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A kind of silane coupling agent containing carborane and preparation method thereof

A silane coupling agent, hydroxyethyl carborane technology, applied in the field of carborane-containing silane coupling agent and its preparation, can solve the problem of carborane lacking active functional groups, etc., to improve surface performance and yield High, mild reaction conditions

Active Publication Date: 2020-07-31
无锡龙驰氟硅新材料有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, carborane lacks active functional groups that can participate in chemical reactions. Therefore, how to introduce carborane into polymer materials in the form of chemical bonds has become a major technical difficulty

Method used

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  • A kind of silane coupling agent containing carborane and preparation method thereof
  • A kind of silane coupling agent containing carborane and preparation method thereof
  • A kind of silane coupling agent containing carborane and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Add 2g of metal magnesium wire, 10ml of anhydrous ether and a grain of iodine into a three-neck flask equipped with magnetic stirring, condensing reflux, constant pressure dropping funnel, drying tube and heating device, and add 1-bromomethyl in the dropping funnel Carborane ether solution (composed of 20g 1-bromomethylcarborane and 10ml anhydrous ether), feed high-purity argon, start stirring after 10min and add dropwise 3ml of 1-bromomethylcarborane ether solution , when the system is in a slightly boiling state, start to drop the remaining 1-bromomethylcarborane ether solution in the dropping funnel, and ensure that the addition is completed within 20 minutes, then add 6ml of ether to the system and heat to reflux, Insulated and stirred for 10 min to obtain the Grignard reagent. After the reaction, the device was transferred to an ice-water bath, and 2.5g of paraformaldehyde was added to react for 4h, and then 40ml of 20wt% sulfuric acid aqueous solution was added th...

Embodiment 2

[0033] Add 5g of metal magnesium wire, 20ml of anhydrous ether and a grain of iodine into a three-necked flask equipped with magnetic stirring, condensing reflux, constant pressure dropping funnel, drying tube and heating device, and add 1-bromomethyl in the dropping funnel Carborane ether solution (composed of 40g 1-bromomethylcarborane and 30ml anhydrous ether), feed high-purity argon, start stirring after 10min and drop 5ml of 1-bromomethylcarborane ether solution , when the system is in a slightly boiling state, start to add the remaining solution in the dropping funnel dropwise, and ensure that the dropwise addition is completed within 40 minutes, then add 6ml of ether to the system and heat to reflux, keep stirring for 30 minutes. After the reaction, the device was transferred to an ice-water bath, and 6.0g of paraformaldehyde was added to react for 4h, then 60ml of 20wt% sulfuric acid aqueous solution was added through a constant pressure dropping funnel, and after the a...

Embodiment 3

[0035] Add 3.8g metal magnesium wire, 15ml anhydrous ether and a grain of iodine into a three-neck flask equipped with magnetic stirring, condensing reflux, constant pressure dropping funnel, drying tube and heating device, and add 1-bromomethyl in the dropping funnel Basecarborane ether solution (composed of 35g 1-bromomethylcarborane and 20ml anhydrous ether), feed high-purity argon, start stirring after 10min and drop 5ml of 1-bromomethylcarborane ether solution, when the system is in a slightly boiling state, start to drop the remaining solution in the dropping funnel, and ensure that the dropwise addition is completed within 30 minutes, then add 6ml of ether to the system and heat to reflux, keep stirring for 20 minutes. After the reaction, transfer the device to an ice-water bath, and add 4.5g of paraformaldehyde to react for 4h, then add 50ml of 20% sulfuric acid aqueous solution through the constant pressure dropping funnel, and pour the solution into the separatory fun...

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Abstract

The invention discloses a silane coupling agent containing carborane, which has the molecular structure formula as follows, wherein R is an alkyl group. A preparation method includes the steps of: 1)performing a reaction to 1-halogenomethyl carborane with magnesium to prepare a Grignard reagent; 2) performing an addition reaction to the Grignard reagent with paraformaldehyde, and performing acidhydrolysis to obtain 1-hydroxyethyl carborane, which is then reacted with trialkoxyhalogenosilane to obtain the silane coupling agent containing carborane. The preparation method has gentle reaction conditions and high yield. The silane coupling agent containing carborane can greatly improve the reaction activity between the carborane and a surface and a substrate of a high-molecular material, thus broadening the application range of carborane in modified high-molecular materials.

Description

technical field [0001] The invention belongs to the field of coupling agents, and in particular relates to a carborane-containing silane coupling agent and a preparation method thereof. Background technique [0002] Carborane, also known as carborane, is a polyhedral cage structure compound composed of three elements, C, H, and B. Compared with other organic compounds, carborane's "super-aromatic" cage structure endows it with many unique nature. In terms of physical properties, the cage structure of carborane can act like an "energy tank" to keep the entire molecule in a stable state, so carborane can have ultra-high thermal stability. In terms of chemical properties, due to the delocalization of boron cage electrons, carborane has excellent oxidation stability, and its mother core is generally not damaged by chromic acid, potassium permanganate, concentrated sulfuric acid, and peroxide. The excellent thermal and chemical stability of carborane makes it an attractive appl...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/04C08K5/55
CPCC08K5/55
Inventor 郑晓强白永平王宇
Owner 无锡龙驰氟硅新材料有限公司