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Water-soluble multifunctional group oligomeric silsesquioxane and synthetic method of water-soluble multifunctional group oligomeric silsesquioxane

A technology of polysilsesquioxane and silsesquioxane, which is applied in the direction of silicon organic compounds and the like, can solve the problems that oligomeric silsesquioxane is difficult to functionalize, insoluble in water, etc., and achieves simple steps and simple purification. Effect

Active Publication Date: 2014-07-23
杭州德烯科技集团有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to overcome the difficult functionalization and water insoluble problems of existing oligomeric silsesquioxanes, to provide a water-soluble polyfunctional oligomeric silsesquioxane and its simple and rapid synthesis method

Method used

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  • Water-soluble multifunctional group oligomeric silsesquioxane and synthetic method of water-soluble multifunctional group oligomeric silsesquioxane
  • Water-soluble multifunctional group oligomeric silsesquioxane and synthetic method of water-soluble multifunctional group oligomeric silsesquioxane
  • Water-soluble multifunctional group oligomeric silsesquioxane and synthetic method of water-soluble multifunctional group oligomeric silsesquioxane

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Embodiment 1

[0049] Step 1) Under the protection of nitrogen, add 1 mole of octavinyl oligosilsesquioxane, 10 moles of dry tetrahydrofuran, 20 moles of dimethylaminopropanethiol, and 0.1 mole of benzoin diethyl ether in the reactor successively. Under light irradiation reaction at ℃ for 24 hours, the intermediate was obtained after evaporation under reduced pressure to remove tetrahydrofuran and excess dimethylaminopropanethiol;

[0050] Step 2) Add 10 moles of dry N,N-dimethylformamide, then add 20 moles of propyne bromide dropwise at 0°C, react for 48 hours, add 100 moles of ether, and the precipitated precipitate is centrifuged and vacuum After drying, it is a water-soluble oligomerized silsesquioxane containing eight alkynyl groups.

Embodiment 2

[0052] Step 1) Under the protection of nitrogen, add 1 mole of octavinyl oligomerized silsesquioxane, 5 moles of dry toluene, 10 moles of dimethylaminopropanethiol, and 0.01 mole of benzoin diethyl ether in the reactor successively, at 20 Light irradiation reaction at ℃ for 2 hours, after removing toluene and dimethylaminopropanethiol by evaporation under reduced pressure, the intermediate was obtained;

[0053] Step 2) Add 3 moles of dry N,N-dimethylacetamide, then add 8.8 moles of bromopropene dropwise at -10°C, react for 0.5 hours, add 15 moles of tetrahydrofuran, and the precipitated precipitate is centrifuged and vacuum After drying, it is a water-soluble oligomerized silsesquioxane containing eight allyl groups.

Embodiment 3

[0055] Step 1) Under the protection of nitrogen, add 1 mole of octavinyl oligosilsesquioxane, 6 moles of dry benzene, 8.8 moles of dimethylaminopropanethiol, and 0.01 mole of benzoin diethyl ether in the reactor at 20 Light irradiation reaction at ℃ for 1 hour, and benzene and dimethylaminopropanethiol were evaporated under reduced pressure to obtain the intermediate;

[0056] Step 2) Add 5 moles of dry N,N-dimethylformamide, then dropwise add 8.8 moles of ethanol azide bromoacetate at -10°C, react for 0.5 hours, add 30 moles of dichloromethane, and the precipitated After centrifugation and vacuum drying, the precipitate becomes water-soluble oligomerized silsesquioxane containing eight azido groups.

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Abstract

The invention discloses a water-soluble multifunctional group oligomeric silsesquioxane and a synthetic method of the water-soluble multifunctional group oligomeric silsesquioxane. The synthetic method comprises the steps that: 1) 1 mol of octavinyl oligomeric silsesquioxane, 0.1 to 10 mol of dry first solvents, 8.1 to 20 mol of compounds containing sulfydryl and dimethylamino and 0.005 to 0.1 mol of free radicals light initiators are sequentially added into a reactor, the light irradiation reaction is carried out for 1 to 24 hours at 0 to 40 DEG C, reduction vaporization is carried out for removing the first solvents to obtain intermediates; and 2) 0.1 to 10 mol of dry second solvents are added, 8.1 to 20 mol of compounds containing active halogen substituents are dripped at 20 DEG below zero to 0 DEG C, after 0.1 to 48 hours, 1 to 100 mol of low-polarity solvents are added, obtained sediments are separated and dried, and target products are obtained. The water-soluble multifunctional group oligomeric silsesquioxane can be used for biological materials, paint components and nanometer structure units.

Description

technical field [0001] The invention relates to a water-soluble polyfunctional oligomerized silsesquioxane and a synthesis method thereof. Background technique [0002] Polyhedral oligomeric silsesquioxane (POSS) is a three-dimensional spherical inorganic nano-macromolecule with regular structure composed of eight silicon atoms and 12 oxygen atoms. It is a kind of silsesquioxane. The structural formula is [R 8 Si 8 o 12 ]. Its rigid structure and precise molecular weight enable it to be used in catalysts, photoelectric molecular clusters and biomolecular cluster carriers; its good thermal stability, nano-enhanced, low surface energy, and low dielectric constant make it an engineering material, porous Research hotspots in the fields of materials and low dielectric materials. However, there are still some problems in the research of oligomeric silsesquioxanes, such as: 1) the basic raw materials of oligomeric silsesquioxanes are few, and the Si-O-Si skeleton is easy to di...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/21
Inventor 韩金李斯培高超
Owner 杭州德烯科技集团有限公司
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