Novel multifunctional compound and organic light-emitting diode containing the same

The multifunctional compound in OLEDs addresses inefficiencies in energy transfer and stability issues by reducing the singlet-triplet state difference, achieving high quantum efficiency and stable deep blue color emission.

JP2026502693APending Publication Date: 2026-01-23ローディン カンパニー リミテッド
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Patent Information

Application Number
JP2025543719
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2023-01-25
Filing Date
2024-01-25
Publication Date
2026-01-23

AI Technical Summary

Technical Problem

Existing organic light-emitting diodes (OLEDs) face challenges in achieving high quantum efficiency due to inefficient energy transfer between triplet and singlet states, particularly in realizing deep blue colors, and stability issues with heavy metal dopants and exciplex formations.

Method used

A multifunctional compound represented by Chemical Formula 1, which includes specific structural elements to facilitate efficient energy transfer between moieties, reducing the energy difference between singlet and triplet states and enabling the realization of various colors, including deep blue, through the formation of an exciplex.

Benefits of technology

The multifunctional compound enhances quantum efficiency in OLEDs by allowing effective energy transfer, enabling high efficiency and stable deep blue color emission.

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Abstract

The present invention relates to a novel multifunctional compound and an organic light-emitting diode including the same. More specifically, the present invention relates to an organic light-emitting diode having improved quantum efficiency using a novel multifunctional compound capable of efficiently transferring energy.
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Description

[Technical Field]

[0001] The present invention relates to a novel multifunctional compound and an organic light-emitting diode including the same. More specifically, the present invention relates to an organic light-emitting diode having improved quantum efficiency using a novel multifunctional compound capable of efficiently transferring energy. [Background technology]

[0002] Organic light-emitting diodes (OLEDs) were first reported in 1987 by C.W. Tang in Appl. Phys. Lett. 51, 913 as devices in which holes injected from the anode and electrons injected from the cathode combine in the light-emitting layer to form excitons, which then emit light. The HOMO wave function of the light-emitting layer host contains two electrons with opposite spins. In OLEDs, electrons directly enter and exit organic materials, with electrons leaving the HOMO (Highest Occupied Molecular Orbital) level and electrons entering the LUMO (Lowest Unoccupied Molecular Orbital) level. Since the spin direction of the electrons entering and leaving is not fixed, the excitons formed are triplets with the same spin direction and singlets with opposite spin directions. In organic materials, triplets typically have a lower energy of 0.5 to 1 eV due to the exchange energy and repulsion energy between electrons. Theoretically, the ratio of singlets to triplets is 25% and 75%, respectively. Singlets are photodissipated, while triplets are lost as heat. To increase the quantum efficiency of OLED devices, triplets must be induced to photodissipate. Mark E. Thompson reported a technology for photodissipation of triplets in his 1997 patent (US6,303,238B1) by using heavy metals such as platinum to enhance spin-orbit coupling. Chihaya Adachi, in Nature, 2012, 492, 234-238, designed a molecule to minimize the wave function overlap between the HOMO and LUMO states within a single molecule. This results in increased efficiency through thermally activated delayed fluorescence (TADF), in which triplet energy is transferred to singlets, resulting in photodissipation. However, the method using heavy metals, such as Pt and Ir, is very expensive, and because the blue color must be expressed in the triplet state, the HOMO-LUMO gap energy of the singlet state is high, which may cause problems with the stability of the material.In the method using delayed fluorescence, the full width at half maximum (FWHM) of the emission spectrum is wide due to the small overlap rate of the HOMO and LUMO wave functions, making it difficult to realize a deep blue color, and there are also problems with the stability of the material.

[0003] Another method that has been investigated to reduce the energy difference between singlet and triplet states is to form an exciplex between a relatively electron-rich electron donor molecule and an electron-deficient electron acceptor molecule. When the electron donor (or electron acceptor) molecule absorbs light and becomes excited, the two substances form an exciplex through Coulombic interaction with the electron acceptor (or electron donor) molecule in the ground state (Valeur, B., Berberan-Santos, MN, Wiley-VCH Verlag GmbH & Co. KGaA, 2nd edition, 2012). In this state, the difference in energy between the triplet and singlet states is small, which can increase the efficiency of light emission. However, even when such an exciplex is formed, there is a problem that it is difficult to realize a deep blue color because the emission spectrum half width is very wide, and when doping with a dopant to obtain a deep blue color, there is a problem that high quantum efficiency cannot be obtained because the energy transfer from the exciplex to the dopant is not efficient. Summary of the Invention [Problem to be solved by the invention]

[0004] An object of the present invention is to provide novel multifunctional compounds capable of efficiently transferring energy.

[0005] It is an object of the present invention to provide an organic light-emitting diode with improved quantum efficiency by efficiently transferring energy through said multifunctional compound.

[0006] 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]

[0007] In one embodiment of the present invention, there is provided a multifunctional compound represented by the following Chemical Formula 1: <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 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 an R or A bonded to form a fused ring, 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 but is any one of the above-defined groups, A is connected to Q at the second linking position of A, When Q is not a single bond but 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 are 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 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 but 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 of the atoms can be connected to form a ring, When m, n, or o is 2 or more, at least two Rs may 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 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 Two of them 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 but is present as one of the above-defined bonds, the adjacent E 1 , E 2 , E 3 and E 4 Two of them are connected by a single bond or adjacent to them 1 , E 2 , E 3 and E 4 Two of the bonds that connect two of them can form a conjugated structure together, J 1 , J 2 , J 3 and J 4 are single bonds, O or S, respectively, 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 of , all two adjacent ones do not exist;E 1 , E 2 , E 3 and E 4 is a divalent group, V 1 , V 2 , V 3 and V 4 In the case where one of the two adjacent 1 , E 2 , E 3 and E 4 is a trivalent group, V 1 , V 2 , V 3 and V 4 In the above, all two adjacent ones exist, 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 connecting J 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 adjacent 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 two of them are different, In the formula 2, an atom that can be bonded by a stoichiometric ratio, excluding M, may be the first or second linking position of 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 , V3 or V 4 (ii) V 1 , V 2 , V 3 and V 4 From any one of the E 1 , E 2 , E 3 or E 4 Unlike the connection position to 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, 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 ), -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. In another embodiment of the present invention, there is provided an organic light-emitting diode including a first electrode, a second electrode, and an emitting layer located between the first electrode and the second electrode, and further including or not including an organic layer adjacent to one or both sides of the emitting layer, wherein the emitting layer includes the multifunctional compound, and the emitting layer or the adjacent organic layer includes an exciplex-forming compound. [Effects of the Invention]

[0008] The multifunctional compound reduces the energy difference between singlet and triplet states, enabling effective energy transfer between moieties within the multifunctional compound. This allows for easy realization of various colors, including deep blue, and the efficient energy transfer allows organic light-emitting diodes using the compound to achieve high quantum efficiency.

[0009] The above-mentioned effects and specific effects of the present invention will be described together with the following description of the preferred embodiments of the present invention. [Brief explanation of the drawings]

[0010] [Figure 1] 1 is a diagram illustrating an example of the mechanism of action of the multifunctional compound. [Figure 2] 1 is a schematic diagram illustrating a mechanism by which excitation energy of an exciplex is transferred between moieties in the multifunctional compound to emit light in an organic light-emitting diode according to an embodiment of the present invention. [Figure 3] 1 is a graph comparing the characteristics of the elements of Example 1 and Comparative Example 1. DETAILED DESCRIPTION OF THE INVENTION

[0011] 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;

[0012] 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 replaced. 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.

[0013] Unless otherwise specified, the substituent in the case of "substituted" herein includes, for example, 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(R221 ), 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.

[0014] In the definition of a substituent herein, "combination thereof" means that two or more substituents are present, or two or more divalent substituents are connected or fused together, unless otherwise specified.

[0015] 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.

[0016] As used herein, unless otherwise specified, "alkyl" includes straight or branched chains and is generically 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 generically referred to as including "cycloalkenyl and heterocycloalkenyl," respectively, unless otherwise specified. For example, unless otherwise specified, alkylamines are generically referred to as including cycloalkylamines and heterocycloalkylamines.

[0017] 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.

[0018] 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.

[0019] 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.

[0020] 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.

[0021] 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 may contain at least one heteroatom as an atom forming a ring.

[0022] As used herein, "aryl," "arylene," or "aromatic" may be monocyclic or polycyclic, according to commonly known definitions, some or all of which may contain conjugated structures. Polycyclic rings may be fused or linked, for example, aryl or aromatic carbocyclic rings include biphenyl.

[0023] Substituents other than those defined above as substituents referred to in this specification follow the definitions of known substituents.

[0024] 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.

[0025] 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 1 is 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 methyl as an additional substituent. Here, although Z has been described as an example, when an additional substituent is substituted for all substituents defined in the chemical formulas herein, it should be understood that the additional substituent is included in the category of the defined substituent. As another example, in Chemical Formula 1, the first or second connecting position of 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 in 1 It can be located on additional substituents that fall into the category of:

[0026] In this specification, unless otherwise specified, the number of additional substituents substituted can be any number that can be combined in a stoichiometric ratio.

[0027] In this specification, unless otherwise specified, rings include fused rings.

[0028] 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.

[0029] In this specification, dotted lines in chemical structural formulas indicate presence or absence unless otherwise specified.

[0030] In this specification, coordinate bonds and single bonds in chemical structural formulas are both shown as straight lines and cannot be distinguished, but all structures that can be bonded in a stoichiometric ratio are included.

[0031] In one embodiment of the present invention, A multifunctional compound represented by the following formula 1 is provided.

[0032] <Chemical formula 1> [ka]

[0033] 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 an R or A bonded to form a fused ring, 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 but is any one of the above-defined groups, A is connected to Q at the second linking position of A, When Q is not a single bond but 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 but 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 each independently represent 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 of the atoms can be connected to form a ring, When m, n, or o is 2 or more, at least two Rs may 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 of the atoms 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 Two of them 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 but is present as one of the above-defined bonds, the adjacent E 1 , E 2 , E 3 and E 4 Two of them are connected by a single bond or adjacent to them 1 , E 2 , E 3 and E 4 The two bonds that connect two of them 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 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 , neither of its two neighbors exists; E 1 , E 2 , E 3 and E 4 is a divalent group, V 1 , V 2 , V 3 and V 4 In the case where one of the two adjacent 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 From any one of the J 1 , J 2 , J 3 or J 4 The connection position to the adjacent 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 two of them are different, The atoms that can be bonded in a stoichiometric ratio, excluding M in the formula 2, may be the first linking position or the second linking position in A in 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 , V3 or V 4 (ii) V 1 , V 2 , V 3 and V 4 From any one of the E 1 , E 2 , E 3 or E 4 Unlike the connection position to 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.

[0034] 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:

[0035] 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:

[0036] 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 two Rs is directly connected to the other R.

[0037] 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.

[0038] 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 by 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 as defined above, or an atom contained in an additional substituent connected thereto.

[0039] The multifunctional compound is a compound represented by Chemical Formula 1, which is chemically structured to increase the energy transfer rate and the associated rate constant, and can improve the luminous efficiency of an organic light emitting diode.

[0040] The multifunctional compound can facilitate the realization of various colors including deep blue and can also improve the quantum efficiency of organic light emitting diodes.

[0041] The multifunctional compound represented by Chemical Formula 1 is designed by dividing into an atom represented by X, a luminescent moiety, and an exciplex-forming moiety: the luminescent moiety and the exciplex-forming moiety are connected through the atom represented by X, and the atom represented by X is X in Chemical Formula 1. The luminescent moiety is a moiety that is formed by dividing into A, Y in Chemical Formula 1. 1 ~Y 5 and Q. The exciplex-forming moiety in Formula 1 is Y 6 ~Y 10 A conjugated ring formed comprising Y 11 ~Y 15 and Z.

[0042] The exciplex-forming moiety is capable of forming an exciplex with an exciplex-forming compound as described below.

[0043] The multifunctional compound is a compound in which the luminescent moiety is bound to the exciplex-forming moiety via the atom represented by X, the exciplex-forming moiety being capable of forming an exciplex with an exciplex-forming compound.

[0044] The mechanism of exciplexes is a phenomenon that occurs between two molecules: first, one molecule absorbs light that falls within the HOMO-LUMO gap, enters an excited state, and interacts with other molecules around it to form an exciplex. After the exciplex emits light, the two molecules return to their original state.

[0045] In a narrower definition, an exciplex is an excited dimer or excimer when the two molecules are the same, and an excited complex or exciplex when the two molecules are different. Alternatively, the exciplex may be classified as an electroplex. An electroplex is formed when an electric field is applied inside an organic light-emitting diode (OLED) device. In this specification, the term "exciplex" is defined in a broader sense and should be understood to include concepts such as an excited dimer, excimer, excited complex, exciplex, and electroplex.

[0046] The exciplex-forming moiety is designed as a moiety derived from one of the two molecules that form the exciplex, and the other of the two molecules that form the exciplex is the above-mentioned exciplex-forming compound. For ease of distinction, the two molecules that form the exciplex are referred to as a first exciplex-forming compound and a second exciplex-forming compound, respectively. The exciplex-forming moiety is derived from the first exciplex-forming compound and can form an exciplex with the second exciplex-forming compound.

[0047] In an organic light-emitting diode device, if a material with low ionization energy and a material with high electron affinity are used together in the light-emitting layer, an exciplex is formed during the electron transfer process. If a light-emitting compound is mixed into this exciplex as a dopant, the dopant may absorb the exciton energy of the exciplex and cause light emission. In order to cause such light emission, the energy transfer efficiency from the exciplex to the dopant must be high. There are several methods of energy transfer, including the light-based method (FRET, JPEG2026502693000006.jpg9101) and the electron method (Dexter Electron Transfer) shown in the following formula 2.

[0048] JPEG2026502693000007.jpg9124[Formula 1]

number

number

number

[0049] The present inventors have discovered the multifunctional compound as a novel compound in which r is close to 0 in Formula 1 and Formula 2. The present inventors deduce the advantage of r being close to 0 as follows.

[0050] Whether the energy transfer method is the light-based method (Equation 1) or the electron-based method (Equation 2), the important factor is the distance r between the energy donor (exciplex) and the energy acceptor (dopant). In Equation 1, which describes light-based energy transfer, if the distance r approaches 0, the quantum efficiency (exciplex) and decay time of the energy donor become insignificant, and theoretically, the energy transfer rate approaches infinity. On the other hand, in Equation 2, which describes an energy transfer method based on electron transfer, if the distance r between two materials approaches 0, the energy transfer rate is affected only by the overlap J between the emission and absorption spectra of the two materials.

[0051] The multifunctional compound is designed as a compound in which one of two molecules forming an exciplex (corresponding to the first exciplex-forming compound) is bound to a dopant (corresponding to the luminescent compound that induces the luminescent moiety). Applying the concepts of Formula 1 and Formula 2 to the multifunctional compound, when the dopant is bound to one of two molecules forming an exciplex, the distance between the dopant and the exciton is fixed and minimized, and the exciton energy formed in the exciplex is rapidly transferred to the dopant to emit light.

[0052] The exciplex-forming moiety in the multifunctional compound is derived from (or originates from) the first exciplex-forming compound and is therefore capable of forming an exciplex with the second exciplex-forming compound.

[0053] FIG. 1 is a diagram illustrating the mechanism of action of the multifunctional compound.

[0054] Figure 1 shows a multifunctional compound formed by chemically bonding a first exciplex-forming compound with a large HOMO-LUMO gap energy and an emissive compound with a relatively small HOMO-LUMO gap energy. When the exciplex-forming moiety derived from the first exciplex-forming compound in the multifunctional compound is excited, energy is transferred to the emissive moiety derived from the emissive compound.

[0055] The phenomenon of exciplex energy being transferred from the exciplex formed by the interaction between the exciplex-forming moiety and the (second) exciplex-forming compound to the light-emitting moiety can be confirmed by fabricating an organic light-emitting diode. That is, when charge is injected into the light-emitting layer of the organic light-emitting diode, the exciplex-forming moiety in the multifunctional compound and the (second) exciplex-forming compound first form an exciplex, and the energy of this exciplex is transferred to the light-emitting moiety through the exciplex moiety. When the energy of the exciplex formed in the exciplex becomes greater than the energy of the light-emitting moiety, the exciplex energy is transferred to the light-emitting moiety.

[0056] Meanwhile, when such an exciplex is formed in an organic light-emitting diode using the multifunctional compound, it is presumed that not only is the excitation energy of the exciplex transferred to the luminescent moiety within one molecule of the multifunctional compound, but some of the energy is also transferred to the luminescent moiety of another multifunctional compound that is spatially very close to the exciplex. This is because there is a probability that the intermolecular distance between the multifunctional compound that formed the exciplex according to Formula 1 and Formula 2 and the luminescent moiety of another multifunctional compound that is spatially very close to it is close to 0, and in this case, energy is transferred efficiently.

[0057] FIG. 2 is a schematic diagram illustrating a mechanism by which excitation energy of an exciplex is transferred between moieties in the multifunctional compound to emit light in an organic light-emitting diode according to an embodiment of the present invention.

[0058] The exciplex-forming moiety or the (second) exciplex-forming compound absorbs energy from the outside to form an exciplex, and the excitation energy of this exciplex is transferred to the luminescent moiety connected via a chemical bond, causing the luminescent moiety to emit light.

[0059] More specifically, when charge is injected into the light-emitting layer containing the exciplex-forming moiety of the multifunctional compound within the organic light-emitting diode, the exciplex-forming moiety interacts with the (second) exciplex-forming compound contained adjacent to it in the organic light-emitting diode to form an exciplex, and the energy of the exciplex thus formed is transferred to the light-emitting moiety located very close to it within one molecule of the multifunctional compound. Since the distance r in Equations 1 and 2 above is nearly zero, the rate constant for this energy transfer between moieties within the multifunctional compound is very large, resulting in highly efficient and rapid energy transfer. The exciplex energy is transferred to the light-emitting moiety, and the light-emitting moiety can emit light with minimal energy loss. Consequently, the multifunctional compound can realize a mechanism for highly efficient light emission using the exciplex energy, thereby improving energy efficiency.

[0060] The organic light-emitting diode including the multifunctional compound has the advantage of reducing the energy difference between singlet and triplet states by using an exciplex, while enabling effective energy transfer between moieties within the multifunctional compound. By including a light-emitting moiety, it is easy to realize various colors, including deep blue, and the efficient energy transfer allows for high quantum efficiency.

[0061] The multifunctional compound is not limited to use in realizing blue light, but can also be used in green, red, and near-infrared light emission.

[0062] The light-emitting moiety can be derived from a light-emitting material (referred to herein as a light-emitting compound) that is capable of emitting light by electron transfer in an organic light-emitting diode.

[0063] The luminescent compound (luminescent material) may be a compound that can be used as a dopant in an organic light-emitting diode. A dopant that can realize a desired color can be selected as the luminescent compound to derive the luminescent moiety.

[0064] In one embodiment, in Formula 2, M may be Rh, Ir, Pd, Pt, Ni, Rh, Co, or Au.

[0065] In one embodiment, A may be represented by the following Formula 3:

[0066] <Chemical formula 3> [ka]

[0067] 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 of the atoms can be connected to form a ring, The additional substituents are defined as in Formula 1 above. In one embodiment, A may be represented by any one of the following Formulas 4 to 8:

[0068] <Chemical formula 4> [ka] <Chemical formula 5> [ka] <Chemical formula 6> [ka] <Chemical formula 7> [ka] <Chemical formula 8> [ka]

[0069] In the chemical formula 4 to the chemical formula 8, M is Pt, V 2 and V 3 are each independently absent, a single bond, -B(Ar 5 )-, -N(Ar 5 )-, -O-, -S- or -Se-, 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, The rings including the dotted circles in Chemical Formula 5, Chemical Formula 7, and Chemical Formula 8 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(R324 ) 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 of the atoms can be connected to form a ring, The additional substituents are defined as in Formula 1 above.

[0070] In one embodiment, A may be represented by any one of the following structural formulas A-1 to A-27:

[0071] [ka] [ka] [ka] [ka]

[0072] 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 of the atoms can be connected to form a ring, The additional substituents are defined as in Formula 1 above.

[0073] 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 of the 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.

[0074] The light-emitting mechanism of the light-emitting moiety may include fluorescence in which light is emitted from a singlet state, phosphorescence in which light is emitted from a triplet state, and delayed fluorescence in which light is emitted by energy transfer from a triplet state to a singlet state.

[0075] In one embodiment, the second exciplex-forming compound may not form an exciplex with the luminescent moiety. If the luminescent moiety can form an exciplex with the second exciplex-forming compound, the emission wavelength of the luminescent moiety may be affected. If the emission wavelength of the luminescent moiety changes, it may be difficult to apply the properties of a conventionally known luminescent compound to the luminescent moiety when designing a color. Alternatively, when using a predetermined luminescent compound to realize a specific color, it may be difficult to realize a desired color due to the change in the emission wavelength of the luminescent moiety.

[0076] In one embodiment, the formula 1 may be any one of the formulas B-1 to B-28 below.

[0077] [ka] [ka]

[0078] In the above B-1 to B-28, A and X are defined as in Chemical 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 8are 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 combined in a stoichiometric ratio, and each independently represents hydrogen, deuterium, halogen, cyano, -NO2, alkyl of 1 to 30 carbon atoms that may or may not be substituted with additional substituents, alkenyl of 2 to 30 carbon atoms that may or may not be substituted with additional substituents, alkynyl of 2 to 30 carbon atoms that may or may not be substituted with additional substituents, cycloalkyl of 3 to 30 carbon atoms that may or may not be substituted with additional substituents, cycloalkenyl of 3 to 30 carbon atoms that may or may not be substituted with additional substituents, is an unsubstituted heteroalkyl having 1 to 30 carbon atoms, a heteroalkenyl having 2 to 30 carbon atoms which may or may not be substituted with additional substituents, a heterocycloalkyl having 2 to 30 carbon atoms which may or may not be substituted with additional substituents, a heterocycloalkenyl having 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(R103 )(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 of the atoms can be connected to form a ring,

[0079] The additional substituents are defined as in Formula 1 above.

[0080] The first exciplex-forming compound (from which the exciplex-forming moiety in the multifunctional compound is derived) and the second exciplex-forming compound are compounds capable of forming an exciplex, as described above, and as a result, the exciplex-forming moiety and the second exciplex-forming compound form an exciplex. An exciplex can be formed between an electron donor molecule with low ionization energy and an electron acceptor molecule with high electron affinity.

[0081] Therefore, the exciplex-forming moiety (or the first exciplex-forming compound) and the second exciplex-forming compound may be in a pair of electron donor and electron acceptor molecules. For example, the exciplex-forming moiety (or the first exciplex-forming compound) and the second exciplex-forming compound may be an electron donor and electron acceptor molecule, respectively, or vice versa.

[0082] In one embodiment, the exciplex-forming moiety may be an electron donor or electron acceptor including an atom having at least one unshared electron pair.

[0083] In one embodiment, the exciplex-forming moiety includes at least one atom having an unshared electron pair included in the HOMO or LUMO wave function of the exciplex-forming moiety. Here, the HOMO and LUMO wave functions of the exciplex-forming moiety are defined by DFT calculations based on a structure in which the bond between the luminescent moiety and X is severed and the bond is replaced with hydrogen or —CH3.

[0084] In one embodiment, in Formula 1, The Y 6 From Y 15 ; and Y 6 and Y 11 At least one of the atoms of Z connected to the exciplex-forming moiety has an unshared electron pair included in the HOMO or LUMO wave function of the exciplex-forming moiety; or Y 6 From Y 15 At least one of the above has R represented by the following chemical formula 9 or 10.

[0085] <Chemical formula 9> [ka] <Chemical formula 10> [ka]

[0086] 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 2 to 20 carbon atoms, and a divalent group selected from the group consisting of a combination thereof; 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, which may or may not be substituted with additional substituents; a saturated or unsaturated heteroatom-containing aliphatic hydrocarbon having 1 to 20 carbon atoms, which may or may not be substituted with additional substituents; an aromatic carbocycle having 5 to 20 carbon atoms, which may or may not be substituted with additional substituents; an aromatic heterocycle having 2 to 20 carbon atoms, which may or may not be substituted with additional substituents; a saturated or unsaturated alicyclic carbocycle having 3 to 20 carbon atoms, which may or may not be substituted with additional substituents; or a saturated or unsaturated alicyclic heterocycle having 2 to 20 carbon atoms, which may or may not be substituted with additional substituents, Z' is absent or a single bond, -B(Ar 13 )-, -C(Ar13 )(Ar 14 )-, -Si(Ar 13 )(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; JPEG2026502693000025.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 exciplex-forming moiety, or at least one of Y's is nitrogen, oxygen, or sulfur. 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.

[0087] In one embodiment, at least one R included in Formula 1 may be represented by any one of the structures of the following Formulas D-1 to D-38:

[0088] [ka] [ka] [ka] [ka]

[0089] 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 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.

[0090] In one embodiment, the multifunctional compound may include at least one deuterium atom.

[0091] In one embodiment, the multifunctional compound represented by Formula 1 may be, but is not limited to, any one of the following compounds:

[0092] [ka] [ka] [ka] [ka] [ka] [ka]

[0093] In one embodiment of the present invention, a first electrode, a second electrode, and a light-emitting layer located between the first electrode and the second electrode; further comprising or not comprising an organic layer adjacent to one or both sides of the light-emitting layer; the light-emitting layer contains the multifunctional compound, the light-emitting layer or the adjacent organic layer comprises an exciplex-forming compound; An organic light emitting diode is provided.

[0094] The organic light emitting diode improves luminous efficiency by using the multifunctional compound capable of increasing the energy transfer rate and the associated rate constant.

[0095] The organic light emitting diode can easily realize various colors including deep blue and also has high quantum efficiency.

[0096] The detailed description of the multifunctional compound contained in the organic light emitting diode is as described above.

[0097] The organic light-emitting diode may contain the multifunctional compound at a level higher than the usual dopant content. This means that the content of the emissive moiety may be higher than the dopant content. For example, the content of the multifunctional compound may be higher than the usual dopant content to increase the ratio of exciplex formation between the exciplex-forming moiety of the multifunctional compound and the second exciplex-forming compound. Because the exciplex-forming moiety of the multifunctional compound can effectively prevent concentration quenching caused by interactions between emissive moieties, an increase in the doping amount of the multifunctional compound is unlikely to significantly affect efficiency and color. The ratio of the multifunctional compound in the emissive layer may be, for example, 1 to 50 mol % of the total materials constituting the emissive layer, and may be higher depending on the application.

[0098] In one embodiment, the light-emitting layer may include at least two of the multifunctional compounds.

[0099] In one embodiment, the multifunctional compound may be used as the exciplex-forming compound.

[0100] Specifically, a multifunctional compound in which an electron donor moiety is an exciplex-forming moiety and the exciplex-forming moiety is bonded to a luminescent moiety is referred to as a first multifunctional compound, and a multifunctional compound in which an electron acceptor moiety is an exciplex-forming moiety and the exciplex-forming moiety is bonded to a luminescent moiety is referred to as a second multifunctional compound. The first and second multifunctional compounds contained in the luminescent layer can form exciplexes between their respective electron acceptor moieties and electron donor moieties, thereby transferring energy to the luminescent moiety. In this case, the one of the first and second multifunctional compounds that emits light corresponds to the multifunctional compound, and the other corresponds to the exciplex-forming compound.

[0101] The ratio of the exciplex-forming compound in the light-emitting layer may be, for example, in the range of 0.1 to 99.9 mol % of the total materials constituting the light-emitting layer, and may be higher depending on the application.

[0102] 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.

[0103] The host may be a substance generally known as a host material capable of forming a light-emitting layer.

[0104] 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.

[0105] 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.

[0106] To further increase the luminous efficiency of the light-emitting layer, the light-emitting layer may further contain a phosphorescent material.

[0107] In one embodiment, the light-emitting layer may further include a phosphorescent material including Pt or Ir.

[0108] The compounds represented by the following structural formulas are shown as examples of organometallic complexes that are commonly used as phosphorescent materials.

[0109] [ka]

[0110] In the above formula, 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.

[0111] To further increase the luminous efficiency of the emitting layer, the emitting layer may further include a delayed fluorescent material.

[0112] 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.

[0113] The compounds represented by the following structural formulas are examples of commonly used delayed fluorescent substances. [ka]

[0114] 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.

[0115] 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.

[0116] 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.

[0117] The organic light emitting diode may be formed by forming a light emitting layer containing the multifunctional compound by a vapor deposition process or a solution process.

[0118] The organic light emitting diode may be a tandem organic light emitting diode including a plurality of organic light emitting units. Each organic light emitting unit may include an emitting layer and at least one organic layer. The organic layer may include 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.

[0119] 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.

[0120] The tandem organic light-emitting diode includes at least one organic light-emitting unit including a light-emitting layer containing the multifunctional compound; further comprising an organic layer adjacent to one or both sides of the light-emitting layer containing the multifunctional compound, the light-emitting layer containing the multifunctional compound or the adjacent organic layer contains an exciplex-forming compound; the multifunctional compound comprises an exciplex-forming moiety and a luminescent moiety; the exciplex-forming moiety forms an exciplex with the exciplex-forming compound; The luminescent moiety emits light when the excitation energy of the exciplex is transferred thereto.

[0121] In the tandem organic light emitting diode, the multifunctional compound, the exciplex-forming compound, etc. have been described in detail above.

[0122] 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.

[0123] [Synthesis example] Synthesis of comparative compound 1 [ka]

[0124] 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.

[0125] 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).

[0126] Thereafter, the product was purified by recrystallization using a DCM / Hexane mixed solvent to obtain 2.21 g of the comparative compound 1 with a yield of 30%.

[0127] 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).

[0128] Synthesis of compound 2 [ka]

[0129] 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.

[0130] After final purification, 2.04 g of compound 2 was obtained with a yield of 20%.

[0131] 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).

[0132] Synthesis of compound 3 [ka]

[0133] 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.

[0134] After final purification, 2.46 g of comparative compound 3 was obtained with a yield of 23%.

[0135] MS(ACPI)m / z:1293[M+H] NMR: δH(500MHz; CDCl3;Me4Si)9.06-9.04(1H,d,J=7.78Hz), 8.73-8.72(1H,d,J=6.40 Hz), 8.31-8.29(1H,d,J=8.46Hz), 8.13-8.11(1H,d,J=8.46Hz), 7.94-7.92(1H,d,J=7 .55Hz), 7.77-7.73(2H,d,J=1.83Hz), 7.66-7.35(17H,m), 7.30-7.25(1H,m), 7.15-7. 13(1H,s,J=8.00Hz), 7.06-6.87(6H,m), 6.74-6.63(4H,m), 1.55(9H,s), 1.09(18H,s).

[0136] Synthesis of compound 4 [ka]

[0137] 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.

[0138] After final purification, 2.67 g of comparative compound 4 was obtained with a yield of 25%.

[0139] MS(ACPI)m / z:1293[M+H] NMR: δH(500MHz;CDCl3;Me4Si)8.95(1H,br.s), 8.86-8.85(1H,d,J=6.11Hz), 8.22-8.21(1H,d,J=7.95Hz), 8.16-8.14(1H,d,J=8.56Hz), 8.08-8.06(1H,d,J =7.64Hz), 7.59-7.36(9H,m), 7.21-7.00(14H,m), 6.89-6.87(2H,d,J=7.34Hz ), 6.78‐6.74(3H,m), 6.65‐6.63(1H,d,J=7.95Hz), 1.55(9H,s), 0.98(18H,s).

[0140] [Element example] The ITO surface was treated with UV Ozone at normal pressure for 3 minutes.

[0141] 10 ‐7 The device was processed in a torr vacuum chamber according to the following procedure.

[0142] [ka]

[0143] Element 1 (Comparative Example 1) PEDOT:PSS was spin-coated as a 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 as an electrode to a thickness of 1000 Å.

[0144] Element 2 (Example 1) The device was fabricated in the same manner as Device 1, except that the light-emitting layer of Device 1 was doped with Compound 2 at 20 mol %.

[0145] The doping mol% that showed the maximum luminous efficiency for each device was measured under the condition of 10 mA / cm2.

[0146] [Table 1]

[0147] As can be seen from the table above, devices using the present invention exhibit high efficiency characteristics. Compound 2 increases luminous efficiency by forming an exciplex with Compound A and transferring energy to the emitting unit. The exciplex-forming unit of Compound 2 prevents concentration interactions between dopants, thereby exhibiting excellent color coordinate characteristics. In addition, a low driving voltage is observed at the same current density, which is explained by the exciplex-forming unit of Compound 2 assisting in hole injection. Thus, it was confirmed that excellent device characteristics can be obtained by combining the emitting unit and the exciplex-forming unit.

[0148] 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. A multifunctional compound represented by the following chemical formula 1: <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; 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 an R or A connected to form a fused ring, 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 but is present as any one of the above-defined groups, A is connected to Q at the second linking position of A, When Q is not a single bond but is present as any one of the above defined groups, 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; 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 but is present as any one of the above defined groups, 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 of the atoms can be connected to form a ring, When m, n, or o is 2 or more, at least two Rs may 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, 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 among 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 is not a single bond but is present as any one of the above-defined bonds, the E 1 , E 2 , E 3 and E 4 Two of them are connected by a single bond or adjacent to them 1 , E 2 , E 3 and E 4 The two bonds that connect two of them 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 or covalent bond; E 1 , E 2 , E 3 and E 4 are each independently a monovalent, divalent, or trivalent group as 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 Among them, two adjacent ones do not exist; E 1 , E 2 , E 3 and E 4 is a divalent group, V 1 , V 2 , V 3 and V 4 In the above, any one of the two adjacent ones is not present; 1 , E 2 , E 3 and E 4 is a trivalent group, V 1 , V 2 , V 3 and V 4 In the above, all two adjacent ones exist, 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 to M is carbon, nitrogen, oxygen, sulfur, or phosphorus; or J 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 adjacent 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 two of them 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 of 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 the E 1 , E 2 , E 3 or E 4 Unlike the connection position to 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 may independently be selected from the group consisting of 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 multifunctional compound according to claim 1 .

3. The chemical formula 1 is any one of the chemical formulas represented by B-1 to B-28 below: The multifunctional compound according to 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' may be present in any number that can be bonded by a 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 of the atoms 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: The multifunctional compound according to 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 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 may be non-conjugated or may 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 of the atoms 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: The multifunctional compound according to 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, a single bond, -B(Ar 5 )-, -N(Ar 5 )-, -O-, -S- or -Se-, 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, The rings including the dotted circles in Chemical Formula 5, Chemical Formula 7, and Chemical Formula 8 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 of the atoms 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: The multifunctional compound according to 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 of the atoms can be connected to form a ring, The additional substituents are defined as in Formula 1 above.

7. The multifunctional compound represented by Chemical Formula 1 is divided into an atom represented by X, a luminescent moiety, and an exciplex-forming moiety, the luminescent moiety and the exciplex-forming moiety are connected through the atom represented by X, and the atom represented by X is X shown in Chemical Formula 1, The luminescent moiety is a group consisting of A, Y in Formula 1. 1 ~Y 5 and Q, The exciplex-forming moiety is represented by Y in Formula 1. 6 ~Y 10 a conjugated ring formed by including Y 11 ~Y 15 and Z, the exciplex-forming moiety includes at least one atom having an unshared electron pair included in the wave function of the HOMO or LUMO of the exciplex-forming moiety; The multifunctional compound according to claim 1 .

8. The Y 6 From Y 15 and Y 6 and Y 11 at least one of the atoms of 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: The multifunctional compound according to claim 7: <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 2 to 20 carbon atoms, and a divalent group selected from the group consisting of a combination thereof; Ar 11 and Ar 12 are each independently a monovalent or divalent group of a saturated or unsaturated aliphatic hydrocarbon having 1 to 20 carbon atoms, which may or may not be substituted with additional substituents; a saturated or unsaturated heteroatom-containing aliphatic hydrocarbon having 1 to 20 carbon atoms, which may or may not be substituted with additional substituents; an aromatic carbocycle having 5 to 20 carbon atoms, which may or may not be substituted with additional substituents; an aromatic heterocycle having 2 to 20 carbon atoms, which may or may not be substituted with additional substituents; a saturated or unsaturated alicyclic carbocycle having 3 to 20 carbon atoms, which may or may not be substituted with additional substituents; or a saturated or unsaturated alicyclic heterocycle having 2 to 20 carbon atoms, which may or may not be substituted 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, -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 exciplex-forming moiety, or at least one of Y is nitrogen, oxygen, or sulfur.

9. At least one R is represented by any one of the structures of the following chemical formulas D-1 to D-38: The multifunctional compound according to 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.

10. The multifunctional compound contains at least one deuterium atom; The multifunctional compound according to claim 1 .

11. The multifunctional compound represented by Chemical Formula 1 is any one of the following compounds: The multifunctional compound according to claim 1 . 【Chemistry 21】 【Chemistry 22】 【Chemistry 23】 【Chemistry 24】 【Chemistry 25】 【Chemistry 26】

12. a first electrode, a second electrode, and a light-emitting layer located between the first electrode and the second electrode; further comprising or not comprising an organic layer adjacent to one or both sides of the light-emitting layer; The light-emitting layer comprises the multifunctional compound according to any one of claims 1 to 11, the light-emitting layer or the adjacent organic layer comprises an exciplex-forming compound; Organic light-emitting diode.

13. The multifunctional compound represented by Chemical Formula 1 is divided into an atom represented by X, a luminescent moiety, and an exciplex-forming moiety, the luminescent moiety and the exciplex-forming moiety are connected through the atom represented by X, and the atom represented by X is X shown in Chemical Formula 1, The luminescent moiety is a group consisting of ring A, ring Y, and ring C in Formula 1. 1 ~Y 5 and Q, The exciplex-forming moiety is represented by Y in Formula 1. 6 ~Y 10 a conjugated ring formed by including Y 11 ~Y 15 and Z, the exciplex-forming moiety forms an exciplex together with the exciplex-forming compound, and the luminescent moiety emits light upon transfer of excitation energy of the exciplex; 13. The organic light-emitting diode of claim 12.

14. the light-emitting layer contains at least two of the multifunctional compounds; 13. The organic light-emitting diode of claim 12.

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

13. The organic light-emitting diode of claim 12.

16. the light-emitting layer further comprises a phosphorescent material comprising Ir or Pt; 13. The organic light-emitting diode of claim 12.

17. 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.

13. The organic light-emitting diode of claim 12.

18. 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; 13. The organic light-emitting diode of claim 12.

Citation Information

Patent Citations

  • Organometallic complexes, formulations, organic optoelectronic devices, and display or lighting devices

    CN115073531A

  • Platinum complex and device

    JP2015081257A

  • organic light-emitting diode

    JP2026503895A