Cage-shaped oligomerization polyhedral silsesquioxane with eight phenolic hydroxyl groups and preparation method thereof

A technology of octaphenol hydroxyl cage and silsesquioxane, which is applied in the direction of silicon organic compounds, etc., to achieve the effects of flexible and diverse preparation methods, high purity and low cost

Inactive Publication Date: 2016-01-20
AEROSPACE RES INST OF MATERIAL & PROCESSING TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

POSS molecules with phenolic hydroxyl functional groups have not been reported

Method used

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  • Cage-shaped oligomerization polyhedral silsesquioxane with eight phenolic hydroxyl groups and preparation method thereof
  • Cage-shaped oligomerization polyhedral silsesquioxane with eight phenolic hydroxyl groups and preparation method thereof
  • Cage-shaped oligomerization polyhedral silsesquioxane with eight phenolic hydroxyl groups and preparation method thereof

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preparation example Construction

[0056] The chemical reaction process involved in the preparation method of octaphenol hydroxy clathrate silsesquioxane of the present invention is as follows (synthetic route):

[0057] (1), add p-vinylphenol

[0058]

[0059] (2), add p-acetoxystyrene

[0060]

Embodiment 1

[0062] Weigh 8.2g of tetramethylammonium hydroxide pentahydrate, 45ml of methanol, and 8.1g of deionized water, place them in a 100ml three-neck flask, pass in nitrogen or argon, condensate, stir magnetically in an ice-water bath for 30 minutes, add 10ml of normal Tetraethyl silicate was added dropwise to the above mixture, reacted in an ice-water bath for 6 hours, then rose to room temperature and continued to react for 24 hours. After the reaction is over, add the above mixed solution dropwise to 60ml of n-hexane solution with a volume fraction of dimethylchlorosilane of 20vol%, pass through nitrogen or argon protective gas, stir the reaction in an ice-water bath for 12 hours, stop the reaction, and mix the reaction Pour the solution into a 1000ml separating funnel, wash with deionized water until neutral, let it stand, separate the upper organic phase, dry the organic phase with anhydrous magnesium sulfate, remove the solvent by rotary evaporation to obtain 3.32g of white gr...

Embodiment 2

[0066]Weigh 5g of tetramethylammonium hydroxide pentahydrate, 40ml of methanol, and 5.0g of deionized water, place them in a 100ml three-neck flask, pass in nitrogen or argon, condensed water, stir magnetically in an ice-water bath for 30 minutes, and add 6g of orthosilicon Acetate tetraethyl ester was added dropwise to the above mixture, reacted in an ice-water bath for 6 hours, then rose to room temperature and continued to react for 24 hours. After the reaction is over, add the above mixed solution dropwise to 40ml of n-hexane solution with a volume fraction of dimethylchlorosilane of 20vol%, pass through nitrogen or argon protective gas, stir and react in an ice-water bath for 12 hours, stop the reaction, and mix the reaction Pour the solution into a 1000ml separating funnel, wash with deionized water until neutral, let it stand, separate the upper organic phase, dry the organic phase with anhydrous magnesium sulfate, remove the solvent by rotary evaporation to obtain 2.10g...

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Abstract

The invention relates to cage-shaped oligomerization polyhedral silsesquioxane with eight phenolic hydroxyl groups and a preparation method thereof. Cage-shaped octamer(dimethylsiloxy)silsesquioxane containing a large number of Si-H bonds is prepared by taking low-cost tetraethyl orthosilicate as the raw material through controllable hydrolytic condensation, and then the cage-shaped silsesquioxane with the eight phenolic hydroxyl groups is finally obtained by conducting functional modification on the cage-shaped octamer(dimethylsiloxy)silsesquioxane. The synthesized cage-shaped silsesquioxane with the eight phenolic hydroxyl groups has a Si-O-Si inorganic skeleton structure which is of a nanoscale cage-shaped structure, phenolic hydroxyl functional groups with high reaction activity are arranged on the apex angles, the cage-shaped silsesquioxane can serve as a nanoparticle additive with high reaction activity to be used for resin filler and be bonded in a polymer cross-linked network in a chemical bond mode, the cage-shaped silsesquioxane can serve as a reactive modified additive, and meanwhile the effects of inorganic nanoparticle enhancement and organic chemical crosslinking points are achieved. The preparation technology progress is simple and efficient, and the obtained product is high in yield and high in purity.

Description

technical field [0001] The invention relates to an octaphenol hydroxyl clathrate oligomeric polyhedral silsesquioxane and a preparation method thereof. Background technique [0002] The oligomeric polyhedral clathrate silsesquioxane (POSS) molecule itself is a substance containing an inorganic-organic chemical framework structure, a special hybrid molecule. Its inorganic skeleton is composed of Si-O-Si bonds, forming the core structure of POSS molecules, and the molecules are surrounded by organic substitution functional groups. These substituents can be hydrocarbons or reactive functional groups. This structure Features endow POSS with functionality and modifiability. POSS molecules can be regarded as the smallest nanoparticles among silica-like substances, with a diameter between 1 and 3 nm and a molecular weight of up to 1000, but it is different from silica particles. POSS molecules can interact with other single particles under certain circumstances. The body or polym...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/21
Inventor 冯志海师建军孔磊左小彪胡宏林余瑞莲王鸿图
Owner AEROSPACE RES INST OF MATERIAL & PROCESSING TECH
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