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Thermal response silane coupling agent and preparation method thereof

A silane coupling agent and heat-responsive technology, which is applied in the field of heat-responsive silane coupling agent and its preparation, can solve the problems of inflammation and side effects, biological safety cannot be solved, and achieve the treatment of bacterial infection, superior thermal degradation and Bactericidal effect, the effect of simple operation of the synthesis process

Pending Publication Date: 2022-08-02
ANHUI UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, when mesoporous silica is used as a carrier, it will accumulate in the tissues and organs of the human body when it functions, and long-term accumulation will cause various toxic side effects such as inflammation
leaving biosecurity unaddressed

Method used

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  • Thermal response silane coupling agent and preparation method thereof
  • Thermal response silane coupling agent and preparation method thereof
  • Thermal response silane coupling agent and preparation method thereof

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preparation example Construction

[0038] A preparation method of a thermally responsive silane coupling agent, comprising the following steps:

[0039] (1) Dissolve the azo initiator and triethylamine in the organic reagent and add it to the three-necked flask, then add dropwise acryloyl chloride dissolved in the organic reagent, and stir the reaction in an ice-water bath for 12 to 24 hours. The reaction needs to be carried out under the protection of a nitrogen atmosphere; After the reaction, the solution is washed with alkali to remove unreacted substances, concentrated and purified, and recrystallized to obtain an acylated azo initiator,

[0040] (2) Dissolve the acylated azo initiator and general silane coupling agent in an organic reagent, mix them into a single-necked flask, stir and react at room temperature for 4-8 h, concentrate and dry to obtain a thermally responsive silane coupling agent,

[0041] In step (1), the azo initiators described are V-50, VA-044, VA-064B, V-501, VA-060, VA-061, VA-057, VA...

Embodiment 1

[0045] 1. Desalination of VA-044

[0046] Azobisisobutylimidazoline hydrochloride (18.6mM, 6g) and sodium hydroxide (92.9mM, 3.7g) were dissolved in 60mL deionized water and added to a 100mL single-neck flask, and the reaction was stirred at room temperature for 2h; after the reaction was over Chloroform was added for extraction, dried over anhydrous sodium sulfate, concentrated by rotary evaporation, and the solvent was removed to obtain 4.2 g of a desalted product, azobisisobutylimidazoline, with a yield of 90%.

[0047] 2. Preparation of Acylated VA-44

[0048] Azobisisobutylimidazoline (4.0mM, 1.0g) and triethylamine (14.4mM, 1.5g) were dissolved in 100mL of chloroform and added to a three-necked flask, and then acryloyl chloride (12mM, 1.1g dissolved in 20mL of chloroform) was added dropwise. g), the reaction was stirred in an ice-water bath for 15h, and the reaction was carried out under the protection of nitrogen; after the reaction, the solution was washed with alkali...

Embodiment 2

[0054] 1. Desalination of VA-044

[0055] Azobisisobutylimidazoline hydrochloride (18.6mM, 6g) and sodium hydroxide (92.9mM, 3.7g) were dissolved in 60mL deionized water and added to a 100mL single-neck flask, and the reaction was stirred at room temperature for 2h; after the reaction was completed Chloroform was added for extraction, dried over anhydrous sodium sulfate, concentrated by rotary evaporation, and the solvent was removed to obtain 4.2 g of a desalted product, azobisisobutylimidazoline, with a yield of 90%.

[0056] 2. Preparation of Acylated VA-44

[0057] Azobisisobutylimidazoline (4.0mM, 1.0g) and triethylamine (14.4mM, 1.5g) were dissolved in 100mL of chloroform and added to a three-necked flask, and then acryloyl chloride (12mM, 1.1g dissolved in 20mL of chloroform) was added dropwise. g), the reaction was stirred in an ice-water bath for 15h, and the reaction was carried out under the protection of nitrogen; after the reaction, the solution was washed with a...

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Abstract

The invention relates to the technical field of chemical synthesis, in particular to a thermal response silane coupling agent and a preparation method thereof. The thermal response silane coupling agent has a structure as shown in a formula I, wherein X is ethyoxyl or methoxy; y is a 3-mercaptopropyl group or a 3-aminopropyl group; r is one of the following. The thermal response silane coupling agent prepared by the invention contains R-N = N-R bonds, can be decomposed at a certain temperature, and has a thermal degradation property. The thermal response silane coupling agent prepared by the invention is thermally decomposed to generate alkyl radicals, and has the effects of inhibiting and killing bacteria. The synthesis process of the prepared thermal response silane coupling agent is simple to operate, toxic by-products are not generated, and the synthesis raw materials are low in price. In conclusion, the prepared thermal response silane coupling agent has excellent thermal degradation and sterilization effects, is expected to realize treatment of bacterial infection, and has a wide application prospect.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a thermally responsive silane coupling agent and a preparation method thereof. Background technique [0002] Silane coupling agent is a kind of silane with organic functional groups. By using silane coupling agent, a "molecular bridge" can be set up between the interface of inorganic and organic substances, and it is used as one of the main additives for polymer composite materials. In recent years, mesoporous silica prepared by sol-gel method using silane coupling agent as the precursor, has advantages of easy surface modification, large mesopore pore size, controllable particle size, good stability and biocompatibility. It has the advantages of good quality and low toxicity, and has a wide range of applications in the field of biomedicine. [0003] However, when mesoporous silica is used as a carrier, it will accumulate in the tissues and organs of the human body af...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/18
CPCC07F7/1804C07F7/1892
Inventor 钱家盛班成洋曹明夏茹陈鹏伍斌苗继斌葛倩倩郑争志苏丽芬
Owner ANHUI UNIVERSITY
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