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Four-coordination manganese compound with bipolar structure and its preparation method and application

A manganese compound and four-coordination technology, which is applied in the field of organic photoelectric functional materials, can solve the problems of unreported applications and few manganese compounds, and achieve high carrier mobility, high thermal stability, and simplified device structure.

Active Publication Date: 2020-06-26
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, manganese compounds with ambipolar structures are rare, and their application in electroluminescent devices has not been reported

Method used

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  • Four-coordination manganese compound with bipolar structure and its preparation method and application
  • Four-coordination manganese compound with bipolar structure and its preparation method and application
  • Four-coordination manganese compound with bipolar structure and its preparation method and application

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preparation example Construction

[0031] The preparation method of four coordination manganese compounds in the present invention comprises the following steps:

[0032] The first step, preparation: according to the molar ratio 1: (3 ~ 3.5): (3 ~ 3.5): (3 ~ 6) take raw material A, n-butyllithium (n-BuLi), N, N, N', N '-Tetramethylethylenediamine (TMEDA) and diphenylphosphonium chloride (Ph 2 PC1) standby;

[0033] The second step, lithiation reaction: mix raw material A and N,N,N',N'-tetramethylethylenediamine evenly to obtain a mixed system, dissolve the mixed system in 30-60mL dry solvent system, and then Under the condition of temperature -78±5°C and nitrogen protection, add n-butyllithium dropwise to the mixed system for lithiation reaction, and react at room temperature for 12-18 hours to obtain mixture B; the dry solvent system is ether solvent system.

[0034] The third step, phosphating reaction: at a temperature of 78±5°C and under the condition of nitrogen protection, add diphenylphosphine chloride...

Embodiment 1

[0048] When X is O and Y is Br, raw material A is dibenzofuran, four-coordinated manganese compound DBFDPO-MnBr 2 The synthetic route of is as follows:

[0049]

[0050] Wherein, the preparation method of diphenylphosphine oxide compound DBFDPO is as follows:

[0051]

[0052] At -78°C, under the condition of nitrogen protection, in a dry ether solvent (50mL) system, n-butyllithium (2.4M in n-hexane solvent, that is, the concentration of n-butyllithium in n-hexane solution is 2.4 mol / L ; 12.5mL, 30mmol) was added dropwise to the mixed system of dibenzofuran (1.68g, 10mmol) and N,N,N',N'-tetramethylethylenediamine (4.6mL, 30mmol), when After adding all the n-butyllithium, the ice bath device was removed, and the reaction system was moved to room temperature for closed reaction. After 12 hours, the mixed system was cooled to -78°C again, and the chloride was added dropwise under the condition of nitrogen protection. Diphenylphosphine compound (5.9 mL, 33 mmol), and then ...

Embodiment 2

[0057] When X is O and Y is Cl, the four-coordinated manganese compound DBFDPO-MnCl 2 The synthetic route of is as follows:

[0058]

[0059] The preparation method of the diphenylphosphine oxide compound DBFDPO in this example is the same as that in Example 1.

[0060] In this embodiment, the four-coordination manganese compound DBFDPO-MnCl 2 The preparation method is as follows:

[0061]

[0062] In ethanol solvent system (20mL), add equimolar amount of DBFDPO (568mg, 1.0mmol) and MnCl 2 4H 2 O (197.8mg, 1.0mmol), the two were reacted at 70°C for 6 hours. After the reaction, the mixed system was filtered with suction, and the product was washed with dichloromethane, and dried to obtain four-coordinated manganese with green light. Compound, the yield is 70%. The structural characterization data of the four-coordinated manganese compound has mass spectrometry: MALDI-TOF: m / z (%): 658 (100) [M-Cl] + .

[0063] Four coordination manganese compound DBFDPO-MnBr 2 wit...

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Abstract

The invention relates to a preparation method of a four-coordination manganese compound with a bipolar structure, comprising the following steps: uniformly mixing raw material A with N,N,N',N'-tetramethylethylenediamine to obtain a mixed system, Add n-butyllithium dropwise to the mixed system for lithiation reaction to obtain mixture B; add diphenylphosphine chloride dropwise to mixture B for phosphation reaction to obtain diphenylphosphine compounds; dissolve diphenylphosphine compounds In the dichloromethane system, add 30% H 2 o 2 Diphenylphosphine oxygen compounds are obtained; diphenylphosphine oxygen compounds react with manganese dihalides to obtain four-coordination manganese compounds. The invention has the advantages of low price, can replace noble metal iridium complexes as light-emitting layer materials to prepare organic light-emitting diodes, and reduces the production cost of light-emitting materials.

Description

technical field [0001] The invention relates to a novel four-coordination manganese compound with bipolar structure and its preparation method and application, belonging to the technical field of organic photoelectric functional materials. Background technique [0002] With the improvement of people's viewing needs and visual enjoyment, the existing display technology is increasingly unable to meet people's higher and higher requirements for display devices. Therefore, it is necessary to find newer, more efficient, higher performance, and lower cost display devices. Become people's pursuit of goals. Organic light-emitting diodes (Organic light-emitting diodes, OLEDs) have excellent performances in display, such as low power consumption, flexibility, fast response, wide viewing angle, large-area display, and complete luminous colors. They have potential in solid-state lighting. Due to its application value and broad application prospects, OLEDs have attracted wide attention ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F13/00C09K11/06H01L51/50H01L51/54H01L45/00
CPCC09K11/06C07F13/005C09K2211/188H10N70/20H10K85/30H10K50/00
Inventor 赵强刘淑娟秦妍妍佘鹏飞李向领黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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