[2.2]paracyclophane-based metal (II) complexes, electronic components, apparatuses, and use thereof

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 is in the field of organic electroluminescence, and in particular relates to [2.2]-paracyclophane-based metal(II) complexes, electronic components, devices and uses thereof. [Background technology]

[0002] Organic light-emitting diodes (OLEDs) are a new generation of full-color display and lighting technology. Compared to LCDs, which suffer from drawbacks such as slow response times, narrow viewing angles, the need for backlighting, and high power consumption, OLEDs are self-emitting components that do not require backlighting, are energy-efficient, and offer low driving voltages, fast response times, high resolution and contrast, a wide viewing angle, and excellent low-temperature properties. OLED components can be made thinner and flexible. Other advantages include low production costs, simple production processes, and the ability to produce large areas. Therefore, OLEDs are expected to be widely used in high-end electronics and aerospace applications. With gradual investment, deeper development, and the upgrading and renovation of production facilities, OLEDs are expected to see a wide range of applications and evolution in the future.

[0003] The design and development of emissive materials is crucial for the advancement of OLEDs. The emissive layers of currently used OLED components almost all use a host-guest emission mechanism, i.e., a host material doped with a guest emissive material. The host material generally has a higher energy level than the guest emissive material, transferring energy from the host to the guest material, exciting it to emit light. Commonly used organic phosphorescent guest materials are typically heavy metal atoms such as iridium(III), platinum(II), or palladium(II). Platinum(II) complex phosphorescent materials are low-cost and show great promise. However, the development of platinum complex materials and components still faces several technical challenges. How to reduce the height of the shoulder peak in the emission spectrum and improve the color purity of the emission of the material molecules is particularly important for blue and deep-blue emissive materials, significantly affecting the commercialization efficiency and energy utilization of top-emitting components. Therefore, the development of novel phosphorescent metal platinum(II) complexes is urgently needed. Summary of the Invention [Problem to be solved by the invention]

[0004] The present invention aims to provide one or more guest phosphorescent materials for use in organic electroluminescent devices. Specifically, it provides platinum(II) complexes in which [2.2]-paracyclophane is introduced into a nitrogen-containing heterocyclic carbene. The [2.2]-paracyclophane enhances the photochemical stability of the tetradentate platinum(II) complex, effectively preventing undesired host-guest interactions, and thus extending the device's lifespan and achieving higher color purity. [Means for solving the problem]

[0005] An exemplary embodiment of the present invention provides a metallic platinum(II) complex having a structure shown in formula (I): [ka] In formula (I), R1 are hydrogen and deuterium, and R 2 , R 3 , R 4 , R 5 each independently represents mono-, di-, tri-, tetra- or unsubstituted; R 2 , R 3 , R 4 , R 5 are the same or different and each independently represent hydrogen, deuterium, halogen, a cyano group, a substituted or unsubstituted C1-C 30 Straight or branched chain alkyl groups, substituted or unsubstituted C1-C 30 Straight or branched chain alkenyl groups, substituted or unsubstituted C1-C 30 Straight or branched chain alkynyl groups, substituted or unsubstituted C6-C 60 Any one or more functional groups may be selected from monocyclic or polycyclic aryl groups.

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

[0007] In formula (I), any hydrogen atom may be replaced by a deuterium atom.

[0008] Furthermore, the present invention also provides the use of a metallic platinum(II) complex having the structure shown in formula (I) above 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, and a down-conversion device.

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

[0012] Furthermore, the organic electroluminescent component is a full-color display, a light-emitting display component, or an organic light-emitting diode.The mass percentage of the metal platinum(II) complex in the organic electroluminescent component is 0.01% to 50%.

[0013] The present invention also provides compositions comprising metallic platinum(II) complexes having the structure shown in 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 containing an organic electroluminescent component comprising a metallic platinum(II) complex having the structure shown in formula (I). [Effects of the Invention]

[0016] The present invention has the following advantageous effects compared to the prior art. The present invention provides a platinum(II) complex in which a planar-chiral [2.2]-paracyclophane is introduced into a nitrogen-containing heterocyclic carbene. This enhances the photochemical stability of the tetradentate platinum(II) complex and prevents undesirable host-guest interactions, thereby extending the device's lifetime and achieving higher color purity. All of the materials according to the present invention have excellent chemical and thermal stability, facilitating the fabrication of vapor-deposited OLED devices. Organic electroluminescent devices fabricated using the compounds of the present invention as an emitting layer exhibit significantly improved current efficiency and lifetime, and significantly reduced turn-on voltage. In particular, when combined with a fluorescent doping material, the transport of holes and electrons is balanced, resulting in more efficient energy transfer between the host and guest. [Brief explanation of the drawings]

[0017] [Figure 1] Figure 1 shows the emission spectra of platinum complexes Pt1, Pt2, Pt3, and Pt4 in dichloromethane solutions at room temperature. DETAILED DESCRIPTION OF THE INVENTION

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

[0019] As used herein, the term "substituted" is contemplated to include all permissible substituents of organic compounds. In a broad sense, the permissible substituents include acyclic and cyclic, branched and unbranched, carbocyclic and heterocyclic, aromatic and nonaromatic substituents of organic compounds. Illustrative substituents include, for example, those described below. For appropriate organic compounds, the permissible substituents can be one or more and can be the same or different. For purposes of this invention, heteroatoms (e.g., nitrogen) can have hydrogen substituents and / or any permissible substituents of organic compounds described herein, provided that the valences of the heteroatoms are satisfied. This invention is not intended to be limited in any manner by the permissible substituents of organic compounds. Similarly, the implicit qualification contained in the terms "substituted" or "substituted by" is that such substitution is compatible with the allowed valences of the substituted atom and the substituent, and that the substitution results in a stable compound (e.g., a compound that does not spontaneously transform by rearrangement, cyclization, elimination, etc.). In some embodiments, it is also contemplated that a single substituent may be further optionally substituted (i.e., further substituted or unsubstituted) unless expressly indicated to the contrary.

[0020] When defining various terms, in the present invention, "R1" to "R 12 " represents various specific substituents. These symbols are not limited to those disclosed in the present invention and may be any substituents, and when they are limited to some substituents in a specific case, they may be limited to some other substituents in another case.

[0021] "R1", "R2", "R3" used in this invention... "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 straight chain alkyl group, one hydrogen atom of the alkyl group may optionally be replaced by a hydroxy group, an alkoxy group, an alkyl group, a halogen, etc. Depending on the functional group selected, the first functional group may be incorporated into a second functional group, or optionally, the first functional group may be attached to the second functional group as a pendant group. The nature of the functional group selected will determine whether the first functional group is incorporated into or attached to the second functional group.

[0022] The term "alkyl group" as used herein refers to a branched or unbranched saturated hydrocarbon group having 1 to 30 carbon atoms. Preferably, the alkyl group is an alkyl group functional group containing 1 to 20 carbon atoms, more preferably 1 to 9 carbon atoms. Examples include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, neopentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl, tetradecyl, hexadecyl, eicosyl, and tetracosyl groups. 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, optionally substituted alkyl groups, cycloalkyl groups, alkoxy groups, amino groups, halogens, hydroxy groups, nitro groups, silyl groups, sulfo-oxo or mercapto groups according to the present invention.

[0023] The term "aryl group" as used herein refers to any functional group based on a carbon-based aromatic functional group containing 6 to 60 carbon atoms. Preferably, the aryl group is an aromatic functional group containing 6 to 30 carbon atoms, more preferably 6 to 18 carbon atoms. Examples of such carbon-based aromatic functional groups include, but are not limited to, phenyl, naphthyl, biphenyl, phenoxyphenyl, anthryl, and phenanthryl groups. The term "aryl group" also includes "heteroaryl groups," which are defined as groups containing an aromatic functional group having at least one heteroatom incorporated into the 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, cycloalkyl, alkoxy, alkenyl, cycloalkenyl, alkynyl, cycloalkynyl, aryl, heteroaryl, aldehyde, amino, carboxy, ester, halogen, hydroxy, carbonyl, azide, nitro, silyl, sulfo-oxo, or mercapto groups described herein.

[0024] According to an exemplary embodiment of the present invention, there is provided a metallic platinum(II) complex having a structure shown in formula (I): [ka] In formula (I), R 1 are hydrogen and deuterium, and R 2 , R 3 , R 4 , R 5 each independently represents mono-, di-, tri-, tetra- or unsubstituted; R 2 , R 3 , R 4 , R 5 are the same or different and each independently represent hydrogen, deuterium, halogen, a cyano group, a substituted or unsubstituted C1-C 30Straight or branched chain alkyl groups, substituted or unsubstituted C1-C 30 Straight or branched chain alkenyl groups, substituted or unsubstituted C1-C 30 Straight or branched chain alkynyl groups, substituted or unsubstituted C6-C 60 Any one or more functional groups may be selected from monocyclic or polycyclic aryl groups.

[0025] Preferably, R 2 , R 3 , R 4 , R 5 are the same or different and each independently represent hydrogen, deuterium, F, a cyano group, a substituted or unsubstituted C1-C 10 Straight or branched chain alkyl groups, substituted or unsubstituted C6-C 30 When one or more functional groups are selected from monocyclic aryl groups and the monocyclic aryl groups contain a substituent, the substituent is one or more selected from deuterium, F, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a tert-butyl group, and a phenyl group.

[0026] In formula (I), any hydrogen atom may be replaced by a deuterium atom.

[0027] According to an exemplary embodiment of the present invention, the provided formula (I) may be selected from the following structures: [ka] JPEG2025168610000005.jpg8764JPEG2025168610000006.jpg8564JPEG2025168610000007.jpg8864JPEG2025168610000008.jpg9064JPEG2025168610 000009.jpg8763JPEG2025168610000010.jpg8766JPEG2025168610000011.jpg8963JPEG2025168610000012.jpg9063JPEG2025168610000013.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 a metallic platinum(II) complex having the structure shown in formula (I) above.

[0029] Preferably, the composition further contains one or more fluorescent doping materials selected from the compounds represented by formulae (BN1) to (BN5). [ka] where X is O, S, Se, or NR 300 and X 1 , X 2 , X 3 , X 4 each independently represents O, S, Se, or N; R b ~R e each independently represents mono-, di-, tri-, tetra- or unsubstituted; R b ~R e are each independently hydrogen, deuterium, N, C1-C 30 Alkyl groups, C6-C 60 aryl groups and the group consisting of them, 12 are each independently hydrogen, deuterium, N, C1-C 30 Alkyl groups, C6-C 60 Aryl groups, C6-C 60 Heteroaryl groups and the group consisting of them.

[0030] Preferably, the R6, R7, R 10 are each independently selected from a substituted or unsubstituted diphenylamino group, a substituted or unsubstituted carbazolyl group, and the substitution may be multiple times. When the substituent is present, the substituent is preferably deuterium, C1-C 30 Alkyl groups, C6-C 30 It is selected from aryl groups.

[0031] Preferably, the R 300 , R8, R9, R 11 , R12 are each independently hydrogen, C1 to C 30 Alkyl groups, C6-C 60 aryl groups and the like.

[0032] Furthermore, the fluorescent doping material can be selected from any one of the chemical structures shown below, where Ph represents a phenyl functional group, and D4 and D5 represent substitutions with four and five deuterium atoms, respectively. [ka] TIFF2025168610000016.tif19107TIFF2025168610000017.tif19105TIFF2025168610000018.tif16107TIFF2025168610000019.tif18108TIFF2025168610000020.tif18107TIFF2025168610000021.tif19107TIFF2025168610000022.tif19107TIFF2025168610000023.tif20106TIFF2025168610000024.tif24106TIFF2025168610000025.tif25107TIFF2025168610000026.tif17107TIFF2025168610000027.tif17106TIFF2025168610000028.tif19105TIFF2025168610000029.tif19107TIFF2025168610000030.tif18105TIFF2025168610000031.tif20105TIFF2025168610000032.tif19106TIFF2025168610000033.tif19103TIFF2025168610000034.tif19107TIFF2025168610000035.tif21108TIFF2025168610000036.tif20107TIFF2025168610000037.tif19107TIFF2025168610000038.tif19107TIFF2025168610000039.tif18106TIFF2025168610000040.tif21107TIFF2025168610000041.tif21106TIFF2025168610000042.tif21106TIFF2025168610000043.tif21106TIFF2025168610000044.tif21106TIFF2025168610000045.tif21108TIFF2025168610000046.tif21108TIFF2025168610000047.tif20105TIFF2025168610000048.tif20107TIFF2025168610000049.tif20104TIFF2025168610000050.tif17108TIFF2025168610000051.tif17105TIFF2025168610000052.tif16106TIFF2025 168610000053.tif17106TIFF2025168610000054.tif18106TIFF2025168610000055.tif22100TIFF2025168610000056.tif2 2105TIFF2025168610000057.tif22103TIFF2025168610000058.tif21100TIFF2025168610000059.tif23105TIFF202516861 0000060.tif22103TIFF2025168610000061.tif19107TIFF2025168610000062.tif19108TIFF2025168610000063.tif18105.

[0033] The metallic platinum(II) complexes disclosed in the present invention exhibit desirable properties and have emission and / or absorption spectra that can be tuned by the selection of appropriate ligands.

[0034] The compounds of the present invention may be made in a variety of ways, including but not limited to those described in the examples provided herein.

[0035] It is to be understood that both the foregoing general description and the following detailed description are exemplary and explanatory only and are not intended to be limiting.

[0036] It is believed that the present application will be better understood with reference to the following specific embodiments and examples included therein.

[0037] Before beginning to disclose and describe the compounds, components, and / or methods of the present invention, it is understood that the present invention is not limited to specific synthetic methods (unless otherwise specified), or to specific reagents (unless otherwise specified), as these may vary. It is also understood that the terminology used herein is merely used to describe the purpose of particular embodiments and is not intended to be limiting. Although any methods and materials similar or equivalent to those described herein can be used in the practice or testing of the present invention, exemplary methods and materials are described below. All raw materials and solvents in the synthetic examples may be purchased commercially unless otherwise specified, and all solvents are used directly without further treatment.

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

[0039] Synthesis Example The following examples of compound synthesis, components, parts, or methods are merely examples of common methods provided in the relevant industrial field and are not intended to limit the scope of protection of the relevant patent. The data (amounts, temperatures, etc.) referred to in the inventions are as accurate as possible, but there may be some errors. Unless otherwise specified, amounts are measured separately, temperatures are in °C or room temperature, and pressures are approximately normal pressure.

[0040] The following examples provide methods for preparing novel compounds; however, the preparation of this type of compound is not limited to these methods. The compounds protected by this patent are readily modifiable and prepared in the art, and the methods listed below or other methods may be employed for their preparation. The following examples are for illustrative purposes only and are not intended to limit the scope of protection of this patent. Temperature, catalyst, concentration, reactants, and reaction process may all be varied to select different conditions for different reactants to prepare the compounds.

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

[0042] (Synthetic Route) Example 1: Tetradentate cyclic metalloplatinum(II) complex Pt1 The synthetic 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-neck flask equipped with a stirrer. The mixture was allowed to react at room temperature for 1 hour with stirring. Then, dichloromethane (250 mL) and [2.2]-paracyclophane (15 g, 72.01 mmol, 1.0 equivalents) were slowly added, in that order, to the reaction mixture. The mixture was allowed to react at room temperature for an additional 30 minutes with stirring, and then a mixture of bromine and dichloromethane (75 mL) was slowly added dropwise to the reaction mixture. When the reaction was completed as monitored by TLC, it was quenched by adding saturated sodium thiosulfate solution, extracted with ethyl acetate, the aqueous layer was extracted with ethyl acetate three times, the organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the solvent was removed by distillation under reduced pressure to obtain 21 g of product 1-Br as a white solid, which was directly used in the next step reaction.

[0043] (2) Synthesis of Intermediate M1: In a dry three-neck flask equipped with a stirrer, 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), 1,2-phenylenediamine (1.2 g, , 11.14 mmol, 1.6 equiv.), and 1-Br (2 g, 6.96 mmol, 1.0 equiv.) were added in this order, and the mixture was purged with nitrogen three times. Toluene (15 mL) was added under nitrogen protection, and the mixture was placed in a 100°C oil bath and reacted with stirring for 10 hours. The mixture was cooled to room temperature, washed with water, and extracted with ethyl acetate. The aqueous layer was extracted three times with ethyl acetate. The organic layers were combined, dried over anhydrous sodium sulfate, filtered, and the solvent was removed by distillation under reduced pressure. The resulting crude product was purified by silica gel column chromatography using a 1:1 petroleum ether:dichloromethane eluent to obtain product M1, 840 mg of a yellow solid, in a 38% yield. 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: M1 (400 mg, 1.27 mmol, 1.0 equiv.), 1-Cl (543 mg, 1.27 mmol, 1.0 equiv.), tris(dibenzylideneacetone)dipalladium(0) (35 mg, 0.04 mmol, 0.03 equiv.), 2-(di-tert-butylphosphino)biphenyl (48 mg, 0.08 mmol, 0.06 equiv.), and sodium tert-butoxide (367 mg, 3.81 mmol, 3.0 equiv.) were added in this order to a dry Schlenk tube equipped with a stirrer, and the tube was purged with nitrogen three times. Toluene (8 mL) was added under nitrogen protection, and the mixture was placed in an oil bath at 110°C and reacted with stirring for 12 hours. After cooling to room temperature, the mixture was washed with water and extracted with ethyl acetate. The aqueous layer was extracted three times with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate, filtered, and the solvent was removed by distillation under reduced pressure. The crude product was purified by silica gel column chromatography using a 10:1 mixture of petroleum ether and ethyl acetate to obtain product N1, 780 mg of a white solid, with a yield of 87%. (Note: The product is unstable and should be immediately added to the next step after passing through the column.)

[0045] (4) Synthesis of Ligand L1: N1 (705 mg, 1.0 mmol, 1.0 equiv.) and ammonium hexafluorophosphate (326 mg, 2.0 mmol, 2.0 equiv.) were added in this order to a dry Schlenk tube equipped with a stirrer, and the tube was purged with nitrogen three times. Triethyl orthoformate (4 mL) was added under nitrogen protection, and the mixture was placed in an oil bath at 80 °C and reacted with stirring for 10 hours. Upon completion of the reaction, the mixture was cooled to room temperature, and the solvent was removed by distillation under reduced pressure. The resulting crude product was purified by silica gel column chromatography using a mixture of petroleum ether:dichloromethane (1:1) followed by dichloromethane:dichloromethane:ethyl acetate (50:1). Product L1 was obtained as a purple solid (471 mg) in a 55% yield. 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: L1 (200 mg, 0.23 mmol, 1.0 equiv.), dichloro(1,5-cyclooctadiene)platinum(II) (83 mg, 0.22 mmol, 0.95 equiv.), and sodium acetate (57 mg, 0.69 mmol, 3.0 equiv.) were added to a dry sealed tube equipped with a stirrer, in that order, and then purged with nitrogen three times. N,N-dimethylformamide (7 mL) was added under nitrogen protection and bubbling with nitrogen for 30 minutes. After completely wrapping the sealed tube in aluminum foil to protect from light, the mixture was placed in an oil bath at 150 °C and stirred for 16 hours. After cooling to room temperature, the mixture was quenched with deionized water and stirred for 5–10 minutes. 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 removed by distillation under reduced pressure. The obtained crude product was purified by silica gel column chromatography, and the eluent was petroleum ether:dichloromethane=1:1 to obtain the product Pt1 as a yellow solid (163 mg, 77% yield). 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 synthesis route was as follows. [Chemical formula] (1) Synthesis of Intermediate N2: M1 (200 mg, 0.64 mmol, 1.0 equiv.), 2-Cl (309 mg, 0.64 mmol, 1.0 equiv.), tris(dibenzylideneacetone)dipalladium(0) (18 mg, 0.02 mmol, 0.03 equiv.), 2-(di-tert-butylphosphino)biphenyl (24 mg, 0.04 mmol, 0.06 equiv.), and sodium tert-butoxide (123 mg, 1.28 mmol, 2.0 equiv.) were added in this order to a dry Schlenk tube equipped with a stirrer, and the tube was purged with nitrogen three times. Toluene (6 mL) was added under nitrogen protection, and the mixture was placed in an oil bath at 110°C and reacted for 12 hours with stirring. The mixture was cooled to room temperature, washed with water, and extracted with ethyl acetate. The aqueous layer was extracted three times with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate, filtered, and the solvent was removed by distillation under reduced pressure. The crude product was purified by silica gel column chromatography using a 20:1 mixture of petroleum ether and ethyl acetate to obtain product N2, 460 mg of a white solid, with a yield of 96%. (Note: The product is unstable and should be immediately added to the next step after passing through the column.)

[0048] (2) Synthesis of Ligand L2: N2 (430 mg, 0.57 mmol, 1.0 equiv.) and ammonium hexafluorophosphate (186 mg, 1.14 mmol, 2.0 equiv.) were added to a dry Schlenk tube equipped with a stirrer, and the tube was purged with nitrogen three times. Triethyl orthoformate (4 mL) was added under nitrogen protection, and the mixture was placed in an oil bath at 75 °C and reacted with stirring for 10 hours. Upon completion of the reaction, the mixture was cooled to room temperature, and the solvent was removed by distillation under reduced pressure. The resulting crude product was purified by silica gel column chromatography using a mixture of petroleum ether:dichloromethane (1:1) followed by dichloromethane:dichloromethane:ethyl acetate (50:1). Product L2 was obtained as a gray solid (150 mg, 29% yield). 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: L2 (130 mg, 0.14 mmol, 1.0 equiv.), dichloro(1,5-cyclooctadiene)platinum(II) (52 mg, 0.14 mmol, 1.0 equiv.), and sodium acetate (34 mg, 0.42 mmol, 3.0 equiv.) were added to a dry sealed tube equipped with a stirrer, in that order, and then purged with nitrogen three times. N,N-dimethylformamide (6 mL) was added under nitrogen protection and bubbling with nitrogen for 30 minutes. After completely wrapping the sealed tube in aluminum foil to protect from light, the mixture was placed in an oil bath at 150 °C and stirred for 16 hours. After cooling to room temperature, the mixture was quenched with deionized water and stirred for 5–10 minutes. 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 removed by distillation under reduced pressure. The obtained crude product was purified by silica gel column chromatography, and the eluent was petroleum ether:dichloromethane=1:1 to obtain the product Pt2, 48 mg of a yellow solid, 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 cyclic metalloplatinum(II) complex Pt3 The synthetic route was as follows: [ka] Pt3 was synthesized by following the synthesis steps and reaction conditions of compound Pt1. The final product Pt3 was obtained as a yellow solid (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 cyclic metalloplatinum(II) complex Pt4 The synthetic route was as follows: [ka] Pt4 was synthesized by following the synthesis steps and reaction conditions of compound Pt1. The final product Pt4 was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid weighing 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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid weighing 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 following the synthesis steps and reaction conditions of compound Pt1. The target product obtained was a yellow solid weighing 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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (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 following the synthesis steps and reaction conditions of compound Pt1. The target product was obtained as a yellow solid (330 mg), with a yield of 73% and a molecular weight of [M+H]+: 1110.47.

[0086] (Theoretical calculation explanation) Density functional theory (DFT) was used to optimize the ground state (S0) molecular geometry. DFT calculations were performed using the B3LYP functional, with the 6-31G(d) basis set for C, H, O, and N atoms and the LANL2DZ basis set for Pt atoms. [Table 1]

[0087] (optical properties) [Table 2]

[0088] (OLED parts manufacturing) In the present invention, a reference manufacturing method for a component example was to evaporate a p-type doping material onto the surface or anode of an ITO glass sheet having a light-emitting area of ​​2 mm x 2 mm, or to co-evaporate a p-type doping material 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, a 10-100 nm emissive layer (EML) (which may contain a compound described in this invention) was formed on the hole-transport layer. A 20-200 nm electron-transport layer (ETL) and a 50-200 nm cathode were then formed. 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 manner, an OLED component was fabricated. The OLED was then tested using standard methods. Unless otherwise specified, all materials for the components of the present invention may be obtained by known synthetic methods.

[0089] In a preferred specific embodiment, the structure of component example 1 provided by 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] Component Examples 2 to 38 and Comparative Example 1 were prepared with structures similar to Component Example 1, with the only difference being that Pt-1 in Component Example 1 was replaced with the complexes listed in Table 3. The luminescent properties of the comparative example and each component example prepared above were tested using standard methods, and the data are shown in Table 3. The structural formulas of these components were as follows: P-4 was HATCN, and ET-14 was BPyTP. [ka] [Table 3] JPEG2025168610000072.jpg9981

[0091] As can be seen from Table 3, compared to Comparative Example 1, Component Examples 1 to 38 manufactured in the present invention exhibited favorable component characteristics in terms of drive voltage, current efficiency, and component lifespan, and also significantly improved component color purity. The improved 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 ability. When used as an emitting layer material to manufacture electronic components, it can be seen that the drive voltage is reduced and the components have better current efficiency, component lifespan, and color purity. It is clear that the compounds provided by the present invention have a certain degree of commercial value. Furthermore, all of the components manufactured in the present invention were deep blue-emitting components.

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

[0093] Component Examples 40 to 50 were prepared with structures similar to those of Component Example 39, with the only difference being that the platinum(II) complex and boron-containing compound in Component Example 39 were replaced with the platinum(II) complex:boron-containing compound listed in Table 4. See Table 4 for component structure and luminescence property data. [Table 4] JPEG2025168610000074.jpg1874

[0094] As can be seen from Table 4, the complexes of the present invention can be used as sensitizers. When they are used as luminescent materials in components together with boron-containing compounds as sensitizing materials, the performance of each component is significantly improved. By adding boron-containing compounds to sensitize the component structure, the CIEy value can be further reduced and the color purity of the component's emission can be further improved. This further demonstrates that the complexes provided by the present invention have certain commercial value.

[0095] The applicant claims that the above-described embodiments are merely specific examples of the present invention, and the scope of protection of the present invention is not limited thereto. However, it should be understood by those skilled in the art that any modifications or substitutions that can be easily conceived within the technical scope disclosed in the present invention are also within the scope of protection and disclosure of the present invention.

Claims

1. having a structure represented by formula (I): 【Chemistry 1】 In formula (I), R １ is hydrogen, deuterium, R ２ , R ３ , R ４ , R ５ each independently represents mono-, di-, tri-, tetra- or unsubstituted; R ２ , R ３ , R ４ , R ５ are the same or different and each independently represent hydrogen, deuterium, halogen, cyano group, substituted or unsubstituted C １ ~C ３０ Straight or branched chain alkyl groups, substituted or unsubstituted C １ ~C ３０ A straight or branched chain alkenyl group, substituted or unsubstituted C １ ~C ３０ Straight or branched chain alkynyl group, substituted or unsubstituted C ６ ~C ６０ A platinum(II) complex, characterized in that one or more functional groups are selected from monocyclic or polycyclic aryl groups.

2. R ２ , R ３ , R ４ , R ５ are the same or different from each other and each independently represent hydrogen, deuterium, F, a cyano group, a substituted or unsubstituted C １ ~C １０ Straight or branched chain alkyl groups, substituted or unsubstituted C ６ ~C ３０ The platinum(II) complex according to claim 1, wherein one or more functional groups are selected from monocyclic aryl groups, and when the functional groups contain a substituent, the substituent is one or more selected from the group consisting of deuterium, F, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a tert-butyl group, and a phenyl group.

3. 2. The metallic platinum (II) complex of claim 1, wherein formula (I) may be selected from the following structures, wherein "D" represents deuterium: 【Chemistry 2】 【change】 【change】 【change】 【change】 【change】 【change】 【change】 【change】 【change】

4. Use of the metallic platinum(II) complex according to any one of claims 1 to 3 in electronic components.

5. 5. The use according to claim 4, wherein the electronic component comprises 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, or a down-conversion element.

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

7. 7. The organic electroluminescent component according to claim 6, wherein the organic functional layer comprises a light-emitting layer, the light-emitting layer comprising a metallic platinum(II) complex according to any one of claims 1 to 3.

8. the light-emitting layer further comprises a fluorescent doping material, and the fluorescent doping material is selected from one or more compounds represented by formulas (BN1) to (BN5), 【Transformation 3】 where X is O, S, Se or NR ３００ and X １ , X ２ , X ３ , X ４ each independently represents O, S, Se, or N; R ｂ ~R ｅ each independently represents mono-, di-, tri-, tetra- or unsubstituted; R ｂ ~R ｅ are each independently hydrogen, deuterium, N, C １ ~C ３０ Alkyl group, C ６ ~C ６０ aryl groups and the group consisting of them, ６ ~R １２ are each independently hydrogen, deuterium, N, C １ ~C ３０ Alkyl group, C ６ ~C ６０ Aryl group, C ６ ~C ６０ 8. An organic electroluminescent component according to claim 7, characterized in that it represents a heteroaryl group and the group consisting of them.

9. The R ６ , R ７ , R １０ are each independently selected from a substituted or unsubstituted diphenylamino group, a substituted or unsubstituted carbazolyl group, and the substitution may be multiple times. When the substituent is contained, the substituent is preferably deuterium, C １ ~C ３０ Alkyl group, C ６ ~C ３０ aryl groups, and the R ３００ , R ８ , R ９ , R １１ , R １２ are each independently hydrogen, C １ ~C ３０ Alkyl group, C ６ ~C ６０ 9. The organic electroluminescent component according to claim 8, characterized in that the aryl group is selected from the group consisting of aryl groups and the like.

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

11. A composition comprising the metallic platinum(II) complex according to any one of claims 1 to 3.

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

13. A display or lighting device comprising one or more organic electroluminescent components according to any one of claims 6 to 9.

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