[2.2]-Metal(II) complexes, electronic components, apparatus and their use based on paracyclophane

Abstract

To provide guest phosphorescent materials for use in organic electroluminescent components useful in enhancing the photochemical stability, preventing undesirable host and guest interactions, extending the lifetime of the components, achieving high color purity, and the like.SOLUTION: The disclosure provides: metal platinum (II) complexes having a [2.2]paracyclophane-based structure shown in Formula (I); and electronic components and apparatuses that employ the complexes.SELECTED DRAWING: Figure 1

Description

[Technical Field]

[0001] The present invention belongs to the field of organic electroluminescence and, more specifically, relates to metal(II) complexes, electronic components, devices, and their uses based on [2.2]-paracyclophane. [Background technology]

[0002] Organic light-emitting diodes (OLEDs) are a new generation of full-color display and lighting technology. Compared to liquid crystal displays (LCDs), which have drawbacks such as slow response speed, narrow viewing angles, the need for backlights, and high power consumption, OLEDs are self-emissive components, do not require backlights, are energy-efficient, have low driving voltages, fast response speeds, high resolution and contrast, wide viewing angles, and excellent low-temperature characteristics. OLED components can also be manufactured thinner and have flexible structures. Furthermore, they have advantages such as low production costs, simple production processes, and the ability to be produced in large areas. Therefore, OLEDs are expected to be widely used in high-end electronic products and the aerospace sector. As investment gradually increases, development deepens, and production facilities are upgraded and refurbished, OLEDs are expected to enter a very wide range of application scenarios and evolve further.

[0003] The most important thing in evolving OLEDs is the design and development of luminescent materials. Almost all of the light-emitting layers of currently used OLED components employ a host-guest luminescence system mechanism, that is, a guest luminescent material is doped into a host material. Generally, the host material has a higher energy level than the guest luminescent material, and by transferring energy from the host material to the guest material, the guest material is excited to emit light. Commonly used organic phosphorescent guest materials are generally heavy metal atoms such as iridium(III), platinum(II), and palladium(II). Platinum(II) complex phosphorescent materials have the potential to be widely used at low cost. However, currently, there are still several technical problems in the development of platinum complex materials and components. How to reduce the height of the shoulder peak in the emission spectrum to improve the color purity of the emission of material molecules is a particularly important issue for blue and deep blue luminescent materials, which has a great impact on the commercialization efficiency of top-emission components and their energy utilization rate. Therefore, the development of novel phosphorescent metal platinum(II) complexes is urgently needed.

Summary of the Invention

Problems to be Solved by the Invention

[0004] The object of the present invention is to provide one or more guest phosphorescent materials for use in organic electroluminescent components. Specifically, a platinum(II) complex in which [2.2]-paracyclophane is introduced into a nitrogen-containing heterocyclic carbene is provided. [2.2]-paracyclophane enhances the photochemical stability of the tetracoordinate platinum(II) complex, effectively prevents undesirable interactions between the host and the guest, helps to extend the life of the component, and obtain higher color purity.

Means for Solving the Problems

[0005] An exemplary embodiment of the present invention provides a metal platinum(II) complex having a structure represented by formula (I),

Chemical Formula

[0006] Preferably, when containing a substituent, the substituent is selected from one or more of deuterium, F, methyl group, ethyl group, n-propyl group, isopropyl group, tert-butyl group, phenyl group.

[0007] All hydrogen atoms in formula (I) may be substituted by deuterium atoms.

[0008] Furthermore, the present invention also provides the use of a metal platinum(II) complex having the structure represented by the above formula (I) in an electronic component.

[0009] Furthermore, the electronic component is selected from an organic light-emitting diode, a light-emitting electrochemical cell, an OLED sensor, an organic diode, an organic solar cell, an organic transistor, an organic field-effect transistor, an organic laser, a down-conversion element.

[0010] Another exemplary embodiment of the present invention provides an electronic component comprising a substrate, an anode, and a cathode, wherein the anode or cathode is provided on the substrate and further comprises a light-emitting material layer disposed between the anode and the cathode, the light-emitting material layer comprising a metallic platinum(II) complex having the structure shown in formula (I) above.

[0011] Another exemplary embodiment of the present invention provides an organic electroluminescent component comprising a first electrode, a second electrode facing the first electrode, and an organic functional layer sandwiched between the first electrode and the second electrode, wherein the organic functional layer includes a light-emitting layer, and the light-emitting layer comprises a metallic platinum(II) complex having the structure shown in formula (I) above.

[0012] Furthermore, the organic electroluminescent components include full-color displays, light-emitting display components, and organic light-emitting diodes. The mass percentage of the metallic platinum(II) complex in the organic electroluminescent components is 0.01% to 50%.

[0013] The present invention also provides a composition comprising a metallic platinum(II) complex having the structure represented by formula (I) above.

[0014] The present invention also provides a formulation comprising a metallic platinum(II) complex having the structure shown in formula (I) above, and at least one solvent.

[0015] The present invention also provides a display or lighting device that includes an organic electroluminescent component comprising a metallic platinum(II) complex having the structure represented by formula (I). [Effects of the Invention]

[0016] The present invention has the following beneficial effects compared to the prior art. The present invention provides platinum(II) complexes in which a nitrogen-containing heterocyclic carbene is introduced with a [2,2]-paracyclophane having planar chirality, thereby enhancing the photochemical stability of tetradentate platinum(II) complexes, preventing undesirable host-guest interactions, and helping to extend component life and achieve higher color purity. All materials according to the present invention have excellent chemical and thermal stability, making it easy to manufacture vapor-deposited OLED components. Organic electroluminescent components fabricated with the compounds of the present invention as the light-emitting layer show significantly improved current efficiency and lifespan, and a remarkable reduction in turn-on voltage. In particular, when combined with fluorescent doping materials, the transport of holes and electrons is balanced, and energy transfer between host and guest becomes more efficient. [Brief explanation of the drawing]

[0017] [Figure 1] Figure 1 shows the emission spectra of platinum complexes Pt1, Pt2, Pt3, and Pt4 in dichloromethane solutions at room temperature. [Modes for carrying out the invention]

[0018] The present invention will now be described in detail. The following descriptions of the components may be based on representative embodiments or specific examples of the present invention, but the present invention is not limited to such embodiments or specific examples.

[0019] As used in this invention, the term “substituted” is assumed to include all permissible substituents of an organic compound. In a broad sense, permissible substituents include acyclic and cyclic, branched and unbranched, carbocyclic and heterocyclic, aromatic and non-aromatic substituents of an organic compound. Exemplary substituents include, for example, those described below. In a suitable organic compound, there may be one or more permissible substituents, and they may be the same or different. Where appropriate for the purposes of this invention, a heteroatom (e.g., nitrogen) may have a hydrogen substituent and / or any permissible substituent of the organic compound described in this invention that satisfies the valence of the heteroatom. This invention is not intended to be limited in any way by the permissible substituents of an organic compound. Similarly, the implicit conditions contained in the terms “substituted” or “substituted by” are that such substitution conforms to the permissible valence of the substituted atom and the substituent, and that the substitution produces a stable compound (e.g., a compound that does not spontaneously transform by rearrangement, cyclization, elimination, etc.). In some embodiments, unless explicitly indicated otherwise, a single substituent may be further optionally substituted (i.e., further substituted or unsubstituted).

[0020] When defining various terms, in this invention we use "R1" to "R 12 The common designation " represents various specific substituents. These designations are not limited to those disclosed in the present invention and may represent any substituent, and may be limited to certain substituents in some cases, and to certain other substituents in other cases.

[0021] The terms "R1", "R2", "R3", etc. used in this invention are "R n(where n is an integer) may independently have one or more of the functional groups listed above. For example, if R1 is a linear alkyl group, one hydrogen atom of the alkyl group may optionally be substituted with a hydroxyl group, an alkoxy group, an alkyl group, a halogen, etc. Depending on the selected functional group, the first functional group may be incorporated into the second functional group, or optionally, the first functional group may be bonded to the second functional group as a pendant group. The properties of the selected functional group determine whether the first functional group is incorporated into or bonded to the second functional group.

[0022] As used in this invention, the term "alkyl group" refers to a branched or unbranched saturated hydrocarbon group having 1 to 30 carbon atoms, preferably an alkyl group containing 1 to 20 carbon atoms, more preferably an alkyl functional group containing 1 to 9 carbon atoms. Examples include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, neopentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, dodecyl group, tetradecyl group, hexadecyl group, eicosyl group, tetracosyl group, and the like. The alkyl group may be cyclic or acyclic. The alkyl group may be branched or unbranched. The alkyl group may also be substituted or unsubstituted. For example, the alkyl group may be substituted with one or more functional groups, including, but not limited to, the optionally substituted alkyl groups, cycloalkyl groups, alkoxy groups, amino groups, halogens, hydroxyl groups, nitro groups, silyl groups, sulfo-oxo, or mercapto groups described in the present invention.

[0023] As used in this invention, the term "aryl group" refers to any functional group based on a carbon-based aromatic functional group containing 6 to 60 carbon atoms, preferably an aryl group containing 6 to 30 carbon atoms, and more preferably an aromatic functional group containing 6 to 18 carbon atoms. The carbon-based aromatic functional group includes, but is not limited to, phenyl groups, naphthyl groups, biphenyl groups, phenoxyphenyl groups, anthryl groups, phenanthryl groups, and the like. The term "aryl group" also includes "heteroaryl groups," which are defined as functional groups containing an aromatic functional group having at least one heteroatom introduced into its ring. Examples of heteroatoms include, but are not limited to, nitrogen, oxygen, sulfur, and phosphorus. The aryl group may be substituted or unsubstituted. The aryl group may be substituted with one or more functional groups, including, but not limited to, alkyl groups, cycloalkyl groups, alkoxy groups, alkenyl groups, cycloalkenyl groups, alkynyl groups, cycloalkynyl groups, aryl groups, heteroaryl groups, aldehyde groups, amino groups, carboxyl groups, ester groups, halogens, hydroxyl groups, carbonyl groups, azide groups, nitro groups, silyl groups, sulfo-oxo, or mercapto groups as described in the present invention.

[0024] According to exemplary embodiments of the present invention, a metallic platinum(II) complex having the structure represented by formula (I) is provided. [ka] In equation (I), R 1 These are hydrogen and deuterium, and R 2 , R 3 , R 4 , R 5 Each of these independently represents a mono-substitution, di-substitution, tri-substitution, tetra-substitution, or no substitution, R 2 , R 3 , R 4 , R 5 They are the same or different from each other, and each independently consists of hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C1-C 30Linear or branched alkyl groups, substituted or unsubstituted C1-C 30 Linear or branched alkenyl groups, substituted or unsubstituted C1-C 30 Linear or branched alkynyl groups, substituted or unsubstituted C6-C 60 One or more functional groups are selected from either monocyclic or polycyclic aryl groups.

[0025] Preferably, R 2 , R 3 , R 4 , R 5 They are the same or different from each other, and each independently consists of hydrogen, deuterium, F, a cyano group, and substituted or unsubstituted C1-C. 10 Linear or branched alkyl groups, substituted or unsubstituted C6-C 30 If one or more functional groups are selected from monocyclic aryl groups and a substituent is present, the substituent is selected from one or more of the following: deuterium, fluorine, methyl group, ethyl group, n-propyl group, isopropyl group, tert-butyl group, and phenyl group.

[0026] In formula (I), all hydrogen atoms may be replaced by deuterium atoms.

[0027] According to exemplary embodiments of the present invention, the provided formula (I) may be selected from the following structures. [ka] JPEG0007852027000004.jpg8764JPEG0007852027000005.jpg8564JPEG0007852027000006.jpg8864JPEG0007852027000007.jpg9064JPEG0007852027 000008.jpg8763JPEG0007852027000009.jpg8766JPEG0007852027000010.jpg8963JPEG0007852027000011.jpg9063JPEG0007852027000012.jpg9165

[0028] Another exemplary embodiment of the present invention provides a composition comprising a guest material and a host material, wherein the guest material is selected from metallic platinum(II) complexes having the structure represented by formula (I) above.

[0029] Preferably, the composition further comprises one or more fluorescent doping materials selected from the compounds represented by formulas (BN1) to (BN5). [ka] Here, X is O, S, Se, or NR 300 And, X 1 , X 2 , X 3 , X 4 Each of these independently represents O, S, Se, or N. R b ~R e Each of these independently represents a mono-substitution, di-substitution, tri-substitution, tetra-substitution, or no substitution, R b ~R e These are, independently, hydrogen, deuterium, N, and C1-C. 30 Alkyl alkyl groups, C6-C 60 Selected from aryl groups and the group consisting thereof, R6 to R 12 These are, independently, hydrogen, deuterium, N, and C1-C. 30 Alkyl alkyl groups, C6-C 60 Aryl group, C6~C 60 This represents heteroaryl groups and the groups consisting of them.

[0030] Preferably, R6, R7, R 10 Each of these is independently selected from a substituted or unsubstituted diphenylamino group and a substituted or unsubstituted carbazolyl group, the substitution may be multiple substitutions, and if a substituent is present, the substituent is deuterium, C1-C 30 Alkyl alkyl groups, C6-C 30 Selected from aryl groups.

[0031] Preferably, the R 300 R8, R9, R 11 , R12 Each of these is independently hydrogen, C1~C 30 Alkyl alkyl groups, C6-C 60 Selected from aryl groups and groups consisting of them.

[0032] Furthermore, the fluorescent doping material is selected from one of the following chemical structures, where Ph represents a phenyl functional group, and D4 and D5 mean that it is substituted with 4 and 5 deuterium atoms, respectively. [ka] TIFF0007852027000015.tif19107TIFF0007852027000016.tif19105TIFF0007852027000017.tif16107TIFF0007852027000018.tif18108TIFF0007852027000019.tif18107TIFF0007852027000020.tif19107TIFF0007852027000021.tif19107TIFF0007852027000022.tif20106TIFF0007852027000023.tif24106TIFF0007852027000024.tif25107TIFF0007852027000025.tif17107TIFF0007852027000026.tif17106TIFF0007852027000027.tif19105TIFF0007852027000028.tif19107TIFF0007852027000029.tif18105TIFF0007852027000030.tif20105TIFF0007852027000031.tif19106TIFF0007852027000032.tif19103TIFF0007852027000033.tif19107TIFF0007852027000034.tif21108TIFF0007852027000035.tif20107TIFF0007852027000036.tif19107TIFF0007852027000037.tif19107TIFF0007852027000038.tif18106TIFF0007852027000039.tif21107TIFF0007852027000040.tif21106TIFF0007852027000041.tif21106TIFF0007852027000042.tif21106TIFF0007852027000043.tif21106TIFF0007852027000044.tif21108TIFF0007852027000045.tif21108TIFF0007852027000046.tif20105TIFF0007852027000047.tif20107TIFF0007852027000048.tif20104TIFF0007852027000049.tif17108TIFF0007852027000050.tif17105TIFF0007852027000051.tif16106TIFF0007 852027000052.tif17106TIFF0007852027000053.tif18106TIFF0007852027000054.tif22100TIFF0007852027000055.tif2 2105TIFF0007852027000056.tif22103TIFF0007852027000057.tif21100TIFF0007852027000058.tif23105TIFF000785202 7000059.tif22103TIFF0007852027000060.tif19107TIFF0007852027000061.tif19108TIFF0007852027000062.tif18105.

[0033] The metallic platinum(II) complexes disclosed in this invention exhibit desired properties and have emission and / or absorption spectra that can be adjusted by selecting appropriate ligands.

[0034] The compounds of the present invention may be produced by various methods, including, but not limited to, those described in the examples provided herein.

[0035] Please note that both the general explanation above and the detailed explanation below are illustrative and interpretive, and not intended to impose any limitations.

[0036] This application will be easier to understand by referring to the following specific embodiments and the examples included therein.

[0037] Before beginning the disclosure and description of the compounds, components and / or methods of the present invention, it should be understood that they are variable and therefore not limited to specific synthesis methods or specific reagents (unless otherwise specified). It should also be understood that the terms used in the present invention are used only to describe the purpose of specific embodiments and are not intended to be limiting. Any methods and materials similar or equivalent to those described in the present invention may be used in carrying out or testing the present invention, but exemplary methods and materials are described below. All raw materials and solvents in the synthesis examples may be purchased commercially unless otherwise specified, and all solvents are used directly without further processing.

[0038] As the substrate described in the present invention, any substrate used in typical organic electronic components may be selected. It may be a glass or transparent plastic substrate, an opaque material substrate such as silicon or stainless steel, or a flexible PI film. Different types of substrates differ in mechanical strength, thermal stability, transparency, surface smoothness, and water resistance, and are used in different directions depending on the characteristics of the substrate. Any material from known related materials used in OLED devices may be selected and used as the material for the hole injection layer, hole transport layer, and electron injection layer, and the present invention is not specifically limited thereto.

[0039] (Synthesis example) The following examples of methods for the synthesis, components, parts, or methods of compounds are merely examples of general methods provided to the relevant industry and are not intended to limit the scope of protection of this patent. While every effort has been made to ensure the accuracy of the data (quantities, temperatures, etc.) mentioned in the invention, some margin of error is possible. Unless otherwise specified, quantities are measured separately, temperatures are in °C or room temperature, and pressures are approximately atmospheric pressure.

[0040] The following examples provide methods for producing novel compounds; however, the production of this type of compound is not limited to these methods. Since the modification and production of compounds protected under this patent are relatively easy in the art, the methods listed below or other methods may be employed in their production. The following examples are merely illustrative and not intended to limit the scope of protection of this patent. Temperature, catalyst, concentration, reactants, and reaction process may all be modified to produce the compounds by selecting different reactants and different conditions.

[0041] 1 1H NMR (500MHz), 1 1H NMR (400MHz), 13 The 13C NMR (126 MHz) spectra were measured using a nuclear magnetic resonance spectrometer ANANCE III (500 M). Unless otherwise specified, DMSO-d6 or CDCl3 containing 0.1% TMS was used as the solvent for nuclear magnetic resonance. 1 For 1H NMR spectroscopy, when using CDCl3 as the solvent, TMS (δ=0.00 ppm) is used as the internal standard. When using DMSO-d6 as the solvent, TMS (δ=0.00 ppm), the residual DMSO peak (δ=2.50 ppm), or the residual water peak (δ=3.33 ppm) is used as the internal standard. 13 For the 13C NMR spectrum, CDCl3 (δ=77.00 ppm) or DMSO-d6 (δ=39.52 ppm) is used as the internal standard. The spectrum is measured using an Agilent 6210 TOF LC / MS HPLC-MS, and the HRMS spectrum is measured using an Agilent 6210 TOF LC / MS liquid chromatography-time-of-flight mass spectrometer. 1 In the 1H NMR spectral data, s=singlet, d=doublet, t=triplet, q=quartet, p=quintet, m=multiplet, and br=broad.

[0042] (Synthesis pathway) Example 1: Tetradentate cyclic metallic platinum(II) complex Pt1 The synthesis route was as follows: [ka] (1) Synthesis of intermediate 1-Br: Bromine (3.77 mL, 73.45 mmol, 1.02 equivalents) was dissolved in dichloromethane (80 mL). 5 mL of the mixture and iron powder (80 mg, 1.44 mmol, 0.02 equivalents) were added in that order to a dry three-necked flask equipped with a stirring bar. The mixture was allowed to react at room temperature with stirring for 1 hour. Then, dichloromethane (250 mL) and [2,2]-paracyclophane (15 g, 72.01 mmol, 1.0 equivalent) were slowly added to the reaction mixture in that order. The mixture was allowed to react at room temperature with stirring for another 30 minutes. Finally, a mixture of bromine and dichloromethane (75 mL) was slowly added dropwise to the reaction mixture. After monitoring the reaction by TLC and confirming its completion, saturated sodium thiosulfate solution was added to quench the reaction, ethyl acetate was added for extraction, the aqueous layer was extracted three times with ethyl acetate, the organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the solvent was removed by vacuum distillation to obtain 21 g of the white solid product 1-Br, which was directly added to the next step in the reaction.

[0043] (2) Synthesis of intermediate M1, wherein tris(dibenzylideneacetone)dipalladium(0) (191 mg, 0.21 mmol, 0.03 equivalents), 1,1'-binaphthalene-2,2'-bis(diphenylphosphine) (260 mg, 0.42 mmol, 0.06 equivalents), sodium tert-butoxide (2 g, 20.88 mmol, 3.0 equivalents), and 1,2-phenylenediamine (1.2 g) are used in a dry three-necked flask equipped with a stirring bar. Add 11.14 mmol, 1.6 equivalents of 1-Br (2 g, 6.96 mmol, 1.0 equivalent) in that order, purge three times with nitrogen, add toluene (15 mL) under nitrogen protection, and react the mixture in a 100°C oil bath with stirring for 10 hours. After cooling to room temperature, wash with water, extract with ethyl acetate, extract the aqueous layer three times with ethyl acetate, combine the organic phases, dry with anhydrous sodium sulfate, filter, and remove the solvent by vacuum distillation. The obtained crude product was purified by separation by silica gel column chromatography, the eluent being petroleum ether:dichloromethane = 1:1, and product M1 was obtained as 840 mg of yellow solid with a yield of 38%. 1 H NMR(500MHz,CDCl3-d):δ 2.67-2.74(m,1H),2.83-2.90(m,1H),2.98-3.14(m,6H),3.82(s,2H),5.14(s,1H),5.61 (d,J=1.5Hz,1H),6.29(dd,J=7.5,2.0Hz,1H),6.39-6.45(m,2H),6.48(dd,J=8.0,2.0Hz ,1H),6.63(dd,J=8.0,2.0Hz,1H),6.76(td,J=7.5,1.5Hz,1H),6.84(dd,J=7.8,1.5Hz,1 H),6.94(td,J=7.5,1.5Hz,1H),7.05(dd,J=8.0,1.5Hz,1H),7.14(dd,J=8.0,2.0Hz,1H).

[0044] (3) Synthesis of intermediate N1: In a dry Schlenk tube equipped with a stirring bar, M1 (400 mg, 1.27 mmol, 1.0 equivalent), 1-Cl (543 mg, 1.27 mmol, 1.0 equivalent), tris(dibenzylideneacetone)dipalladium(0) (35 mg, 0.04 mmol, 0.03 equivalents), 2-(di-tert-butylphosphino)biphenyl (48 mg, 0.08 mmol, 0.06 equivalents), and sodium tert-butoxide (367 mg, 3.81 mmol, 3.0 equivalents) were added in this order, the mixture was purged three times with nitrogen, toluene (8 mL) was added under nitrogen protection, and the mixture was reacted in an oil bath at 110°C with stirring for 12 hours. The mixture was cooled to room temperature, washed with water, extracted with ethyl acetate, and the aqueous layer was extracted three times with ethyl acetate to combine the organic phases. The mixture was dried over anhydrous sodium sulfate, filtered, and the solvent was removed by vacuum distillation. The resulting crude product was purified by silica gel column chromatography, with the eluent being petroleum ether:ethyl acetate = 10:1. Product N1 was obtained as a white solid of 780 mg, with a yield of 87% (note that the obtained product is unstable and must be immediately added to the next step after passing through the column).

[0045] (4) Synthesis of ligand L1: In a dry Schlenk tube equipped with a stirring bar, N1 (705 mg, 1.0 mmol, 1.0 equivalent) and ammonium hexafluorophosphate (326 mg, 2.0 mmol, 2.0 equivalents) were added in that order, the mixture was purged three times with nitrogen, and triethyl orthoformate (4 mL) was added under nitrogen protection. The mixture was placed in an oil bath at 80°C and reacted with stirring for 10 hours. After the reaction was complete, it was cooled to room temperature and the solvent was removed by vacuum distillation. The resulting crude product was purified by separation by silica gel column chromatography, and the eluents were petroleum ether:dichloromethane = 1:1 to dichloromethane-dichloromethane:ethyl acetate = 50:1, yielding product L1, which was 471 mg of a purple solid with a yield of 55%. 1H NMR(500MHz,DMSO-d6):δ 1.34(s,9H),2.72-2.77(m,1H),2.82-2.88(m,1H),2.93-2.98(m,1H),3.05-3.22(m,5H),6.68-6.74(m,2H),6.7 7(dd,J=8.0,2.0Hz,1H),6.83(dd,J=8.0,2.0Hz,1H),6.88(d,J=7.5Hz,2H),7.02(s,1H),7.26(dd,J=8.5,2.5Hz, 1H),7.36(t,J=7.5Hz,1H),7.46-7.52(m,3H),7.58(d,J=2.0Hz,1H),7.66(s,1H),7.72(d,J=1.5Hz,1H),7.73-7 .77(m,4H),7.78-7.90(m,3H),8.26(d,J=7.5Hz,1H),8.36(d,J=8.5Hz,1H),8.61(d,J=5.5Hz,1H),10.45(s,1H).

[0046] (5) Synthesis of Pt1: In a dry sealed tube equipped with a stirring bar, L1 (200 mg, 0.23 mmol, 1.0 equivalent), dichloro(1,5-cyclooctadiene)platinum(II) (83 mg, 0.22 mmol, 0.95 equivalents), and sodium acetate (57 mg, 0.69 mmol, 3.0 equivalents) were added in that order. Then, the mixture was purged three times with nitrogen, N,N-dimethylformamide (7 mL) was added under nitrogen protection, and nitrogen bubbling was performed for 30 minutes. The sealed tube was then completely wrapped in aluminum foil to shield it from light, and the mixture was reacted in an oil bath at 150°C with stirring for 16 hours. After cooling to room temperature, deionized water was added and the mixture was quenched with stirring for 5-10 minutes, and ethyl acetate was added for extraction. The aqueous layer was extracted three times with ethyl acetate, the organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the solvent was removed by vacuum distillation. The obtained crude product was purified by silica gel column chromatography, using a petroleum ether:dichloromethane = 1:1 eluent. The product Pt1 was obtained as a yellow solid of 163 mg, with a yield of 77%. 11H NMR (500 MHz, CDCl3-d): δ 1.13 (d, J = 2.5 Hz, 9H), 2.56 - 2.66 (m, 2H), 2.77 - 2.83 (m, 1H), 3.07 - 3.22 (m, 3H), 3.31 - 3.42 (m, 2H), 5.89 - 5.91 (m, 1H), 5.97 (d, J = 7.5 Hz, 1H), 6.19 (d, J = 7.5 Hz, 1H), 6.22 (dd, J = 7.5 Hz, 2.0 Hz, 1H), 6.58 (dd, J = 7.5 Hz, 1.5 Hz, 1H), 6.67 - 6.72 (m, 2H), 7.12 (t, J = 4.0 Hz, 1H), 7.19 (d, J = 7.5, 1H), 7.34 - 7.40 (m, 2H), 7.42 - 7.26 (m, 2H), 7.56 - 7.64 (m, 2H), 7.63 (dd, J = 7.0, 2.5 Hz, 1H), 7.82 - 7.84 (m, 2H), 7.87 (d, J = 8.0 Hz, 1H), 8.08 (dd, J = 7.5, 1.5 Hz, 1H), 8.17 (d, J = 6.5 Hz, 1H), 8.20 - 8.22 (m, 1H), 8.28 - 8.30 (m, 1H).

[0047] Example 2: Four-ring metal platinum (II) complex Pt2 The synthetic route was as follows. [Chemical formula] (1) Synthesis of intermediate N2: In a dry Schlenk tube equipped with a stirring bar, M1 (200 mg, 0.64 mmol, 1.0 equivalent), 2-Cl (309 mg, 0.64 mmol, 1.0 equivalent), tris(dibenzylideneacetone)dipalladium(0) (18 mg, 0.02 mmol, 0.03 equivalents), 2-(di-tert-butylphosphino)biphenyl (24 mg, 0.04 mmol, 0.06 equivalents), and sodium tert-butoxide (123 mg, 1.28 mmol, 2.0 equivalents) were added in this order, the mixture was purged three times with nitrogen, toluene (6 mL) was added under nitrogen protection, and the mixture was reacted in an oil bath at 110°C with stirring for 12 hours. The mixture was cooled to room temperature, washed with water, extracted with ethyl acetate, and the aqueous layer was extracted three times with ethyl acetate to combine the organic phases. The mixture was dried over anhydrous sodium sulfate, filtered, and the solvent was removed by vacuum distillation. The resulting crude product was purified by silica gel column chromatography using a petroleum ether:ethyl acetate ratio of 20:1 to obtain product N2, which was a white solid of 460 mg with a yield of 96%. (Note that the obtained product is unstable and must be immediately added to the next step after passing it through the column.)

[0048] (2) Synthesis of ligand L2: In a dry Schlenk tube equipped with a stirring bar, N2 (430 mg, 0.57 mmol, 1.0 equivalent) and ammonium hexafluorophosphate (186 mg, 1.14 mmol, 2.0 equivalents) were added in that order, the mixture was purged three times with nitrogen, and triethyl orthoformate (4 mL) was added under nitrogen protection. The mixture was placed in an oil bath at 75°C and reacted with stirring for 10 hours. Once the reaction was complete, it was cooled to room temperature and the solvent was removed by vacuum distillation. The resulting crude product was purified by separation by silica gel column chromatography, and the eluents were petroleum ether:dichloromethane = 1:1 to dichloromethane-dichloromethane:ethyl acetate = 50:1, yielding product L2, which was 150 mg of gray solid, with a yield of 29%. 1H NMR(500MHz,CDCl3-d)δ 1.39(s,9H),1.43(s,9H),258-2.64(m,1H),2.78-2.83(m,1H),2.87-2.94(m,1H),3.02-3.06(m,1H),3.13(d,J=11.0Hz,2H),3.39(d,J=9.0Hz,2H),6.49(d,J=9.0Hz,1H),6.62(dd,J=7.5,2.0Hz,1H),6.73-6.76(m,2H),6.82(dd,J=7.5,1.5Hz,1H),6.90(d,J=8.0Hz,1H),7.10(t,J=2.0Hz,1H),7.19(dd,J=8.5,2.0Hz,1H),7.25(d,J=1.5Hz,1H),7.31(d,J=7.5Hz,1H),7.32-7.33(m,1H),7.41-7.45(m,1H),7.49(t,J=2.0Hz,1H),7.52-7.54(m,1H),7.59-7.67(m,4H),7.68(d,J=8.0Hz,1H),7.70(d,J=2.0Hz,1H),7.74(d,J=8.0Hz,1H),8.08(d,J=7.5Hz,1H),8.13(d,J=8.5Hz,1H),8.59(d,J=5.5Hz,1H),9.55(s,1H)。

[0049] (3) Synthesis of Pt2: In a dry sealed tube equipped with a stirring bar, L2 (130 mg, 0.14 mmol, 1.0 equivalent), dichloro(1,5-cyclooctadiene)platinum(II) (52 mg, 0.14 mmol, 1.0 equivalent), and sodium acetate (34 mg, 0.42 mmol, 3.0 equivalents) were added in that order. Then, the mixture was purged three times with nitrogen, N,N-dimethylformamide (6 mL) was added under nitrogen protection, and nitrogen bubbling was performed for 30 minutes. The sealed tube was then completely wrapped in aluminum foil to shield it from light, and the mixture was reacted in an oil bath at 150°C with stirring for 16 hours. After cooling to room temperature, deionized water was added and the mixture was quenched with stirring for 5-10 minutes, ethyl acetate was added and extracted, and the aqueous layer was extracted three times with ethyl acetate to combine the organic phases, dried over anhydrous sodium sulfate, filtered, and the solvent was removed by vacuum distillation. The obtained crude product was purified by separation using silica gel column chromatography, with a petroleum ether:dichloromethane = 1:1 eluent. The product Pt2 was obtained as a yellow solid of 48 mg, with a yield of 38%. 1 H NMR(500MHz,CDCl3-d)δ 1.15(d,J=1.0Hz,9H),1.52(s,9H),2.57-2.60(m,2H),2.77-2.80(m,1H),3.06-3.18(m,3H),3.29-3.41(m,2H),5.93 (dt,J=6.5,1.0Hz,1H),5.96(d,J=8.0Hz,1H),6.18-6.21(m,2H),6.57(dd,J=8.0,2.0Hz,1H),6.66-6.70(m,2H),7.1 2(s,1H),7.22(d,J=1.5Hz,1H),7.35-7.47(m,3H),7.54-7.60(m,2H),7.70(d,J=2.0Hz,1H),7.81(d,J=8.0Hz,1H),7 .83(s,1H),7.87(d,J=8.0Hz,1H),8.04-8.08(m,1H),8.15(d,J=6.0Hz,1H),8.20-8.22(m,1H),8.27(d,J=8.0Hz,1H).

[0050] Example 3: Tetradentate Platinum(II) Complex Pt3 The synthesis route was as follows: [ka] Pt3 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The final product Pt3 was obtained as a yellow solid of 230 mg, with a yield of 70%. 1 H NMR(500MHz,CDCl3-d)δ 1.07(s,9H),2.53-2.64(m,2H),2.74-2.79(m,1H),3.06-3.17(m,3H),3.29-3.41(m,2H),5.82(dd,J=6.0,2.0Hz,1H) ,5.92(d,J=8.0Hz,1H),6.15(dd,J=8.0,1.5Hz,1H),6.19(dd,J=8.0,2.0Hz,1H),6.56(dd,J=8.0,2.0Hz,1H),6.65-6 .70(m,2H),7.06(d,J=1.5Hz,1H),7.18(dd,J=8.0,1.0Hz,1H),7.34(t,J=7.5Hz,1H),7.41(d,J=8.0Hz,1H),7.55-7. 57(m,3H),7.76(d,J=2.0Hz,1H),7.82(d,J=8.0Hz,1H),8.14(d,J=6.0Hz,1H),8.17-8.19(m,1H),8.24-8.25(m,1H).

[0051] Example 4: Tetradentate Platinum(II) Complex Pt4 The synthesis route was as follows: [ka] Pt4 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The final product Pt4 was obtained as a yellow solid of 240 mg, with a yield of 71%. 1H NMR(500MHz,CDCl3-d):δ 1.16(d,J=7.0Hz,6H),1.20(t,J=5.5Hz,14H),2.61-2.71(m,2H),2.82-2.87(m,1H),3.01-3.17(m,4H),3.22-3.29(m,1H),3.32-3 .43(m,2H),5.99-6.02(m,2H),6.23(d,J=8.0Hz,2H),6.61(dd,J=7.5,1.5Hz,1H),6.69(d,J=7.5Hz,1H),6.73(dd,J=7.5Hz,1.5Hz ,1H),7.01(d,J=1.0Hz,1H),7.16(s,1H),7.30-7.32(m,2H),7.39-7.52(m,6H),7.56(t,J=7.5Hz,1H),7.85(d,J=8.0Hz,1H),7.90 (d,J=2.0Hz,1H),7.92(d,J=8.0Hz,1H),8.10(d,J=7.5Hz,1H),8.18(d,J=8.0Hz,1H),8.21(d,J=6.5Hz,1H),8.23(d,J=8.0Hz,1H).

[0052] Example 5: Synthesis of Pt74 Pt74 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 274 mg, with a yield of 63% and a molecular weight of [M+H]+:1136.41.

[0053] Example 6: Synthesis of Pt77 Pt77 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 321 mg, with a yield of 74% and a molecular weight of [M+H]+:1082.42.

[0054] Example 7: Synthesis of Pt88 Pt88 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 308 mg, with a yield of 69% and a molecular weight of [M+H]+:976.29.

[0055] Example 8: Synthesis of Pt89 Pt89 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 210 mg, with a yield of 69% and a molecular weight of [M+H]+:984.33.

[0056] Example 9: Synthesis of Pt90 Pt90 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 310 mg, with a yield of 67% and a molecular weight of [M+H]+:1068.42.

[0057] Example 10: Synthesis of Pt91 Pt91 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 237 mg, with a yield of 72% and a molecular weight of [M+H]+:1020.43.

[0058] Example 11: Synthesis of Pt92 Pt92 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 362 mg, with a yield of 70% and a molecular weight of [M+H]+:1012.38.

[0059] Example 12: Synthesis of Pt93 Pt93 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 410 mg, with a yield of 68% and a molecular weight of [M+H]+:1026.36.

[0060] Example 13: Synthesis of Pt94 Pt94 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 320 mg, with a yield of 74% and a molecular weight of [M+H]+:1096.44.

[0061] Example 14: Synthesis of Pt95 Pt95 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 236 mg, with a yield of 73% and a molecular weight of [M+H]+:1026.38.

[0062] Example 15: Synthesis of Pt96 Pt96 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 279 mg, with a yield of 71% and a molecular weight of [M+H]+:1034.45.

[0063] Example 16: Synthesis of Pt97 Pt97 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 318 mg, with a yield of 70% and a molecular weight of [M+H]+:970.31.

[0064] Example 17: Synthesis of Pt98 Pt98 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 256 mg, with a yield of 69% and a molecular weight of [M+H]+:976.28.

[0065] Example 18: Synthesis of Pt99 Pt99 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 374 mg, with a yield of 77% and a molecular weight of [M+H]+:954.37.

[0066] Example 19: Synthesis of Pt100 Pt100 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 269 mg, with a yield of 71% and a molecular weight of [M+H]+:1124.49.

[0067] Example 20: Synthesis of Pt147 Pt147 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 247 mg, with a yield of 75% and a molecular weight of [M+H]+:996.42.

[0068] Example 21: Synthesis of Pt149 Pt149 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 368 mg, with a yield of 78% and a molecular weight of [M+H]+:1032.35.

[0069] Example 22: Synthesis of Pt160 Pt160 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 321 mg, with a yield of 67% and a molecular weight of [M+H]+:1132.55.

[0070] Example 23: Synthesis of Pt168 Pt168 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 301 mg, with a yield of 59% and a molecular weight of [M+H]+:1026.39.

[0071] Example 24: Synthesis of Pt177 Pt177 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 311 mg, with a yield of 70% and a molecular weight of [M+H]+:998.32.

[0072] Example 25: Synthesis of Pt211 Pt211 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 337 mg, with a yield of 72% and a molecular weight of [M+H]+:960.30.

[0073] Example 26: Synthesis of Pt224 Pt224 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 295 mg, with a yield of 76% and a molecular weight of [M+H]+:1063.48.

[0074] Example 27: Synthesis of Pt227 Pt227 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 302 mg, with a yield of 71% and a molecular weight of [M+H]+:1050.37.

[0075] Example 28: Synthesis of Pt238 Pt238 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 307 mg, with a yield of 62% and a molecular weight of [M+H]+:1054.42.

[0076] Example 29: Synthesis of Pt259 Pt259 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 284 mg, with a yield of 68% and a molecular weight of [M+H]+:917.36.

[0077] Example 30: Synthesis of Pt260 Pt260 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 315 mg, with a yield of 77% and a molecular weight of [M+H]+:1228.55.

[0078] Example 31: Synthesis of Pt263 Pt263 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 317 mg, with a yield of 70% and a molecular weight of [M+H]+:1340.68.

[0079] Example 32: Synthesis of Pt268 Pt268 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 344 mg, with a yield of 65% and a molecular weight of [M+H]+:1268.49.

[0080] Example 33: Synthesis of Pt275 Pt275 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 251 mg, with a yield of 76% and a molecular weight of [M+H]+:1038.46.

[0081] Example 34: Synthesis of Pt281 Pt281 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 367 mg, with a yield of 61% and a molecular weight of [M+H]+:1138.51.

[0082] Example 35: Synthesis of Pt287 Pt287 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 354 mg, with a yield of 72% and a molecular weight of [M+H]+:1152.50.

[0083] Example 36: Synthesis of Pt307 Pt307 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 327 mg, with a yield of 70% and a molecular weight of [M+H]+:1128.51.

[0084] Example 37: Synthesis of Pt310 Pt310 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 298 mg, with a yield of 64% and a molecular weight of [M+H]+:1152.50.

[0085] Example 38: Synthesis of Pt320 Pt320 was synthesized by referring to the synthesis steps and reaction conditions of compound Pt1. The resulting product was a yellow solid of 330 mg, with a yield of 73% and a molecular weight of [M+H]+:1110.47.

[0086] (Explanation of theoretical calculations) The geometric structure of the ground state (S0) molecule was optimized using density functional theory (DFT). DFT calculations were performed using the B3LYP functional, with the 6-31G(d) basis set used for C, H, O, and N atoms, and the LANL2DZ basis set used for Pt atoms. [Table 1]

[0087] (optical properties) [Table 2]

[0088] (Manufacturing of OLED components) In this invention, as a reference manufacturing method for component examples, a p-type doped material was deposited onto the surface or anode of an ITO glass with an emissive area of ​​2 mm × 2 mm, or a p-type doped material was co-deposited with a hole injection material at a concentration of 1% to 50% to form a 5-100 nm hole injection layer (HIL) and a 5-200 nm hole transport layer (HTL). Subsequently, an emissive layer (EML) of 10-100 nm (which may contain the compound described in this invention) was formed on the hole transport layer, followed by the formation of a 20-200 nm electron transport layer (ETL) and a 50-200 nm cathode. If necessary, an electron blocking layer (EBL) was added between the HTL layer and the EML layer, and an electron injection layer (EIL) was added between the ETL layer and the cathode. In this way, an OLED component was manufactured. Tests were performed on the OLED using standard methods. Unless otherwise specified, the materials for the components according to this invention may be obtained by known synthesis methods.

[0089] In a preferred specific embodiment, the structure of component example 1 provided in the present invention is ITO / P-4 (10 nm) / NPD (60 nm) / HTH-85 (5 nm) / platinum(II) complex Pt1:HTH-85:ETH-45 (25 nm) (the mass ratio of Pt1, HTH-85, and ETH-45 is 10:60:30) / ETH-5 (5 nm) / ET-14 (40 nm) / LiQ (1 nm) / Al (100 nm).

[0090] Due to their similar structures to Component Example 1, Component Examples 2 through 38 and Comparative Example 1 were manufactured, with the only difference being the replacement of Pt-1 in Component Example 1 with the complexes listed in Table 3. The luminescence properties of the comparative examples and each component example manufactured above were tested using standard methods, and the data are shown in Table 3. The structural formulas of the components were as follows. Note that P-4 was HATCN and ET-14 was BPyTP. [ka] [Table 3] JPEG0007852027000071.jpg9981

[0091] As can be seen from Table 3, compared to Comparative Example 1, Component Examples 1 to 38 manufactured in this invention exhibited superior component characteristics in terms of drive voltage, current efficiency, and component lifespan, and also showed a significant improvement in the color purity of the components. The improvement in the performance of each component example is due to the fact that the specific compound material of the present invention has a small emission shoulder peak and better electron transport capability. When this material is used as an emission layer material to manufacture electronic components, it is possible to reduce the drive voltage and obtain better current efficiency, component lifespan, and color purity. It is clear that the compound provided in this invention has a certain commercial value. Furthermore, all components manufactured in this invention were deep blue light-emitting components.

[0092] In a preferred specific embodiment, the structure of component example 39 provided in the present invention is ITO / P-4(10nm) / NPD(60nm) / HTH-85(5nm) / Platinum(II) complex:boron-containing compound:HTH-85:ETH-45(25nm) (the mass ratio of Pt1, BN1-8, HTH-85, and ETH-45 is 10:1:59:30) / ETH-5(5nm) / ET-14(40nm) / LiQ(1nm) / Al(100nm).

[0093] Due to their similar structures to part example 39, part examples 40 to 50 were manufactured, with the only difference being the replacement of the platinum(II) complex and boron-containing compound in part example 39 with the platinum(II) complex and boron-containing compound listed in Table 4. See Table 4 for part structure and luminescence properties. [Table 4] JPEG0007852027000073.jpg1874

[0094] As can be seen from Table 4, the complex of the present invention can be used as a sensitizer, and when it is used as a luminescent material in components together with a boron-containing compound as a sensitizer, the performance of each component is significantly improved. By sensitizing the component structure with a boron-containing compound, the CIEy value can be further reduced, and the color purity of the component's luminescence can be further improved. It becomes even clearer that the complex provided by the present invention has a certain commercial value.

[0095] The applicant asserts that the above-described embodiments of the present invention are merely specific examples, and that the scope of protection of the present invention is not limited thereto. Furthermore, those skilled in the art should understand that any modification or substitution that can be readily conceived by a person skilled in the art within the scope of the art disclosed herein falls within the scope of protection and disclosure of the present invention.

Claims

1. Having the structure shown in formula (I), 【Chemistry 1】 In formula (I), R １ is hydrogen or deuterium, and R ２ , R ３ , R ４ , R ５ each independently represents mono-substituted, di-substituted, tri-substituted, tetra-substituted or unsubstituted, and R ２ , R ３ , R ４ , R ５ are the same as or different from each other, and each independently is hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C １ -C ３０ linear or branched alkyl group, substituted or unsubstituted C １ -C ３０ linear or branched alkenyl group, substituted or unsubstituted C １ -C ３０ linear or branched alkynyl group, substituted or unsubstituted C ６ -C ６０ a platinum(II) metal complex characterized in that any one or more functional groups are selected from monocyclic or polycyclic aryl groups.

2. R ２ , R ３ , R ４ , R ５ However, they may be the same or different from each other, and each may independently be hydrogen, deuterium, F, a cyano group, or substituted or unsubstituted C. １ ~C １０ Linear or branched alkyl groups, substituted or unsubstituted C ６ ~C ３０ The metal platinum(II) complex according to claim 1, characterized in that one or more functional groups are selected from monocyclic aryl groups, and if substituents are present, one or more substituents are selected from deuterium, F, methyl group, ethyl group, n-propyl group, isopropyl group, tert-butyl group, and phenyl group.

3. The metallic platinum(II) complex according to claim 1, characterized in that formula (I) may be selected from the following structures, where "D" represents deuterium. 【Chemistry 2】 【change】 【change】 【change】 【change】 【change】 【change】 【change】 【change】 【change】

4. Use of a metallic platinum(II) complex according to any one of claims 1 to 3 in an electronic component.

5. The use according to claim 4, characterized in that the electronic component includes an organic light-emitting diode, an electroluminescent cell, an OLED sensor, an organic diode, an organic solar cell, an organic transistor, an organic field-effect transistor, an organic laser, and a down-conversion element.

6. An organic electroluminescent component comprising a first electrode, a second electrode facing the first electrode, and an organic functional layer sandwiched between the first electrode and the second electrode, wherein the organic functional layer contains a metallic platinum(II) complex as described in any one of claims 1 to 3.

7. The organic electroluminescent component according to claim 6, characterized in that the organic functional layer includes a light-emitting layer, and the light-emitting layer includes a metallic platinum(II) complex according to any one of claims 1 to 3.

8. An electronic component comprising a substrate, an anode, and a cathode, wherein the anode or cathode is provided on the substrate, and further comprises a light-emitting material layer disposed between the anode and the cathode, wherein the light-emitting material layer comprises a metallic platinum(II) complex as described in any one of claims 1 to 3.

9. A composition characterized by comprising a metallic platinum(II) complex according to any one of claims 1 to 3.

10. A formulation comprising a metallic platinum(II) complex according to any one of claims 1 to 3 and at least one solvent.

11. A display or lighting device comprising an organic electroluminescent component according to claim 6 or 7.

12. A display or lighting device comprising two or more organic electroluminescent components as described in claim 6 or 7.

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