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Platinum complex for organic electroluminescence devices and preparation method of platinum complex

An electroluminescent device and platinum complex technology, which is applied in the fields of electro-solid devices, chemical instruments and methods, semiconductor/solid-state device manufacturing, etc., can solve the problem of poor solubility of platinum complexes, which is not conducive to the preparation of organic electroluminescent devices. , the performance of small molecule OLED devices, etc., to achieve high-quality light radiation characteristics, good solubility, and high yield.

Active Publication Date: 2019-05-10
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although this method can reduce fluorescence quenching and enhance thermal stability to a certain extent, the solubility of the platinum complex becomes poor, which is not conducive to the preparation of organic electroluminescent devices by the solution method of the platinum complex, and the solubility is very important for the solution method. Fabrication of small-molecule OLED devices has a large impact on the performance of

Method used

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  • Platinum complex for organic electroluminescence devices and preparation method of platinum complex
  • Platinum complex for organic electroluminescence devices and preparation method of platinum complex
  • Platinum complex for organic electroluminescence devices and preparation method of platinum complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Preparation of (FONPy)Pt complexes:

[0033] (1) Under nitrogen protection, take potassium tetrachloroplatinate K 2 (PtCl 4 ) (1.65g, 3.9mmol) was added to the reaction flask, and redistilled dimethylsulfoxide DMSO (7.5mL) and deionized water (2mL) were added to the reaction flask, and stirred at room temperature at 25°C for 1h. After the stirring was completed, the reaction The bottle was placed in the refrigerator for 12 hours, suction filtered, and washed with water to obtain the yellow needle-like product dimethyl sulfoxide-platinum dichloride Pt(DMSO) 2 Cl 2 , dried and weighed to obtain 1.38g product, the calculated yield was 79.5%.

[0034]

[0035] (2) Under nitrogen protection, weigh the second ligand 4,5-diazofluoren-9-one (0.3g, 1.5mmol) and the Pt(DMSO) obtained in step (1) 2 Cl 2 (0.6g, 1.5mmol) was added to the reaction flask, 2-methoxyethanol (15mL) was added to the reaction flask, and reacted for 2h at 125°C, the solution changed from yellow to g...

Embodiment 2

[0038] Preparation of (SPFPy)Pt complexes:

[0039] (1)Pt(DMSO) 2 Cl 2 The preparation process is the same as step (1) in Example 1, and will not be repeated here.

[0040] (2) Under nitrogen protection, weigh the second ligand 4A'4B', 8A'9a'tetrahydrospiro[cyclopentadieno[2,1-B:3,4-B']bipyridine 5,9 'fluorene], hereinafter referred to as (SPFPy)Pt ligand (0.45g, 1.5mmol) and the Pt(DMSO) obtained in step (1) 2 Cl 2 (0.6g, 1.5mmol) was added to the reaction flask, 2-methoxyethanol (15mL) was added to the reaction flask, and reacted for 2h at 122°C, the solution changed from yellow to green, cooled to room temperature, and NaAc (1.2g, 9.0mmol) and the first ligand CF 3 BPZ (0.45g, 1.5mmol), reacted at 132°C for 8h, cooled to room temperature after the reaction, added dichloromethane for extraction, spin-dried, and purified by chromatography with dichloromethane as eluent to obtain the yellow powder product biimidazole- The spirofluorene platinum complex (ie (SPFPy)Pt com...

Embodiment 3

[0043] Preparation of (ECzPy)Pt complexes:

[0044] (1)Pt(DMSO) 2 Cl 2 The preparation process is the same as step (1) in Example 1, and will not be repeated here.

[0045] (2) Under nitrogen protection, weigh 4,5-diazofluoren-9-one (3g, 15.4mmol) and N-ethylcarbazole (7.25g, 24.6mmol) into the reaction flask, and add Dichloromethane solvent (100ml) was dissolved, Eaton's reagent was added dropwise in the reaction flask, reacted at 101°C for 13h, cooled to room temperature, added aqueous sodium bicarbonate to adjust to neutrality, then added dichloromethane for extraction, spin-dried, and Dichloromethane was purified by chromatography as eluent to obtain white powder product 5,5-bis(9-ethyl-9H-carbazol-4-yl)-5H-cyclopentadiene[2,1-B: 3,4-B']bipyridine, hereinafter referred to as the carbazole ligand ECzFN, was dried and weighed to obtain 7.2 g of the product, with a calculated yield of 81%. 1 HNMR (400MHz, DMSO-d 6 )δ8.70 (s, 2H), 8.14 (d, J = 7.6Hz, 2H), 7.93 (d, J = 8.0...

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Abstract

The invention discloses a platinum complex for organic electroluminescence devices and a preparation method of the platinum complex. Different steric hindrance groups including carbonyl, spiral structures and carbazole groups, then coordination with synthesized Pt(DMSO)Cl2 is performed to generate the platinum complex, and a structural general formula of the platinum complex is as shown in the specification. The platinum complex is high in thermal stability, great in optical radiation characteristic and high in solubility, and the platinum complex can be prepared according to a solution methodto reduce device manufacturing cost. The preparation method of the platinum complex is simple, mild in reaction condition, easy in separation and purification and high in yield. The electroluminescence devices prepared from the platinum complex as a guest material are characterized in that the starting voltage is 2.8V, the maximum luminance is 15408.6cd / m<2>, the maximum current efficiency is 16.0cd / A, high electroluminescence spectrum purity is realized, and a single emission peak is shown without impurity peaks.

Description

technical field [0001] The invention relates to a platinum complex and a preparation method thereof, in particular to a platinum complex for an organic electroluminescent device and a preparation method thereof. Background technique [0002] As a new display technology, organic electroluminescent devices are widely used in flat panel display, solid-state lighting and other fields. Heavy metal complexes, such as iridium complexes, platinum complexes, etc., can simultaneously collect triplet excitons and singlet excitons due to the coupling effect between orbitals and spins, achieving 100% internal quantum yield, which is considered It is an effective material for preparing organic electroluminescent devices, such as organic light-emitting diodes (Organic light-emitting diode, OLED). [0003] Platinum complexes can be divided into three categories according to the composition of their main ligands: phenylpyridine C^N ligands, phenylimidazole C^N ligands and phenylbipyridine N...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06H01L51/54
Inventor 叶尚辉肖燏萍周舟张猛项太黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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