Platinum-containing complex and application thereof in organic electronic device

Abstract

The invention relates to a platinum-containing complex which has a boron-containing condensed ring organic multiple resonance unit, has good rigidity, chemical stability and thermal stability, and shows better external quantum efficiency when being applied to an organic electroluminescent device as a guest luminescent material of a phosphorescent luminescent layer, so that the efficiency of an OLED (Organic Light Emitting Diode) device is effectively improved. And a better material option is provided for full-color display and illumination application.

Description

Technical Field

[0001] The invention relates to the technical field of organic semiconductor photoelectric materials, in particular to a platinum-containing complex and application thereof in organic electronic devices. Background Art

[0002] Organic light-emitting diodes (OLEDs) have many advantages, such as self-luminescence, low power consumption, fast response speed, wide viewing angle, high resolution, wide temperature range, high brightness, high contrast, good vibration resistance, and ultra-thinness, making them the most promising next-generation new display technology. OLEDs have been successfully commercialized in small and medium-sized displays and have broad application prospects. In order to improve the luminous efficiency of organic light-emitting diodes, various fluorescent and phosphorescent luminescent material systems have been developed. Organic light-emitting diodes using fluorescent materials have the characteristics of high reliability, but their internal electroluminescence quantum efficiency is limited to 25% under electric field excitation. This is because the probability ratio of excitons to produce singlet excited states and triplet excited states is 1:3.

[0003] In 1998, Professor Thomson of the University of Southern California and Professor Forrest of Princeton University doped octaethylporphyrin platinum PtOEP into the host material and successfully prepared a red electrophosphorescent device, which aroused people's strong interest in complex phosphorescent materials. The introduction of heavy metals improves the molecular spin-orbit coupling, shortens the phosphorescence lifetime, enhances the molecular intersystem crossing, and enables the phosphorescence to be emitted smoothly. To date, the internal quantum efficiency of phosphorescent OLEDs has been close to 100%.

[0004] However, the luminescent properties and types of this type of platinum complex materials need to be further improved, especially the platinum complex materials reported so far still have problems such as low luminescent efficiency and wide luminescent spectrum. Therefore, how to develop luminescent materials with both high luminescent efficiency and narrow half-width spectrum characteristics through rational structural design is one of the urgent problems to be solved. Summary of the invention

[0005] In view of the above-mentioned deficiencies in the prior art, the object of the present invention is to provide a novel platinum-containing complex, which can improve the luminescence efficiency of the compound by connecting a rigid boron-containing fused ring organic unit to a metal platinum complex, and on the other hand, due to the multiple resonance effect, reduce the half-peak width of the luminescence spectrum, and ultimately improve the performance of the corresponding device.

[0006] To achieve the purpose of the present invention, the technical solution is as follows:

[0007] A platinum-containing complex having a structure as shown in general formula (I):

[0008]

[0009] in,

[0010] independently selected from substituted or unsubstituted nitrogen-containing heteroaromatic groups having 6 to 30 ring atoms;

[0011] Each occurrence of Z is independently selected from O, S or NR3;

[0012] B represents a boron atom;

[0013] R1, R2, R3, each occurrence, is independently selected from -H, -D, -F, -Cl, -Br, -I, cyano, nitro, straight-chain alkyl having 1 to 20 C atoms, branched-chain alkyl having 3 to 20 C atoms or cyclic alkyl, straight-chain alkoxy having 1 to 20 C atoms, branched-chain alkoxy having 3 to 20 C atoms or cyclic alkoxy, straight-chain alkylthio having 1 to 20 C atoms, branched-chain alkylthio having 3 to 20 C atoms or cyclic alkylthio, substituted or unsubstituted aromatic group having 6 to 30 carbon atoms, substituted or unsubstituted heteroaromatic group having 5 to 30 ring atoms, or a group formed by a combination of the above groups;

[0014] The term "substituted or unsubstituted" means that the group is unsubstituted or is substituted with one or more substituents R * Substitute, the R * Each occurrence is independently selected from -D, -F, -Cl, -Br, -I, cyano, nitro, straight-chain alkyl having 1 to 20 C atoms, branched-chain alkyl or cyclic alkyl having 3 to 20 C atoms, straight-chain alkoxy having 1 to 20 C atoms, branched-chain alkoxy or cyclic alkoxy having 3 to 20 C atoms, straight-chain alkylthio having 1 to 20 C atoms, branched-chain alkylthio or cyclic alkylthio having 3 to 20 C atoms, aromatic groups having 6 to 30 carbon atoms, heteroaromatic groups having 5 to 30 ring atoms, or groups formed by combinations of the above groups.

[0015] Correspondingly, the present invention also provides a mixture, which contains the platinum-containing complex as described above and at least another organic functional material; the at least another organic functional material is selected from a hole injection material, a hole transport material, an electron transport material, an electron injection material, an electron blocking material, a hole blocking material, or a host material.

[0016] Correspondingly, the present invention also provides an organic electroluminescent device, which comprises at least one organic functional layer, and the at least one organic functional layer comprises the platinum-containing complex as described above or the mixture as described above.

[0017] Compared with the prior art, the platinum-containing complex prepared by the present invention has a boron-containing fused ring organic multiple resonance unit and has good rigidity, chemical and thermal stability, so it can effectively improve the device performance of the corresponding device and provide a better material option for full-color display and lighting applications. BRIEF DESCRIPTION OF THE DRAWINGS

[0018] In order to more clearly illustrate the specific implementation methods of the present invention or the technical solutions in the prior art, the drawings required for use in the specific implementation methods or the description of the prior art will be briefly introduced below. Obviously, the drawings described below are some implementation methods of the present invention. For ordinary technicians in this field, other drawings can be obtained based on these drawings without paying creative work.

[0019] Figure 1 This is a structural diagram of the organic electroluminescent device in device embodiment 1 of the present invention.

[0020] Among them, 1-substrate; 2-anode; 3-hole injection layer; 4-hole transport layer; 5-electron blocking layer; 6-light-emitting layer; 7-electron transport layer; 8-cathode. DETAILED DESCRIPTION

[0021] The embodiments described in the present invention are only a part of the embodiments of the present application, rather than all the embodiments. Based on the embodiments in the present application, all other embodiments obtained by those skilled in the art without making creative work belong to the scope of protection of the present application. In addition, it should be understood that the specific embodiments described herein are only used to illustrate and explain the present application, and are not used to limit the present application.

[0022] In the present application, unless otherwise stated, the directional words used, such as "upper" and "lower", generally refer to the upper and lower parts of the device in actual use or working state, specifically the drawing direction in the accompanying drawings. In addition, in the description of the present application, the term "including" means "including but not limited to", the term "plurality" means "two or more", and the various embodiments of the present application may exist in the form of a range; it should be understood that the description in the form of a range is only for convenience and brevity, and should not be understood as a rigid limitation on the scope of the present application; therefore, it should be considered that the range description has specifically disclosed all possible sub-ranges and single numerical values ​​within the range. For example, it should be considered that the range description from 1 to 6 has specifically disclosed sub-ranges, such as from 1 to 3, from 1 to 4, from 1 to 5, from 2 to 4, from 2 to 6, from 3 to 6, etc., as well as single numbers within the range, such as 1, 2, 3, 4, 5 and 6, which apply regardless of the range.

[0023] The terms "and / or", "or / and", and "and / or" used in this article include any one of two or more related listed items, and also include any and all combinations of related listed items, and the arbitrary and all combinations include any two related listed items, any more related listed items, or a combination of all related listed items. It should be noted that when at least three items are connected by at least two conjunctions selected from "and / or", "or / and", and "and / or", it should be understood that in this application, the technical solution undoubtedly includes technical solutions that are all connected by "logical and", and undoubtedly includes technical solutions that are all connected by "logical or". For example, "A and / or B" includes three parallel solutions of A, B and A+B. For example, the technical solution of "A, and / or, B, and / or, C, and / or, D" includes any one of A, B, C, and D (that is, the technical solution that is all connected by "logical OR"), and also includes any and all combinations of A, B, C, and D, that is, the combination of any two or any three of A, B, C, and D, and also includes the combination of four of A, B, C, and D (that is, the technical solution that is all connected by "logical AND").

[0024] In the present invention, "substituted" means that one or more hydrogen atoms in a substituted group are replaced by a substituent.

[0025] In the present invention, when the same substituent appears multiple times, it can be independently selected from different groups. If the general formula contains multiple R, then R can be independently selected from different groups.

[0026] In the present invention, the "number of ring atoms" refers to the number of atoms in the atoms constituting the ring itself of a structural compound (e.g., a monocyclic compound, a condensed ring compound, a cross-linked compound, a carbocyclic compound, a heterocyclic compound) in which atoms are bonded to form a ring. When the ring is substituted with a substituent, the atoms contained in the substituent are not included in the ring atoms. The same is true for the "number of ring atoms" described below unless otherwise specified. For example, the number of ring atoms of a benzene ring is 6, the number of ring atoms of a naphthalene ring is 10, and the number of ring atoms of a thienyl group is 5.

[0027] "Aryl or aromatic group" refers to an aromatic hydrocarbon group derived from an aromatic ring compound by removing a hydrogen atom, which can be a monocyclic aromatic group, a condensed aromatic group, or a polycyclic aromatic group. For polycyclic rings, at least one is an aromatic ring system. For example, "substituted or unsubstituted aromatic group having 6 to 30 ring atoms" refers to an aromatic group containing 6 to 30 ring atoms, preferably a substituted or unsubstituted aromatic group having 6 to 20 ring atoms, particularly preferably a substituted or unsubstituted aromatic group having 6 to 10 ring atoms, and the aromatic group is optionally further substituted; suitable examples include, but are not limited to: phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, fluoranthenyl, triphenylene, pyrenyl, perylene, naphthyl, fluorenyl, dinaphthylenyl, acenaphthene and derivatives thereof. It is understandable that multiple aromatic groups may also be interrupted by short non-aromatic units (e.g. <10% non-H atoms, such as C, N or O atoms), specifically acenaphthene, fluorene, or 9,9-diarylfluorene, triarylamine, diaryl ether systems should also be included in the definition of aromatic groups.

[0028] "Heteroaryl or heteroaromatic group" means that at least one carbon atom is replaced by a non-carbon atom on the basis of an aryl group, and the non-carbon atom may be an N atom, an O atom, an S atom, etc. For example, "substituted or unsubstituted heteroaryl having 5 to 40 ring atoms" means a heteroaryl having 5 to 30 ring atoms, preferably a substituted or unsubstituted heteroaryl having 6 to 30 ring atoms, more preferably a substituted or unsubstituted heteroaryl having 6 to 20 ring atoms, and particularly preferably a substituted or unsubstituted heteroaryl having 6 to 10 ring atoms, and the heteroaryl group is optionally further substituted, and suitable examples include, but are not limited to, thienyl, furanyl, pyrrolyl, oxadiazolyl, triazolyl, imidazolyl, pyridyl, bipyridyl, pyrimidyl, triazinyl, acridinyl, pyridazinyl, pyrazinyl, quinolyl, isoquinolyl, etc. and their derivatives.

[0029] In the present invention, "alkyl" may refer to a linear, branched and / or cyclic alkyl group. The carbon number of the linear alkyl group may be 1 to 30, 1 to 20, 1 to 10 or 1 to 6; the carbon number of the branched alkyl group may be 3 to 30, 3 to 20, 3 to 10 or 3 to 6; the carbon number of the cyclic alkyl group may be 3 to 30, 3 to 20, 3 to 10 or 3 to 6. Non-limiting examples of alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, 2-ethylbutyl, 3,3-dimethylbutyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, cyclopentyl, 1-methylpentyl, 3-methylpentyl, 2-ethylpentyl, 4-methyl-2-pentyl, n-hexyl, 1-methylhexyl, 2-ethylhexyl, 2-butylhexyl, cyclohexyl, 4-methylcyclohexyl, 4-tert-butylcyclohexyl, n-heptyl, 1-methylheptyl, 2,2-dimethylheptyl, 2-ethylheptyl, 2-butylheptyl, n-octyl, tert-octyl, 2-ethyloctyl, 2-butyloctyl, 2-hexyloctyl, 3,7-dimethyloctyl, cyclooctyl, n-nonyl, n-decyl, adamantyl, and the like.

[0030] The term "alkoxy" refers to a group having a structure of "-O-alkyl", i.e., an alkyl group as defined above is connected to other groups via an oxygen atom. Phrases containing the term, suitable examples include, but are not limited to, methoxy (-O-CH or -OMe), ethoxy (-O-CHCH or -OEt) and tert-butoxy (-OC(CH) or -OtBu).

[0031] The term "alkylthio" refers to a group having a structure of "-S-alkyl", i.e., an alkyl group as defined above is connected to other groups via a sulfur atom. Phrases containing the term, suitable examples include, but are not limited to, methylthio (-S-CH or -SMe), ethylthio (-S-CHCH or -SEt) and tert-butylthio (-SC(CH) or -StBu).

[0032] In the present invention, "*" connected to a single bond indicates a connection or fusion site;

[0033] In the present invention, when a linking site is not specified in a group, it means that any linking site in the group can be used as a linking site;

[0034] In the present invention, when a group contains multiple substituents with the same symbol, the substituents may be the same or different from each other. The six Rs on the benzene ring may be the same as or different from each other.

[0035] In the present invention, the single bond to which the substituent is connected runs through the corresponding ring, indicating that the substituent can be connected to any position of the ring, for example R is connected to any substitutable position of the benzene ring.

[0036] The “combination thereof”, “any combination thereof”, “combination of groups”, “combination” and the like used in the present invention include all suitable combinations of any two or more items in the listed groups.

[0037] In the present invention, “further”, “furthermore”, “particularly”, etc. are used for descriptive purposes to indicate differences in content, but should not be construed as limiting the scope of protection of the present invention.

[0038] In the present invention, "optionally", "optional", and "optional" mean optional, that is, any one of the two parallel solutions of "yes" or "no". If multiple "options" appear in a technical solution, unless otherwise specified and there is no contradiction or mutual restriction, each "optional" is independent.

[0039] The present invention provides a platinum-containing complex as shown in the general formula (I):

[0040]

[0041] in,

[0042] and independently selected from substituted or unsubstituted nitrogen-containing heteroaromatic groups having 6 to 30 ring atoms;

[0043] Each occurrence of Z is independently selected from O, S or NR3;

[0044] B represents a boron atom;

[0045] R1, R2, R3, each occurrence, is independently selected from -H, -D, -F, -Cl, -Br, -I, cyano, nitro, straight-chain alkyl having 1 to 20 C atoms, branched-chain alkyl having 3 to 20 C atoms or cyclic alkyl, straight-chain alkoxy having 1 to 20 C atoms, branched-chain alkoxy having 3 to 20 C atoms or cyclic alkoxy, straight-chain alkylthio having 1 to 20 C atoms, branched-chain alkylthio having 3 to 20 C atoms or cyclic alkylthio, substituted or unsubstituted aromatic group having 6 to 30 carbon atoms, substituted or unsubstituted heteroaromatic group having 5 to 30 ring atoms, or a group formed by a combination of the above groups;

[0046] The term "substituted or unsubstituted" means that the group is unsubstituted or is substituted with one or more substituents R * Substitute, the R *Each occurrence is independently selected from -D, -F, -Cl, -Br, -I, cyano, nitro, straight-chain alkyl having 1 to 20 C atoms, branched-chain alkyl or cyclic alkyl having 3 to 20 C atoms, straight-chain alkoxy having 1 to 20 C atoms, branched-chain alkoxy or cyclic alkoxy having 3 to 20 C atoms, straight-chain alkylthio having 1 to 20 C atoms, branched-chain alkylthio or cyclic alkylthio having 3 to 20 C atoms, aromatic groups having 6 to 30 carbon atoms, heteroaromatic groups having 5 to 30 ring atoms, or groups formed by combinations of the above groups.

[0047] Furthermore, the R * Each occurrence is independently selected from -D, -F, -Cl, -Br, -I, cyano, nitro, straight-chain alkyl having 1 to 10 C atoms, branched-chain alkyl or cyclic alkyl having 3 to 10 C atoms, straight-chain alkoxy having 1 to 10 C atoms, branched-chain alkoxy or cyclic alkoxy having 3 to 10 C atoms, straight-chain alkylthio having 1 to 10 C atoms, branched-chain alkylthio or cyclic alkylthio having 3 to 10 C atoms, aromatic groups having 6 to 10 carbon atoms, heteroaromatic groups having 5 to 10 ring atoms, or groups formed by combinations of the above groups.

[0048] Furthermore, the R * Each occurrence is independently selected from -D, -F, -Cl, -Br, -I, cyano, nitro, straight-chain alkyl having 1 to 6 C atoms, branched-chain alkyl or cyclic alkyl having 3 to 6 C atoms, straight-chain alkoxy having 1 to 6 C atoms, branched-chain alkoxy or cyclic alkoxy having 3 to 6 C atoms, straight-chain alkylthio having 1 to 6 C atoms, branched-chain alkylthio or cyclic alkylthio having 3 to 6 C atoms, aromatic groups having 6 to 10 carbon atoms, heteroaromatic groups having 5 to 10 ring atoms, or groups formed by combinations of the above groups.

[0049] In one embodiment, the Independently selected from one or more R * A substituted or unsubstituted nitrogen-containing heteroaromatic group having 6 to 20 ring atoms.

[0050] Furthermore, the Independently selected from one or more R * A substituted or unsubstituted nitrogen-containing heteroaromatic group having 6 to 10 ring atoms.

[0051] Preferably, the Independently selected from any of the following groups:

[0052]

[0053] Wherein: X is independently selected from CR4 or N at each occurrence;

[0054] R4 is independently selected from -H, -D, -F, -Cl, -Br, -I, cyano, nitro, straight-chain alkyl having 1 to 20 C atoms, branched-chain alkyl having 3 to 20 C atoms or cyclic alkyl, straight-chain alkoxy having 1 to 20 C atoms, branched-chain alkoxy having 3 to 20 C atoms or cyclic alkoxy, straight-chain alkylthio having 1 to 20 C atoms, branched-chain alkylthio having 3 to 20 C atoms or cyclic alkylthio, aromatic group having 6 to 30 carbon atoms, heteroaromatic group having 5 to 30 ring atoms, or a group formed by a combination of the above groups;

[0055] * indicates the attachment site.

[0056] Further, each occurrence of R4 is independently selected from -H, -D, -F, -Cl, -Br, -I, cyano, nitro, a straight-chain alkyl group having 1 to 10 C atoms, a branched-chain alkyl group or a cyclic alkyl group having 3 to 10 C atoms, a straight-chain alkoxy group having 1 to 10 C atoms, a branched-chain alkoxy group or a cyclic alkoxy group having 3 to 10 C atoms, a straight-chain alkylthio group having 1 to 10 C atoms, a branched-chain alkylthio group or a cyclic alkylthio group having 3 to 10 C atoms, an aromatic group having 6 to 10 carbon atoms, a heteroaromatic group having 5 to 10 ring atoms, or a group formed by a combination of the above groups.

[0057] Further, each occurrence of R4 is independently selected from -H, -D, -F, -Cl, -Br, -I, cyano, nitro, a straight-chain alkyl group having 1 to 6 C atoms, a branched-chain alkyl group or a cyclic alkyl group having 3 to 6 C atoms, a straight-chain alkoxy group having 1 to 6 C atoms, a branched-chain alkoxy group or a cyclic alkoxy group having 3 to 6 C atoms, a straight-chain alkylthio group having 1 to 6 C atoms, a branched-chain alkylthio group or a cyclic alkylthio group having 3 to 6 C atoms, an aromatic group having 6 to 10 carbon atoms, a heteroaromatic group having 5 to 10 ring atoms, or a group formed by a combination of the above groups.

[0058] In one embodiment, each occurrence of R4 is independently selected from -H, -D, methoxy, methyl, ethyl, n-propyl, isopropyl, or tert-butyl.

[0059] Preferably, the platinum-containing complex is selected from any of the following general formulas:

[0060]

[0061] Furthermore, the platinum-containing complex is selected from any of the following general formulas:

[0062]

[0063]

[0064] Furthermore, the platinum-containing complex The structure can be selected from any of the following general structures:

[0065]

[0066] In one embodiment, each occurrence of Z is selected from the same group.

[0067] In one embodiment, each occurrence of Z is selected from O.

[0068] In another embodiment, each occurrence of Z is selected from S.

[0069] In another embodiment, each occurrence of Z is selected from NR3. Preferably, each occurrence of R3 is independently selected from substituted or unsubstituted aromatic groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaromatic groups having 5 to 30 ring atoms.

[0070] In a specific embodiment, each occurrence of R3 is independently selected from substituted or unsubstituted phenyl. Further, each occurrence of R3 is independently selected from phenyl, or phenyl substituted by one or more straight chain alkyl groups having 1-6 C atoms or branched chain alkyl groups having 3-6 C atoms. Further, each occurrence of R3 is independently selected from phenyl, or phenyl substituted by one or more tert-butyl groups.

[0071] In one embodiment, each occurrence of R1 is independently selected from -H, -D, a linear alkyl group having 1 to 10 C atoms, a branched or cyclic alkyl group having 3 to 10 C atoms, a linear alkoxy group having 1 to 10 C atoms, a branched or cyclic alkoxy group having 3 to 10 C atoms, a linear alkylthio group having 1 to 10 C atoms, a branched or cyclic alkylthio group having 3 to 10 C atoms, an aromatic group having 6 to 10 carbon atoms, a heteroaromatic group having 5 to 10 ring atoms, or a group formed by a combination of the above groups.

[0072] Specifically, each occurrence of R1 is independently selected from -H, -D, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, methoxy, ethoxy, or phenyl.

[0073] In one embodiment, each occurrence of R2 is independently selected from -H, -D, a linear alkyl group having 1 to 10 C atoms, a branched alkyl group or a cyclic alkyl group having 3 to 10 C atoms, a linear alkoxy group having 1 to 10 C atoms, a branched alkoxy group or a cyclic alkoxy group having 3 to 10 C atoms, a linear alkylthio group having 1 to 10 C atoms, a branched alkylthio group or a cyclic alkylthio group having 3 to 10 C atoms, an aromatic group having 6 to 10 carbon atoms, a heteroaromatic group having 5 to 10 ring atoms, or a group formed by a combination of the above groups.

[0074] Specifically, each occurrence of R2 is independently selected from -H, -D, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, methoxy, ethoxy, or phenyl.

[0075] The platinum-containing complex provided by the present invention can be selected from the following structural formulas, but is not limited thereto:

[0076]

[0077]

[0078]

[0079]

[0080] Furthermore, the present invention relates to a mixture comprising at least one platinum-containing complex as described above and at least one other organic functional material, wherein the at least one other organic functional material can be selected from hole injection materials, hole transport materials, electron transport materials, electron injection materials, electron blocking materials, hole blocking materials, or host materials.

[0081] In a preferred embodiment, the another organic functional material is selected from a host material. Specifically, the host material can be selected from the following structural formula (IV):

[0082]

[0083] Wherein: R5 and R6 are each independently selected from -H, -D, a straight chain alkyl group having 1 to 20 C atoms, a branched chain alkyl group having 3 to 20 C atoms, or a cyclic alkyl group;

[0084] Ar3 and Ar4 are independently selected from one or more R # A substituted or unsubstituted aromatic group having 6 to 30 carbon atoms, replaced by one or more R # a substituted or unsubstituted heteroaromatic group having 5 to 30 ring atoms;

[0085] The R #Each occurrence is independently selected from -D, -F, -Cl, -Br, -I, cyano, nitro, straight-chain alkyl having 1 to 20 C atoms, branched-chain alkyl or cyclic alkyl having 3 to 20 C atoms, straight-chain alkoxy having 1 to 20 C atoms, branched-chain alkoxy or cyclic alkoxy having 3 to 20 C atoms, straight-chain alkylthio having 1 to 20 C atoms, branched-chain alkylthio or cyclic alkylthio having 3 to 20 C atoms, aromatic groups having 6 to 30 carbon atoms, heteroaromatic groups having 5 to 30 ring atoms, or groups formed by combinations of the above groups.

[0086] In one embodiment, each occurrence of R5 and R6 is independently selected from -H, -D, a linear alkyl group having 1 to 10 C atoms, a branched alkyl group having 3 to 10 C atoms, or a cyclic alkyl group.

[0087] In one embodiment, each occurrence of R6 is independently selected from methyl.

[0088] In one embodiment, Ar3 and Ar4 are independently selected from phenyl, biphenyl, # Substituted phenyl, substituted by one or more R # Substituted biphenyl; said R # Each occurrence is independently selected from -D, straight chain alkyl having 1 to 10 C atoms, or branched chain alkyl or cyclic alkyl having 3 to 10 C atoms.

[0089] Furthermore, the main material can be selected from the following structural formulas, but is not limited thereto:

[0090]

[0091] In one embodiment, the mass concentration of the platinum complex in the mixture is selected from 1-15 wt %.

[0092] Furthermore, the present invention also relates to an organic electroluminescent device, which comprises at least one organic functional layer, and the at least one organic functional layer comprises the platinum-containing complex or mixture as described above.

[0093] Furthermore, the organic electroluminescent device comprises a cathode, an anode and a light-emitting layer located between the cathode and the anode, and the light-emitting layer comprises the platinum-containing complex or mixture as described above.

[0094] The organic electroluminescent device according to the present invention may further comprise other organic functional layers, such as a hole injection layer, a hole transport layer, an electron blocking layer, an electron injection layer, an electron transport layer, and a hole blocking layer, but is not limited thereto.

[0095] The present invention also relates to the application of the electroluminescent device according to the present invention in various electronic devices, including, but not limited to, display devices, lighting devices, light sources, sensors and the like.

[0096] This example is an example of the synthesis of the platinum-containing complex provided by the present invention, but the present invention is not limited to the following example.

[0097] Synthesis Example of Platinum-Containing Complex

[0098] Synthesis Example 1: Synthesis of platinum-containing complex Pt-1

[0099]

[0100] Synthesis of compound 1-b:

[0101] Potassium tetrachloroplatinate (0.13 g, 0.4 mmol) and compound 1-a (0.09 g, 0.4 mmol) were placed in a dry two-necked bottle, and vacuumed and nitrogen filled for three cycles. Then, 10 mL of acetic acid solution was added under nitrogen flow, and stirred at 120°C for 24 hours. After cooling to room temperature, water (5 mL) was added. The filter cake was filtered, washed with water, methanol and ether, and dried to obtain about 0.15 g of the desired compound 1-b, with a yield of 80.9%. MALDI-TOF-MS: 461.59.

[0102] Synthesis of platinum-containing complex Pt-1:

[0103] Compound 1-b (0.09 g, 0.2 mmol), 1-c (0.08 g, 0.2 mmol), potassium carbonate (0.14 g, 1 mmol) were placed in a dry two-necked bottle, vacuumed and nitrogen filled for three cycles, and ethanol (10 mL) was added under nitrogen flow. Stir the reaction at room temperature for 24 hours. Filter by suction, dissolve the filter cake with dichloromethane, concentrate, and then recrystallize from a mixed solvent of dichloromethane and methanol to obtain about 91 mg of the platinum-containing complex Pt-1, with a yield of 65.4%. MALDI-TOF-MS: 695.67.

[0104] Synthesis Example 2: Synthesis of platinum-containing complex Pt-2

[0105]

[0106] Synthesis of compound 2-b:

[0107] Compound 2-a (0.17 g, 1 mmol), 2-bromo-4-methoxypyridine (0.45 g, 2.4 mmol), tetrakis(triphenylphosphine)palladium (0.01 g, 0.01 mmol) were added to a dry two-necked bottle, and the mixture was evacuated and nitrogen was filled for three cycles. Then, 12 mL of 1,4-dioxane and 6 mL of K2CO3 (2M) aqueous solution were added, and the mixture was stirred at 105°C for 12 hours, cooled to room temperature, extracted with dichloromethane, concentrated, and purified by silica gel column with ethyl acetate: petroleum ether = 1:4 (v / v) to obtain about 0.22 g of compound 2-b, with a yield of about 75.3%. MALDI-TOF-MS: 292.06.

[0108] Synthesis of compound 2-c:

[0109] Potassium tetrachloroplatinate (0.128 g, 0.4 mmol) and compound 2-b (0.117 g, 0.4 mmol) were placed in a dry two-necked bottle, and vacuumed and nitrogen filled for three cycles. Then, 10 mL of acetic acid solution was added under nitrogen flow, and stirred at 120°C for 24 hours. After cooling to room temperature, water (5 mL) was added. The filter cake was filtered, washed with water, methanol and ether, and dried to obtain about 0.13 g of the desired compound 2-c, with a yield of 63.2%. MALDI-TOF-MS: 521.95.

[0110] Synthesis of platinum-containing complex Pt-2:

[0111] Compound 2-c (0.1 g, 0.2 mmol), 1-c (0.08 g, 0.2 mmol), potassium carbonate (0.14 g, 1 mmol) were placed in a dry two-necked bottle, vacuumed and nitrogen filled for three cycles, and ethanol (10 mL) was added under nitrogen flow. Stir the reaction at room temperature for 24 hours. Filter by suction, dissolve the filter cake with dichloromethane, concentrate, and then recrystallize from a mixed solvent of dichloromethane and methanol to obtain about 98 mg of the platinum-containing complex Pt-2, with a yield of 64.9%. MALDI-TOF-MS: 755.28.

[0112] Synthesis Example 3: Synthesis of platinum-containing complex Pt-3

[0113]

[0114] Synthesis of compound 3-b:

[0115] Compound 3-a (0.6 g, 2 mmol), biboronic acid pinacol ester (1.14 g, 4.5 mmol), potassium acetate (2.65 g, 27.0 mmol) were added to a 100 mL double-necked bottle, 1,1'-bis(diphenylphosphino)ferrocene palladium chloride (0.09 g, 0.12 mmol) was added, and then 1,4-dioxane (200 mL) was added. After stirring for 10 minutes, the mixture was heated to 90 ° C under a nitrogen atmosphere and stirred for 12 hours. After the reaction was completed, the reaction mixture was cooled to room temperature, the organic phase was concentrated by rotary evaporation, and purified by silica gel column with ethyl acetate: petroleum ether = 1:5 (v / v) to obtain about 0.66 g of compound 3-b with a yield of 85.7%. MALDI-TOF-MS: 386.78.

[0116] Synthesis of compound 3-c:

[0117] Compound 3-b (0.39 g, 1 mmol), 2-bromo-4-methoxypyridine (0.484 g, 2.4 mmol), tetrakis(triphenylphosphine)palladium (0.01 g, 0.01 mmol) were added to a dry two-necked bottle, and the mixture was evacuated and filled with nitrogen for three cycles. Then, 12 mL of 1,4-dioxane and 6 mL of K2CO3 (2M) aqueous solution were added, and the mixture was stirred at 105°C for 12 hours, cooled to room temperature, extracted with dichloromethane, concentrated, and purified by silica gel column with ethyl acetate: petroleum ether = 1:4 (v / v) to obtain about 0.26 g of compound 3-c, with a yield of 73.8%. MALDI-TOF-MS: 349.14.

[0118] Synthesis of compound 3-d:

[0119] Potassium tetrachloroplatinate (0.13 g, 0.4 mmol) and compound 3-c (0.14 g, 0.4 mmol) were placed in a dry two-necked bottle, vacuumed and nitrogen filled for three cycles, then 10 mL of acetic acid solution was added under nitrogen flow, stirred and reacted at 120°C for 24 hours, cooled to room temperature, and water (5 mL) was added. Filtered by suction, the filter cake was washed with water, methanol and ether, and dried to obtain about 0.17 g of compound 3-d, with a yield of 74.8%. MALDI-TOF-MS: 577.61.

[0120] Synthesis of platinum-containing complex Pt-3:

[0121] Place 3-d (0.12 g, 0.2 mmol), compound 1-c (0.08 g, 0.2 mmol), potassium carbonate (0.14 g, 1 mmol) in a dry two-necked bottle, evacuate and fill with nitrogen for three cycles, and add ethanol (10 mL) under nitrogen flow. Stir and react for 24 hours at room temperature. Filter by suction, dissolve the filter cake with dichloromethane, concentrate, and then recrystallize from a mixed solvent of dichloromethane and methanol to obtain about 103 mg of platinum-containing complex Pt-3, with a yield of 63.4%. MALDI-TOF-MS: 811.44.

[0122] Synthesis Example 4: Synthesis of platinum-containing complex Pt-4

[0123]

[0124] Synthesis of compound 4-b:

[0125] Compound 4-a (0.28 g, 0.57 mmol), biboronic acid pinacol ester (0.160 g, 0.630 mmol), potassium acetate (0.600 g, 6.114 mmol) were added to a 100 mL double-necked bottle, 1,1'-bis(diphenylphosphino)ferrocene palladium chloride (0.021 g, 0.029 mmol) was added, and then 1,4-dioxane (25 mL) was added. After stirring for 10 minutes, the mixture was heated to 90 ° C under a nitrogen atmosphere and stirred for 12 hours. After the reaction was completed, the reaction mixture was cooled to room temperature, the organic phase was concentrated by rotary evaporation, and purified by silica gel column with ethyl acetate: petroleum ether = 1:5 (v / v) to obtain about 0.25 g of compound 4-b with a yield of 81.5%. MALDI-TOF-MS: 540.71.

[0126] Synthesis of Platinum-containing Complex Pt-4

[0127] Compound 4-b (0.11 g, 0.2 mmol), compound 1-b (0.09 g, 0.2 mmol), potassium carbonate (0.14 g, 1 mmol) were placed in a dry double-necked bottle, vacuumed and nitrogen filled for three cycles, and ethanol (10 mL) was added under nitrogen flow. Stir the reaction at room temperature for 24 hours. Filter by suction, dissolve the filter cake with dichloromethane, concentrate, and then recrystallize from a mixed solvent of dichloromethane and methanol to obtain about 109 mg of platinum-containing complex Pt-4, with a yield of 64.9%. MALDI-TOF-MS: 839.46.

[0128] Synthesis Example 5: Synthesis of platinum-containing complex Pt-5

[0129]

[0130] Synthesis of compound 5-b:

[0131] 5-a (0.22 g, 0.57 mmol), biboronic acid pinacol ester (0.160 g, 0.630 mmol), potassium acetate (0.600 g, 6.114 mmol) were added to a 100 mL double-necked bottle, 1,1'-bis(diphenylphosphino)ferrocene palladium chloride (0.021 g, 0.029 mmol) was added, and then 1,4-dioxane (25 mL) was added. After stirring for 10 minutes, the mixture was heated to 90 ° C under a nitrogen atmosphere and stirred for 12 hours. After the reaction was completed, the reaction mixture was cooled to room temperature, the organic phase was concentrated by rotary evaporation, and purified by silica gel column with ethyl acetate: petroleum ether = 1:5 (v / v) to obtain about 0.19 g of compound 5-b with a yield of 77.4%. MALDI-TOF-MS: 428.79.

[0132] Synthesis of Platinum-containing Complex Pt-5

[0133] Place compound 2-c (0.10 g, 0.2 mmol), compound 5-b (0.09 g, 0.2 mmol), potassium carbonate (0.14 g, 1 mmol) in a dry double-necked bottle, evacuate and fill with nitrogen for three cycles, and add ethanol (10 mL) under nitrogen flow. Stir and react for 24 hours at room temperature. Filter by suction, dissolve the filter cake with dichloromethane, concentrate, and then recrystallize from a mixed solvent of dichloromethane and methanol to obtain about 114 g of platinum-containing complex Pt-5, with a yield of 72.4%. MALDI-TOF-MS: 787.05.

[0134] Synthesis Example 6: Synthesis of platinum-containing complex Pt-7

[0135]

[0136] Synthesis of compound 6-b:

[0137] 6-a (0.29 g, 0.57 mmol), biboronic acid pinacol ester (0.16 g, 0.63 mmol), potassium acetate (0.60 g, 6.11 mmol) were added to a 100 mL double-necked bottle, 1,1'-bis(diphenylphosphino)ferrocene palladium chloride (0.021 g, 0.029 mmol) was added, and then 1,4-dioxane (25 mL) was added. After stirring for 10 minutes, the mixture was heated to 90 ° C under a nitrogen atmosphere and stirred for 12 hours. After the reaction was completed, the reaction mixture was cooled to room temperature, the organic phase was concentrated by rotary evaporation, and purified by silica gel column with ethyl acetate: petroleum ether = 1:5 (v / v) to obtain about 0.25 g of compound 6-b with a yield of 80.6%. MALDI-TOF-MS: 547.13.

[0138] Synthesis of platinum-containing complex Pt-7:

[0139] Compound 1-b (0.09 g, 0.2 mmol), compound 6-b (0.11 g, 0.2 mmol), potassium carbonate (0.14 g, 1 mmol) were placed in a dry two-necked bottle, vacuumed and nitrogen filled for three cycles, and ethanol (10 mL) was added under nitrogen flow. Stir the reaction at room temperature for 24 hours. Filter by suction, dissolve the filter cake with dichloromethane, concentrate, and then recrystallize from a mixed solvent of dichloromethane and methanol to obtain about 127 mg of platinum-containing complex Pt-7, with a yield of 75.1%. MALDI-TOF-MS: 845.37.

[0140] Synthesis Example 7: Synthesis of platinum-containing complex Pt-9

[0141]

[0142] Synthesis of compound 7-b:

[0143] Compound 7-a (0.41 g, 0.57 mmol), biboronic acid pinacol ester (0.16 g, 0.63 mmol), potassium acetate (0.60 g, 6.1 mmol) were added to a 100 mL double-necked bottle, 1,1'-bis(diphenylphosphino)ferrocene palladium chloride (0.021 g, 0.029 mmol) was added, and then 1,4-dioxane (25 mL) was added. After stirring for 10 minutes, the mixture was heated to 90 ° C under a nitrogen atmosphere and stirred for 12 hours. After the reaction was completed, the reaction mixture was cooled to room temperature, the organic phase was concentrated by rotary evaporation, and purified by silica gel column with ethyl acetate: petroleum ether = 1:5 (v / v) to obtain about 0.29 g of compound 7-b with a yield of 66.1%. MALDI-TOF-MS: 770.25.

[0144] Synthesis of platinum-containing complex Pt-9:

[0145] Place compound 2-c (0.1 g, 0.2 mmol), compound 7-b (0.16 g, 0.2 mmol), potassium carbonate (0.14 g, 1 mmol) in a dry double-necked bottle, evacuate and fill with nitrogen for three cycles, and add ethanol (10 mL) under nitrogen flow. Stir and react for 24 hours at room temperature. Filter by suction, dissolve the filter cake with dichloromethane, concentrate, and then recrystallize from a mixed solvent of dichloromethane and methanol to obtain about 142 mg of platinum-containing complex Pt-9, with a yield of 62.8%. MALDI-TOF-MS: 1130.83.

[0146] Synthesis Example 8: Synthesis of platinum-containing complex Pt-10

[0147]

[0148] Synthesis of compound 8-b:

[0149] Compound 8-a (0.56 g, 2 mmol), 2-bromoisoquinoline (0.50 g, 2.4 mmol), tetrakis(triphenylphosphine)palladium (0.01 g, 0.01 mmol) were added to a dry two-necked bottle, and the mixture was evacuated and nitrogen was filled for three cycles. Then, 12 mL of 1,4-dioxane and 6 mL of K2CO3 (2M) aqueous solution were added, and the mixture was stirred at 105°C for 12 hours, cooled to room temperature, extracted with dichloromethane, concentrated, and purified by silica gel column with ethyl acetate: petroleum ether = 1:4 (v / v) to obtain about 0.37 g of compound 8-b, with a yield of about 64.8%. MALDI-TOF-MS: 282.04.

[0150] Synthesis of compound 8-c:

[0151] Potassium tetrachloroplatinate (0.13 g, 0.4 mmol) and compound 8-b (0.11 g, 0.4 mmol) were placed in a dry two-necked bottle, vacuumed and nitrogen filled for three cycles, then 10 mL of acetic acid solution was added under nitrogen flow, stirred and reacted at 120°C for 24 hours, cooled to room temperature, and water (5 mL) was added. Filtered by suction, the filter cake was washed with water, methanol and ether, and dried to obtain about 0.15 g of compound 8-c, with a yield of 74.7%. MALDI-TOF-MS: 511.69.

[0152] Synthesis of platinum-containing complex Pt-10:

[0153] Compound 8-c (0.10 g, 0.2 mmol), compound 1-c (0.08 g, 0.2 mmol), potassium carbonate (0.14 g, 1 mmol) were placed in a dry two-necked bottle, vacuumed and nitrogen filled for three cycles, and ethanol (10 mL) was added under nitrogen flow. Stir the reaction at room temperature for 24 hours. Filter by suction, dissolve the filter cake with dichloromethane, concentrate, and then recrystallize from a mixed solvent of dichloromethane and methanol to obtain about 101 mg of platinum-containing complex Pt-10, with a yield of 67.7%. MALDI-TOF-MS: 745.42.

[0154] Synthesis Example 9: Synthesis of platinum-containing complex Pt-19

[0155]

[0156] Synthesis of compound 9-b:

[0157] Potassium tetrachloroplatinate (0.13 g, 0.4 mmol) and compound 9-a (0.13 g, 0.4 mmol) were placed in a dry two-necked bottle, and vacuumed and nitrogen filled for three cycles. Then, 10 mL of acetic acid solution was added under nitrogen flow, and stirred at 120°C for 24 hours. After cooling to room temperature, water (5 mL) was added. The filter cake was filtered, washed with water, methanol and ether, and dried to obtain about 0.18 g of the desired compound 9-b, with a yield of 79.6%. MALDI-TOF-MS: 561.86.

[0158] Synthesis of platinum complex Pt-19:

[0159] Compound 9-b (0.11 g, 0.2 mmol), compound 1-c (0.08 g, 0.2 mmol), potassium carbonate (0.14 g, 1 mmol) were placed in a dry two-necked bottle, vacuumed and nitrogen filled for three cycles, and ethanol (10 mL) was added under nitrogen flow. Stir the reaction at room temperature for 24 hours. Filter by suction, dissolve the filter cake with dichloromethane, concentrate, and then recrystallize from a mixed solvent of dichloromethane and methanol to obtain about 112 mg of platinum-containing complex Pt-19, with a yield of 70.4%. MALDI-TOF-MS: 795.26.

[0160] Synthesis Example 10: Synthesis of platinum-containing complex Pt-34

[0161]

[0162] Synthesis of compound 10-b:

[0163] Potassium tetrachloroplatinate (0.13 g, 0.4 mmol) and compound 10-a (0.13 g, 0.4 mmol) were placed in a dry two-necked bottle, and vacuumed and nitrogen filled for three cycles. Then, 10 mL of acetic acid solution was added under nitrogen flow, and stirred at 120°C for 24 hours. After cooling to room temperature, water (5 mL) was added. The filter cake was filtered, washed with water, methanol and ether, and dried to obtain about 0.19 g of compound 10-b, with a yield of 84.5%. MALDI-TOF-MS: 561.28.

[0164] Synthesis of platinum-containing complex Pt-34:

[0165] Compound 10-b (0.11 g, 0.2 mmol), compound 1-c (0.08 g, 0.2 mmol), potassium carbonate (0.14 g, 1 mmol) were placed in a dry two-necked bottle, vacuumed and nitrogen filled for three cycles, and ethanol (10 mL) was added under nitrogen flow. Stir the reaction at room temperature for 24 hours. Filter by suction, dissolve the filter cake with dichloromethane, concentrate, and then recrystallize from a mixed solvent of dichloromethane and methanol to obtain about 128 mg of platinum-containing complex Pt-34, with a yield of 80.4%. MALDI-TOF-MS: 795.96.

[0166] Synthesis Example 11: Synthesis of platinum-containing complex Pt-40

[0167]

[0168] Synthesis of compound 11-b:

[0169] Potassium tetrachloroplatinate (0.128 g, 0.4 mmol) and compound 11-a (0.09 g, 0.4 mmol) were placed in a dry two-necked bottle, and vacuumed and nitrogen filled for three cycles. Then, 10 mL of acetic acid solution was added under nitrogen flow, and stirred at 120°C for 24 hours. After cooling to room temperature, water (5 mL) was added. The filter cake was filtered, washed with water, methanol and ether, and dried to obtain about 0.15 g of compound 11-b, with a yield of 79.8%. MALDI-TOF-MS: 463.58.

[0170] Synthesis of platinum-containing complex Pt-40:

[0171] Compound 11-b (0.09 g, 0.2 mmol), compound 1-c (0.08 g, 0.2 mmol), potassium carbonate (0.14 g, 1 mmol) were placed in a dry two-necked bottle, vacuumed and nitrogen filled for three cycles, and ethanol (10 mL) was added under nitrogen flow. Stir the reaction at room temperature for 24 hours. Filter by suction, dissolve the filter cake with dichloromethane, concentrate, and then recrystallize from a mixed solvent of dichloromethane and methanol to obtain about 91 mg of platinum-containing complex Pt-40, with a yield of 65.2%. MALDI-TOF-MS: 697.15.

[0172] Synthesis Example 12: Synthesis of platinum-containing complex Pt-51

[0173]

[0174] Synthesis of compound 12-a

[0175] 8-a (0.562 g, 2 mmol), 2-bromoquinoline (0.499 g, 2.4 mmol), tetrakis(triphenylphosphine)palladium (0.01 g, 0.01 mmol) were added to a dry two-necked bottle, and the mixture was evacuated and filled with nitrogen for three cycles. Then, 12 mL of 1,4-dioxane and 6 mL of K2CO3 (2M) aqueous solution were added, and the mixture was stirred at 105°C for 12 hours, cooled to room temperature, extracted with dichloromethane, concentrated, and purified by silica gel column with ethyl acetate: petroleum ether = 1:4 (v / v) to obtain about 0.34 g of compound 12-a, with a yield of 59.8%. MALDI-TOF-MS: 282.72.

[0176] Synthesis of compound 12-b

[0177] Potassium tetrachloroplatinate (0.128 g, 0.4 mmol) and compound 12-a (0.11 g, 0.4 mmol) were placed in a dry two-necked bottle, vacuumed and nitrogen filled for three cycles, then 10 mL of acetic acid solution was added under nitrogen flow, stirred at 120°C for 24 hours, cooled to room temperature, and water (5 mL) was added. Filtered by suction, the filter cake was washed with water, methanol and ether, and dried to obtain about 0.14 g of compound 12-b, with a yield of 69.7%. MALDI-TOF-MS: 512.09.

[0178] Synthesis of platinum complex Pt-51:

[0179] Compound 12-b (0.10 g, 0.2 mmol), compound 9-c (0.10 g, 0.2 mmol), potassium carbonate (0.14 g, 1 mmol) were placed in a dry two-necked bottle, vacuumed and nitrogen filled for three cycles, and ethanol (10 mL) was added under nitrogen flow. Stir the reaction at room temperature for 24 hours. Filter by suction, dissolve the filter cake with dichloromethane, concentrate, and then recrystallize from a mixed solvent of dichloromethane and methanol to obtain about 107 mg of platinum-containing complex Pt-51, with a yield of 62.4%. MALDI-TOF-MS: 857.38.

[0180] Preparation and characterization examples of OLED devices:

[0181] Device Example 1

[0182] like Figure 1 The OLED device structure shown is:

[0183] ITO / HATCN (5nm) / TAPC (30nm) / TCTA (15nm) / platinum complex (10wt%): (H-1) (90wt%) (45nm) / ANT-BIZ (40nm) / Liq (2nm) / Al (100nm)

[0184] Its preparation comprises the following steps:

[0185] a. Clean the ITO conductive glass anode layer with detergent, rinse it, and then use deionized water, acetone, and isopropanol to ultrasonically clean it for 15 minutes, then blow it dry with nitrogen and treat it in a plasma cleaner for 5 minutes to improve the electrode work function.

[0186] b. Move the ITO conductive glass substrate into the vacuum vapor deposition equipment and place it in a high vacuum (1×10 -6 Under the condition of 100 mbar, the hole injection layer material HATCN was evaporated to a thickness of 5 nm.

[0187] c. A hole transport material compound TAPC is evaporated on the hole injection layer with a thickness of 30 nm to form a hole transport layer.

[0188] d. An electron blocking material compound TCTA is evaporated on the hole transport layer with a thickness of 15 nm to form an electron blocking layer.

[0189] e. Vapor depositing a light-emitting layer on the electron blocking layer, wherein the host material is selected from (H-1), the guest light-emitting material is selected from the platinum-containing complex Pt-1, the mass ratio of (H-1) to the platinum-containing complex Pt-1 is 9:1, and the thickness is 45 nm, to form a light-emitting layer;

[0190] f. Vapor-depositing an electron transport material compound ANT-BIZ on the light-emitting layer with a thickness of 40 nm to form an electron transport layer;

[0191] g. Liq / Al (2nm / 100nm) was evaporated on the electron transport layer to form a cathode.

[0192] h. Packaging: The device is packaged with UV-curable resin in a nitrogen glove box.

[0193]

[0194] Preparation of Device Examples 2-12:

[0195] The OLED device structure and preparation method of device embodiments 2-12 are the same as the OLED device structure and preparation method of device embodiment 1, with the difference that the guest luminescent material platinum complex Pt-1 in the luminescent layer is replaced by platinum complex Pt-2, platinum complex Pt-3, platinum complex Pt-4, platinum complex Pt-5, platinum complex Pt-7, platinum complex Pt-9, platinum complex Pt-10, platinum complex Pt-19, platinum complex Pt-34, platinum complex Pt-40 and platinum complex Pt-51, respectively, as shown in Table 1 for details.

[0196] The current-voltage-luminance (JVL) characteristics of the OLED device prepared above were characterized by characterization equipment, and important parameters such as efficiency and external quantum efficiency were recorded. After testing, the maximum external quantum efficiency (EQE) of OLED was 26.1%, as shown in Table 1:

[0197] Table 1

[0198] Device Embodiment Guest luminescent material in the luminescent layer EQE(%) Device Example 1 Platinum-containing complex Pt-1 20.8 Device Example 2 Platinum-containing complex Pt-2 21.2 Device Example 3 Platinum-containing complex Pt-3 21.6 Device Example 4 Platinum-containing complex Pt-4 18.9 Device Example 5 Platinum-containing complex Pt-5 19.4 Device Example 6 Platinum-containing complex Pt-7 17.2 Device Example 7 Platinum-containing complex Pt-9 18.5 Device Example 8 Platinum-containing complex Pt-10 23.5 Device Example 9 Platinum-containing complex Pt-19 25.7 Device Example 10 Platinum complex Pt-34 26.1 Device Example 11 Platinum complex Pt-40 20.3 Device Example 12 Platinum complex Pt-51 24.4

[0199] According to the data in Table 1, when the platinum-containing complex provided by the present invention is used as a guest luminescent material of a phosphorescent light-emitting layer in an organic electroluminescent device, it exhibits good external quantum efficiency, especially when the guest luminescent material is selected from the platinum-containing complex Pt-34, the EQE exceeds 26%. It can be seen that the platinum-containing complex prepared by the present invention can effectively improve the efficiency of OLED devices and provide a better material option for full-color display and lighting applications.

[0200] Obviously, the above embodiments are merely examples for the purpose of clear explanation, and are not intended to limit the implementation methods. For those skilled in the art, other different forms of changes or modifications can be made based on the above description. It is not necessary and impossible to list all the implementation methods here. The obvious changes or modifications derived therefrom are still within the scope of protection of the invention.

Claims

1. A platinum-containing complex, characterized in that: The platinum-containing complex has a structure as shown in general formula (I): in, independently selected from substituted or unsubstituted nitrogen-containing heteroaromatic groups having 6 to 30 ring atoms; Each occurrence of Z is independently selected from O, S or NR3; B represents a boron atom; R1, R2, R3, each occurrence, is independently selected from -H, -D, -F, -Cl, -Br, -I, cyano, nitro, straight-chain alkyl having 1 to 20 C atoms, branched-chain alkyl having 3 to 20 C atoms or cyclic alkyl, straight-chain alkoxy having 1 to 20 C atoms, branched-chain alkoxy having 3 to 20 C atoms or cyclic alkoxy, straight-chain alkylthio having 1 to 20 C atoms, branched-chain alkylthio having 3 to 20 C atoms or cyclic alkylthio, substituted or unsubstituted aromatic group having 6 to 30 carbon atoms, substituted or unsubstituted heteroaromatic group having 5 to 30 ring atoms, or a group formed by a combination of the above groups; The term "substituted or unsubstituted" means that the group is unsubstituted or is substituted with one or more substituents R * Substitution, the R * Each occurrence is independently selected from -D, -F, -Cl, -Br, -I, cyano, nitro, straight-chain alkyl having 1 to 20 C atoms, branched-chain alkyl or cyclic alkyl having 3 to 20 C atoms, straight-chain alkoxy having 1 to 20 C atoms, branched-chain alkoxy or cyclic alkoxy having 3 to 20 C atoms, straight-chain alkylthio having 1 to 20 C atoms, branched-chain alkylthio or cyclic alkylthio having 3 to 20 C atoms, aromatic groups having 6 to 30 carbon atoms, heteroaromatic groups having 5 to 30 ring atoms, or groups formed by combinations of the above groups.

2. The platinum-containing complex according to claim 1, characterized in that: Said Independently selected from any of the following groups: Wherein: X is independently selected from CR4 or N at each occurrence; R4 is independently selected from -H, -D, -F, -Cl, -Br, -I, cyano, nitro, straight-chain alkyl having 1 to 20 C atoms, branched-chain alkyl having 3 to 20 C atoms or cyclic alkyl, straight-chain alkoxy having 1 to 20 C atoms, branched-chain alkoxy having 3 to 20 C atoms or cyclic alkoxy, straight-chain alkylthio having 1 to 20 C atoms, branched-chain alkylthio having 3 to 20 C atoms or cyclic alkylthio, aromatic group having 6 to 30 carbon atoms, heteroaromatic group having 5 to 30 ring atoms, or a group formed by a combination of the above groups; * indicates the attachment site.

3. The platinum-containing complex according to claim 2, characterized in that: The platinum-containing complex is selected from any of the following general formulas:

4. The platinum-containing complex according to claim 2, characterized in that: The platinum-containing complex is selected from any of the following general formulas:

5. The platinum-containing complex according to claim 4, characterized in that: Each occurrence of R1 is independently selected from -H, -D, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, methoxy, ethoxy, or phenyl.

6. The platinum-containing complex according to claim 4, characterized in that: Each occurrence of R2 is independently selected from -H, -D, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, methoxy, ethoxy, or phenyl.

7. The platinum-containing complex according to claim 1, characterized in that: The platinum-containing complex is selected from any of the following structural formulas:

8. A mixture, characterized in that: The mixture contains at least one platinum-containing complex as described in any one of claims 1 to 7 and at least another organic functional material; the at least another organic functional material is selected from a hole injection material, a hole transport material, an electron transport material, an electron injection material, an electron blocking material, a hole blocking material, or a host material.

9. An organic electroluminescent device, characterized in that: The organic electroluminescent device comprises at least one organic functional layer, and the at least one organic functional layer comprises the platinum-containing complex according to any one of claims 1 to 7 or the mixture according to claim 8.

10. The organic electroluminescent device according to claim 9, characterized in that: The organic electroluminescent device comprises a cathode, an anode and a light-emitting layer located between the cathode and the anode, wherein the light-emitting layer comprises the platinum-containing complex according to any one of claims 1 to 7 or the mixture according to claim 8.

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