Tetraphenylvinyl bridged polysilsesquioxane and preparing method and application thereof

A technology of polysilsesquioxane and tetraphenylethylene, which is applied in the field of intelligent light-emitting materials, can solve the problems of not having circularly polarized light-emitting properties, and achieve the effects of simple preparation method, convenient operation, and good biocompatibility

Active Publication Date: 2019-07-05
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these nanomaterials do not fluoresce and do not have circularly polarized luminescence properties.

Method used

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  • Tetraphenylvinyl bridged polysilsesquioxane and preparing method and application thereof
  • Tetraphenylvinyl bridged polysilsesquioxane and preparing method and application thereof
  • Tetraphenylvinyl bridged polysilsesquioxane and preparing method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0060] Two, the preparation of chiral cationic surfactant:

[0061] (1) Dissolve 10-50 mmol of benzyloxy-protected amino acid in 50-200 mL of DMF, then add 10.5-52.5 mmol of HBTU, stir and dissolve, then add 10-50 mmol of redistilled triethylamine. After stirring for half an hour, a DMF solution of 10-50 mmol of alkylamine was slowly added thereto, and the reaction was stirred for 1-10 hours. The reaction liquid was added into deionized water to obtain a flocculent precipitate, which was recrystallized with ethanol to obtain a white solid. It is dissolved in 100-1000 mL of ethanol, and 1-10 g of Pd / C is added, and hydrogen is refluxed for 5-24 hours. The Pd / C was removed by suction filtration, the solvent was removed by rotary evaporation of the filtrate, and the intermediate product A was obtained after recrystallization from petroleum ether.

[0062] (2) Dissolve 10-50 mmol of intermediate product A in 100-1000 mL redistilled CH 2 Cl 2 , add 15-75 mmol redistilled trieth...

Embodiment 1

[0068] In this example, tetraphenylvinyl bridged silsesquioxane 1 and cationic surfactant L-18Val11PyBr with the following structures were prepared respectively, and tetraphenylvinyl bridged polysilsesquioxane S1 was further prepared:

[0069] The structural formula of tetraphenylvinyl bridged silsesquioxane 1 is as follows:

[0070]

[0071] The structural formula of the cationic surfactant L-18Val11PyBr is as follows:

[0072]

[0073] The first step, the preparation of tetraphenylvinyl bridged silsesquioxane 1:

[0074] (1) Synthesis of bishalogenated tetraphenylethylene derivatives:

[0075] Weigh 4-bromobenzophenone (13.056g, 50mmol) and zinc powder (13.076g, 200mmol) into a two-necked flask, repeatedly evacuate and protect with nitrogen. 150 mL redistilled tetrahydrofuran (THF) was added to dissolve 4-bromobenzophenone, and then titanium tetrachloride (10.96 mL, 100 mmol) was slowly added dropwise in an ice-water bath. After returning to room temperature, the re...

Embodiment 2

[0088] This example uses tetraphenylvinyl bridged polysilsesquioxane 1 and cationic surfactant D-18Val11PyBr to prepare tetraphenylvinyl bridged polysilsesquioxane S2, wherein tetraphenylvinyl bridged polysilsesquioxane S2 is The structure and preparation method of silsesquioxane 1 are the same as in Example 1.

[0089] (1) The structural formula and preparation method of the cationic surfactant D-18Val11PyBr are as follows:

[0090]

[0091] Take benzyloxy-protected D-valine Z-D-Val (12.564g, 50mmol) and dissolve it in 200mL of N,N-dimethylformamide (DMF) by heating, then add 19.9g (52.5mmol) benzotriazole -N-N-N'-N'-Tetramethyluronium hexafluorophosphate potassium salt (HBTU), after stirring and dissolving, add 5.06 g of redistilled triethylamine (50 mmol). After stirring for half an hour, octadecylamine (13.476 g, 50 mmol) was heated and dissolved in 400 mL of DMF, then slowly added to the reaction vessel, and mechanically stirred for 10 hours. The reaction liquid was ...

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Abstract

The invention relates to the field of intelligent light-emitting materials, in particular to tetraphenylvinyl bridged polysilsesquioxane and a preparing method and application thereof. Organic silsesquioxane with aggregation-induced emission (AIE) groups serves as the precursor, a chiral cation surfactant serves as the template, and the tetraphenylvinyl bridged polysilsesquioxane is prepared through a sol-gel method; the tetraphenylvinyl bridged polysilsesquioxane is simple in process route, low in raw material consumption, short in reaction time and convenient to operate.

Description

technical field [0001] The invention relates to the field of intelligent luminescent materials, in particular to tetraphenylvinyl bridged polysilsesquioxane and its preparation method and application. Background technique [0002] Organic bridged polysilsesquioxane is composed of inorganic components and organic components connected by Si-C covalent bonds, so it has the properties of both. Organic bridged polysilsesquioxane has excellent thermal stability of inorganic materials, and the functional organic groups contained in it also endow it with excellent performance. Monitoring and other fields have a wide range of applications. Organic bridged polysilsesquioxane is prepared by hydrolysis and condensation of organosilsesquioxane precursors. Therefore, the development and design of silsesquioxanes are of great significance for the development of diversified organic bridged polysilsesquioxanes and the expansion of their application fields. [0003] Many functional organic...

Claims

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Application Information

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IPC IPC(8): C08G77/04C09K11/06
CPCC08G77/045C09K11/06C09K2211/1425C09K2211/1466
Inventor 杨永刚李艺李红坤李宝宗蔡鑫烨
Owner SUZHOU UNIV
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