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Rare earth complexes chelated by aromatic base substituted diphosphine dioxide and its synthesizing process

A technology of rare earth complexes and double oxides, applied in chemical instruments and methods, compounds of group 5/15 elements of the periodic table, compounds containing elements of group 3/13 of the periodic table, etc. base compound etc.

Inactive Publication Date: 2005-10-26
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Compared with similar triphenylphosphine oxides (TPPO), the bidentate ligand material used in the present invention fundamentally solves three problems in TPPO in terms of electroluminescence: 1. Solve the loose complex structure Problems leading to exciplex formation

Method used

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  • Rare earth complexes chelated by aromatic base substituted diphosphine dioxide and its synthesizing process
  • Rare earth complexes chelated by aromatic base substituted diphosphine dioxide and its synthesizing process
  • Rare earth complexes chelated by aromatic base substituted diphosphine dioxide and its synthesizing process

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Experimental program
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Effect test

Embodiment 1、2

[0055] The synthesis of embodiment 1,2,2'-diphenylphosphine phenyl ether (DPEphos)

[0056] Room temperature N 2 Add 32ml (1.6M) n-butyllithium (n-BuLi) and 6.0g (51.2mmol) tetramethylethylenediamine (TMEDA) into the two-necked bottle under the atmosphere and dissolve them in tetrahydrofuran, stir for a while, and drop 4g ( 23.5mmol) phenyl ether / 15ml tetrahydrofuran solution, react overnight; extract 9.8ml (54.6mmol) diphenylphosphine chloride (Ph 2 PCl) was diluted with 15ml of n-hexane and added dropwise to the system, a white precipitate appeared, and reacted overnight. The system was extracted with dichloromethane and water layers, the organic phase was dried and spin-dried, and the product was washed with acetone to obtain a white solid.

[0057] 1 H NMR (CDCl 3 ): 7.310-7.389(13H), 7.223-7.290(2H), 7.101-7.192(8H), 6.995-7.064(2H), 6.670-6.736(2H), 6.565-6.631(2H).

Embodiment 2、2

[0058] Embodiment 2,2, the synthesis of 2'-diphenylphosphine oxygen phenyl ether (DPEphos Oxide)

[0059] Add 0.527g (1mmol) 2,2'-diphenylphosphine phenyl ether (DPEphos) into the two-neck bottle at room temperature, dissolve it with 30ml 1,4-dioxane, and draw 0.15ml (2.8mmol) with a syringe30 % hydrogen peroxide aqueous solution was added dropwise to the system, stirred vigorously, white precipitate appeared, and reacted for 3 hours. The precipitate was filtered, and the obtained white precipitate was washed with 10 ml of dioxane, 2×10 ml of water and 10 ml of acetone to obtain a white solid.

[0060] 1 H NMR (CDCl 3 ): 7.558-7.768 (10H), 7.194-7.544 (12H), 7.120-7.193 (2H), 7.036-7.118 (2H), 5.983-6.080 (2H).

Embodiment 3

[0061] Embodiment 3, rare earth complex Eu(TTA) 3 Synthesis of (DPEphos Oxide)

[0062] Add 333.3mg (1.5mmol) thienyl trifluoromethyl acetylacetone (TTA) dissolved in 15ml ethanol to the two-necked bottle, add dropwise 0.75ml 2M sodium hydroxide aqueous solution, heat to 60°C, reflux for 1h; weigh 183.2mg ( 0.5mmol) europium trichloride hexahydrate (EuCl 3 ·6H 2 O) Dissolve in 0.5ml of water, add dropwise to the system, reflux at 70°C for 1h; To the system, a white precipitate appeared, and the reaction was refluxed overnight. The precipitate was filtered and washed with 2×10ml water and 2×10ml ethanol respectively to obtain a white slightly pink solid.

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Abstract

The present invention relates to a kind of high-performance photoelectric function rare earth complex material and its preparation method. Said invention uses substituted diphosphine dioxide containing aromatic group as ligand, and utilizes complexation reaction to synthesize a series of high-effective rare earth photoelectric function complexes, and prepares doped red electroluminescent device containing above-mentioned rare earth photoelectric function material, said electroluminescent device can obtan satisfactory result in the luminance, current density and efficiency under the high current density.

Description

technical field [0001] The invention belongs to the technical field of organic electronic functional materials, and specifically relates to a class of diphenylphosphine derivative aromatic group-substituted bisphosphine double oxide rare earth complexes and a synthesis method and application thereof. technical background [0002] In the past ten years, optoelectronic information functional materials have received extensive attention and research as new materials with broad application prospects. Scientists have studied everything from organic electroluminescence to organic lasers to solar cells. Rare earth optoelectronic functional materials have attracted great attention in this field due to their unique properties and excellent optoelectronic properties, and exhibit many advantages that other materials do not possess in many aspects. In terms of organic electroluminescence, organic light-emitting diodes (OLEDs) have attracted extensive attention due to their potential app...

Claims

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Application Information

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IPC IPC(8): C07F5/00
Inventor 黄维许辉
Owner FUDAN UNIV
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