ At least two of the atoms connected to one atom can be connected to form a ring, The additional substituents are defined as in Formula 1 above.

5. A is represented by any one of the following formulas 4 to 8:

10. The organic light-emitting diode of claim 1 : <Chemical formula 4> 【Transformation 6】 <Chemical formula 5> 【Transformation 7】 <Chemical formula 6> 【Transformation 8】 <Chemical formula 7> 【Chemistry 9】 <Chemical formula 8> 【Chemistry 10】 In Chemical Formula 4 to Chemical Formula 8, M is Pt, V ２ and V ３ are each independently absent or a single bond, -B(Ar ５ )-, -N(Ar ５ )-, -O-, -S- or -Se-, and Ar ５ are each independently an aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, a heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, an alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, a cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, a heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, a cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, or a heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; m5, m6, m8, m10, m12, m13, m14, m18, m21, m22 and m24 each represent an integer of 1 to 4; m15, m16, m19, and m20 each represent an integer of 1 to 5; m7, m11, and m23 each represent an integer from 1 to 7; m9 and m17 each represent an integer of 1 to 3; Y ４５ From Y ７４ , Y ８０ From Y １２７ , Y １３３ From Y １５０ and Y １５６ From Y １８３ are each independently B, N or C, Y ７５ From Y ７９ , Y １２８ From Y １３２ and Y １５１ From Y １５５ are each independently B, N, C, O, S, Se, Te, Si, Ge, or Sn, In Chemical Formula 5, Chemical Formula 7, and Chemical Formula 8, the ring including the dotted circle may not have a conjugated structure, or may have a partially or entirely conjugated structure; R" is independently hydrogen, deuterium, halogen, cyano, -NO ２ , alkyl of 1 to 30 carbon atoms substituted or unsubstituted with additional substituents, alkenyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, alkynyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms substituted or unsubstituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms substituted or unsubstituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms substituted or unsubstituted with additional substituents, heteroalkenyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, aryl of 3 to 30 carbon atoms substituted or unsubstituted with additional substituents, aryl of 6 to 30 carbon atoms substituted or unsubstituted with additional substituents, heteroaryl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, -B(R ３０１ ) (R ３０２ ), -C(R ３０３ ) (R ３０４ ) (R ３０５ ), -Si(R ３０６ ) (R ３０７ ) (R ３０８ ), -Ge(R ３０９ ) (R ３１０ ) (R ３１１ ), -N(R ３１２ ) (R ３１３ ), -P(R ３１４ ) (R ３１５ ), -PO(R ３１６ ) (R ３１７ ), -O(R ３１８ ), -S(R ３１９ ), -SO(R ３２０ ), -SO ２ (R ３２１ ), Se(R ３２２ ), -SeO(R ３２３ ), -SeO ２ (R ３２４ ) and combinations thereof; R ３０１ From R ３２４ are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; R ３０１ From R ３２４ At least two of the atoms connected to one atom can be connected to form a ring, The additional substituents are defined as in Formula 1 above.

6. A is represented by any one of the following structural formulas A-1 to A-27:

10. The organic light-emitting diode of claim 1 : 【Chemistry 11】 【Chemistry 12】 【Chemistry 13】 【Chemistry 14】 In A-1 to A-27, Y is independently B, N, C, O, P, Si, S, Ge, or Se; m is an integer ranging from 0 to the maximum number that can be obtained according to the stoichiometric ratio; R" is independently hydrogen, deuterium, halogen, cyano, -NO ２ , alkyl of 1 to 30 carbon atoms substituted or unsubstituted with additional substituents, alkenyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, alkynyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms substituted or unsubstituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms substituted or unsubstituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms substituted or unsubstituted with additional substituents, heteroalkenyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, aryl of 3 to 30 carbon atoms substituted or unsubstituted with additional substituents, aryl of 6 to 30 carbon atoms substituted or unsubstituted with additional substituents, heteroaryl of 2 to 30 carbon atoms substituted or unsubstituted with additional substituents, -B(R ３０１ ) (R ３０２ ), -C(R ３０３ ) (R ３０４ ) (R ３０５ ), -Si(R ３０６ ) (R ３０７ ) (R ３０８ ), -Ge(R ３０９ ) (R ３１０ ) (R ３１１ ), -N(R ３１２ ) (R ３１３ ), -P(R ３１４ ) (R ３１５ ), -PO(R ３１６ ) (R ３１７ ), -O(R ３１８ ), -S(R ３１９ ), -SO(R ３２０ ), -SO ２ (R ３２１ ), Se(R ３２２ ), -SeO(R ３２３ ), -SeO ２ (R ３２４ ) and combinations thereof; R ３０１ From R ３２４ are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; R ３０１ From R ３２４ At least two of the atoms connected to one atom can be connected to form a ring, The additional substituents are defined as in Formula 1 above.

7. The Y ６ From Y １５ and Y ６ and Y １１ at least one of the atoms in Z linked to Y ６ From Y １５ At least one of them has R represented by the following chemical formula 9 or the following chemical formula 10:

10. The organic light-emitting diode of claim 1 : <Chemical formula 9> 【Chemistry 15】 <Chemical formula 10> 【Chemistry 16】 In Chemical Formula 9 or Chemical Formula 10, L is a single bond, or an alkylene having 1 to 20 carbon atoms, a cycloalkylene having 3 to 20 carbon atoms, a cycloalkenylene having 3 to 20 carbon atoms, a heteroalkylene having 1 to 20 carbon atoms, a heterocycloalkylene having 2 to 20 carbon atoms, a heterocycloalkenylene having 2 to 20 carbon atoms, an alkenylene having 2 to 20 carbon atoms, -O-, -S-, -P(R ４０１ )-, -PO(R ４０２ )—, an arylene having 6 to 20 carbon atoms, a heteroarylene having 5 to 20 carbon atoms, and a divalent group selected from the group consisting of these combinations; Ar １１ and Ar １２ are each independently a monovalent or divalent radical of a saturated or unsaturated aliphatic hydrocarbon having 1 to 20 carbon atoms, substituted or unsubstituted with additional substituents; a saturated or unsaturated heteroatom-containing aliphatic hydrocarbon having 1 to 20 carbon atoms, substituted or unsubstituted with additional substituents; an aromatic carbocycle having 5 to 20 carbon atoms, substituted or unsubstituted with additional substituents; an aromatic heterocycle having 2 to 20 carbon atoms, substituted or unsubstituted with additional substituents; a saturated or unsaturated alicyclic carbocycle having 3 to 20 carbon atoms, substituted or unsubstituted with additional substituents; or a saturated or unsaturated alicyclic heterocycle having 2 to 20 carbon atoms, substituted or unsubstituted with additional substituents, Z' is absent or a single bond, -B(Ar １３ )-, -C(Ar １３ ) (Ar １４ )-, -Si(Ar １３ ) (Ar １４ )-, -Ge(Ar １３ ) (Ar １４ )-, -N(Ar １３ )-, -P(Ar １３ )-, -PO(Ar １３ )-, -O-, -S-, -SO-, -SO ２ -, -Se-, -SeO-, -SeO ２ -, -CO-, -CS- or -CSe-, where Ar １３ and Ar １４ are each independently hydrogen, deuterium, halogen, alkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms which may or may not be substituted with additional substituents, heteroalkyl of 1 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, heterocycloalkenyl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents, aryl of 6 to 30 carbon atoms which may or may not be substituted with additional substituents, or heteroaryl of 2 to 30 carbon atoms which may or may not be substituted with additional substituents; １３ and Ar １４ are connected to each other to form a ring, or each is Ar １１ and Ar １２ can connect with any one of the atoms to form a fused ring, When Z' is absent, Ar １１ and Ar １２ is not directly connected, When Z' is a single bond, Ar １１ and Ar １２ are connected by a single bond, t is an integer from 0 to 5; v is 0 or 1; R'" each independently represents hydrogen, deuterium, halogen, cyano, or -NO ２ , alkyl having 1 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, alkenyl having 2 to 30 carbon atoms, cycloalkenyl having 3 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, alkynyl having 2 to 30 carbon atoms, aryl having 3 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, heteroaryl having 2 to 30 carbon atoms, -B(R ５０１ ) (R ５０２ ), -C(R ５０３ ) (R ５０４ ) (R ５０５ ), -Si(R ５０６ ) (R ５０７ ) (R ５０８ ), -Ge(R ５０９ ) (R ５１０ ) (R ５１１ ), -N(R ５１２ ) (R ５１３ ), -P(R ５１４ ) (R ５１５ ), -PO(R ５１６ ) (R ５１７ ), -O(R ５１８ ), -S(R ５１９ ), -SO(R ５２０ ), -SO ２ (R ５２１ ), Se(R ５２２ ), -SeO(R ５２３ ), -SeO ２ (R ５２４ and combinations thereof, wherein at least two of R'" may be bonded to each other to form a ring; R ４０１ From R ４０２ and R ５０１ From R ５２４ are each independently hydrogen, deuterium, halogen, alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, or heteroaryl having 2 to 30 carbon atoms; R ４０１ From R ４０２ and R ５０１ From R ５２４ At least two of the atoms connected to one of the atoms can be connected to form a ring, Each Y is independently nitrogen, oxygen, sulfur, or carbon; 【change】 indicates the linkage site, The additional substituents may be present in any number that can be bonded in a stoichiometric ratio, and each may independently be selected from deuterium, halogen, cyano, -NO ２ , alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, alkenyl having 2 to 30 carbon atoms, cycloalkenyl having 3 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, heterocycloalkenyl having 2 to 30 carbon atoms, alkynyl having 2 to 30 carbon atoms, aryl having 3 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, heteroaryl having 2 to 30 carbon atoms, -B(R ２０１ ) (R ２０２ ), -C(R ２０３ ) (R ２０４ ) (R ２０５ ), Si(R ２０６ ) (R ２０７ ) (R ２０８ ), -Ge(R ２０９ ) (R ２１０ ) (R ２１１ ), -N(R ２１２ ) (R ２１３ ), -P(R ２１４ ) (R ２１５ ), -PO(R ２１６ ) (R ２１７ ), -O(R ２１８ ), -S(R ２１９ ), -SO(R ２２０ ), -SO ２ (R ２２１ ), Se(R ２２２ ), -SeO(R ２２３ ), -SeO ２ (R ２２４ ) and combinations thereof; R ２０１ From R ２２４ are each independently hydrogen, deuterium, alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, alkenyl having 2 to 30 carbon atoms, cycloalkenyl having 3 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, heterocycloalkenyl having 2 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, or heteroaryl having 2 to 30 carbon atoms; However, in Formula 10, L or R′″ contains at least one atom having an unshared electron pair included in the wave function of the HOMO or LUMO of the charge stabilizing moiety, or at least one of Y is nitrogen, oxygen, or sulfur.

8. At least one R is represented by any one of the structures of the following chemical formulas D-1 to D-38:

10. The organic light-emitting diode of claim 1 : 【Chemistry 17】 [Chemistry 18] 【Chemistry 19】 【Chemistry 20】 In the chemical formulas D-1 to D-38, Each Y is independently carbon or nitrogen; X'" are each independently oxygen, nitrogen, sulfur, or selenium; R"" each independently represents hydrogen, deuterium, halogen, cyano, -NO ２ , alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heteroalkyl having 1 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, alkenyl having 2 to 30 carbon atoms, cycloalkenyl having 3 to 30 carbon atoms, heteroalkenyl having 2 to 30 carbon atoms, alkynyl having 2 to 30 carbon atoms, aryl having 3 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, heteroaryl having 2 to 30 carbon atoms, -B(R ６０１ ) (R ６０２ ), -C(R ６０３ ) (R ６０４ ) (R ６０５ ), -Si(R ６０６ ) (R ６０７ ) (R ６０８ ), -Ge(R ６０９ ) (R ６１０ ) (R ６１１ ), -N(R ６１２ ) (R ６１３ ), -P(R ６１４ ) (R ６１５ ), -PO(R ６１６ ) (R ６１７ ), -O(R ６１８ ), -S(R ６１９ ), -SO(R ６２０ ), -SO ２ (R ６２１ ), Se(R ６２２ ), -SeO(R ６２３ ), -SeO ２ (R ６２４ ) and combinations thereof; R ６０１ From R ６２４ are each independently selected from hydrogen, deuterium, alkyl having 1 to 30 carbon atoms, cycloalkyl having 3 to 30 carbon atoms, heterocycloalkyl having 2 to 30 carbon atoms, aryl having 6 to 30 carbon atoms, heteroaryl having 2 to 30 carbon atoms, and combinations thereof; Each u is independently an integer from 0 to 20; The dotted lines indicate the ligation sites.

9. the composite luminescent compound contains at least one deuterium atom; The organic light-emitting diode of claim 1 .

10. The composite light-emitting compound represented by Chemical Formula 1 is any one of the following compounds: The organic light-emitting diode of claim 1 . 【Chemistry 21】 【Chemistry 22】 【Chemistry 23】 【Chemistry 24】 【Chemistry 25】

11. The light-emitting layer contains at least two of the composite light-emitting compounds. The organic light-emitting diode of claim 1 .

12. The light-emitting layer further comprises at least one selected from the group consisting of a host, an additional dopant, and a combination thereof. The organic light-emitting diode of claim 1 .

13. the light-emitting layer further comprises a phosphorescent material comprising Ir or Pt; The organic light-emitting diode of claim 1 .

14. The light-emitting layer further contains a delayed fluorescent substance having a difference in energy between singlet and triplet of 0.3 eV or less. The organic light-emitting diode of claim 1 .

15. the organic light emitting diode is a tandem organic light emitting diode including a plurality of organic light emitting units; At least one of the plurality of organic light-emitting units includes the light-emitting layer; 15. An organic light-emitting diode according to any one of claims 1 to 14.

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