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Tetraphenyl ethylene derivative and white organic electroluminescent apparatus containing same

A technology of tetraphenylethylene and derivatives is applied in the field of white light organic electroluminescence devices, which can solve the problems of low device service life, poor thermal stability, limited application and the like, and achieve the effects of short synthesis route, easy industrialization and simple preparation.

Inactive Publication Date: 2014-02-26
SUZHOU UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are very few types of aggregated fluorescence-enhanced materials reported so far; and the poor thermal stability of existing organic electroluminescent device materials leads to low device life, which limits its application in optoelectronic materials and related fields

Method used

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  • Tetraphenyl ethylene derivative and white organic electroluminescent apparatus containing same
  • Tetraphenyl ethylene derivative and white organic electroluminescent apparatus containing same
  • Tetraphenyl ethylene derivative and white organic electroluminescent apparatus containing same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Example 1 Synthesis of 4,4',4",4"'-tetra(bromophenyl)ethylene (abbreviated as TBrTPE)

[0042]Under anhydrous and oxygen-free conditions, in 40 mL of anhydrous THF, add 2.6 g of sodium metal, 6.6 mL of titanium tetrachloride and 6.5 g of 4,4’-dibromobenzophenone. Reflux reaction 20h. The reaction solution was acidolyzed with 5% HCl solution, neutralized with 5% NaOH solution, extracted with chloroform, and concentrated under reduced pressure. Pack the column with silica gel and rinse with a mixture of chloroform:petroleum ether (1:3, V:V). The eluent was collected and concentrated to obtain the target product. Yield 48%, MS (m / z): 643.80 (M+). Its molecular formula is:

[0043]

[0044] attached figure 1 It is the change diagram of the absorption spectrum of the above TBrTPE in different proportions of acetone / water mixed solvents, where the volume fraction of water is 0% to 90%; it can be seen that with the increase of water content, the absorption peak position...

Embodiment 2

[0045] Example 2 Synthesis of 4,4',4",4"'-tetra(chlorophenyl)ethylene (TClTPE for short)

[0046] The synthesis method is the same as that in Example 1, except that 4,4'-dibromobenzophenone is changed to 4,4'-dichlorobenzophenone. Yield 48%, MS (m / z): 468.00 (M + ). Yield 42%. The melting point is 267°C. Its molecular formula is:

[0047]

[0048] attached Figure 5 It is the fluorescence spectrogram of above-mentioned TClTPE, wherein (a) is solid state, (b) is that TClTPE is doped in PMMA, (c) is the thin film that TClTPE is spin-coated on glass substrate and makes; As can be seen, this compound has Multiple light strips.

Embodiment 3

[0049] Example Three 4,4',4",4"'-Tetrakis(nitrophenyl)ethylene (referred to as TNO 2 TPE) synthesis

[0050] The synthesis method is the same as that in Example 1, except that 4,4'-dibromobenzophenone is changed to 4,4'-dinitrobenzophenone. Yield 48%, MS (m / z): 512.10 (M + ). Granular white crystals, 42% yield. The melting point is 267°C. Its molecular formula is:

[0051]

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Abstract

The invention belongs to the field of electroluminescence, and specifically discloses a tetraphenyl ethylene derivative and a white organic electroluminescent apparatus containing the same. According to the tetraphenyl ethylene derivative disclosed by the invention, a tetraphenyl ethylene derivative matrix is taken as a luminescent main body structure, and same substituents are connected to 4,4',4'',4'''-sites of an end group, so that the level structure of molecules is conveniently adjusted through a full-guache conformational isomer, a semi-guache conformational isomer and a plane guache conformational isomer so as to obtain a plurality of luminous zones. A remarkable H-aggregation state fluorescence enhancement characteristic is displayed, and a white luminescent apparatus can be obtained by compounding the luminous zones in multiwave bands as a single luminescent layer component to obtain the white organic electroluminescent apparatus which is high in thermal decomposition temperature, excellent in electroluminescent performance, short in synthetic line and easy to industrialize. The white organic electroluminescent apparatus prepared by the tetraphenyl ethylene derivative has important application value in the field of organic electroluminescence.

Description

technical field [0001] The invention belongs to the field of organic electroluminescence, and in particular relates to a tetraphenylethylene derivative and a white light organic electroluminescence device comprising the derivative. Background technique [0002] Organic light emitting device (OLED), as a cold light source, has more energy-saving and environmental protection advantages than liquid crystal display (LCD); organic electroluminescent materials are easy to prepare and purify, light in weight, low in cost, and can be made into flexible devices , is regarded as the fourth generation of energy-saving lighting sources after incandescent lamps and fluorescent lamps. [0003] Most electroluminescent materials have high fluorescence emission intensity in dilute solution, but their luminescence intensity is very weak or hardly emits light in the aggregated state and solid state, which is due to the aggregation-induced fluorescence quenching; also in the production of organ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C25/28C07C17/263C07C205/06C07C201/12C07F7/08C07C211/54C07C209/68C07C15/62C07C1/32C09K11/06H01L51/54
CPCY02B20/181Y02B20/00
Inventor 王筱梅叶常青周宇扬梁作芹陈志刚
Owner SUZHOU UNIV OF SCI & TECH
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