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Method for synthesizing phosphorus-containing silicon-containing organic inorganic internal-hybridized activated monomer and application

A technology of active monomers and synthesis methods, which is applied in the fields of organic chemistry, chemical instruments and methods, compounds of Group 5/15 elements of the periodic table, etc. It can solve the problems of complex methods and the inability to control the ratio of elements more accurately , to achieve the effect of simple synthesis method, precise and controllable element composition, and improved heat resistance

Active Publication Date: 2019-11-26
XIAMEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the organic / inorganic hybrid material needs to be realized through polymerization, which is relatively complicated, and the ratio of each element cannot be controlled more precisely.

Method used

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  • Method for synthesizing phosphorus-containing silicon-containing organic inorganic internal-hybridized activated monomer and application
  • Method for synthesizing phosphorus-containing silicon-containing organic inorganic internal-hybridized activated monomer and application
  • Method for synthesizing phosphorus-containing silicon-containing organic inorganic internal-hybridized activated monomer and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Add 11.68mL KH550 (50mmol), 6.7g 4-hydroxyphenyl formaldehyde (55mmol), 11.9g DOPO (55mmol) and 300mL chloroform into a 1000mL round bottom flask connected with a condenser, and stir the reaction at 50°C for 12h. After the reaction was completed, the reaction solution was concentrated to about 50 mL by rotary evaporation, and then slowly dropped into iced methanol for precipitation. It was filtered under reduced pressure, washed three times with methanol, and freeze-dried to obtain a white solid.

[0022] Add 27.1g (0.05mol) of previously synthesized phenolic intermediate compound, 10.1g (0.10mol) of triethylamine and 100mL of dichloromethane to a 250mL single-necked round-bottomed flask in sequence, place it at 5°C, and slowly 10.5 g (0.10 mol) of methacryloyl chloride was added dropwise, and stirring was continued for 8 hours after the dropwise addition was completed. After the reaction was completed, triethylamine hydrochloride was removed by filtration, and washed ...

Embodiment 2

[0024] Add 11.68mL KH550 (50mmol), 4.9g 4-hydroxyphenyl formaldehyde (40mmol), 11.9g DOPO (55mmol) and 300mL chloroform into a 1000mL round bottom flask connected with a condenser, and stir the reaction at 50°C for 12h. After the reaction was completed, the reaction solution was concentrated to about 50 mL by rotary evaporation, and then slowly dropped into iced methanol for precipitation. It was filtered under reduced pressure, washed three times with methanol, and freeze-dried to obtain a white solid.

[0025] Add 27.1g (0.05mol) of previously synthesized phenolic intermediate compound, 10.1g (0.10mol) of triethylamine and 100mL of dichloromethane to a 250mL single-necked round-bottomed flask in sequence, place it at 5°C, and slowly 10.5 g (0.10 mol) of methacryloyl chloride was added dropwise, and stirring was continued for 8 hours after the dropwise addition was completed. After the reaction was completed, triethylamine hydrochloride was removed by filtration, and washed ...

Embodiment 3

[0027] 11.68mL KH550 (50mmol), 4.9g 4-hydroxyphenyl formaldehyde (40mmol), 11.9g DOPO (55mmol) and 300mL ethanol were added to a 1000mL round bottom flask connected with a condenser, and the reaction was stirred at 50°C for 12h. After the reaction was completed, the reaction solution was concentrated to about 50 mL by rotary evaporation, and then slowly dropped into iced methanol for precipitation. It was filtered under reduced pressure, washed three times with methanol, and freeze-dried to obtain a white solid.

[0028] Add 27.1g (0.05mol) of previously synthesized phenolic intermediate compound, 10.1g (0.10mol) of triethylamine and 100mL of dichloromethane to a 250mL single-necked round-bottomed flask in sequence, place it at 5°C, and slowly 10.5 g (0.10 mol) of methacryloyl chloride was added dropwise, and stirring was continued for 8 hours after the dropwise addition was completed. After the reaction was completed, triethylamine hydrochloride was removed by filtration, an...

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Abstract

The invention discloses a method for synthesizing a phosphorus-containing silicon-containing organic or inorganic internal-hybridized activated monomer and an application. The method comprises the steps of preparing a phosphorus-containing silicon-containing phenol intermediate from 3-aminopropyl triethoxysilane, 4-hydroxybenzaldehyde and DOPO, which serve as raw materials, by utilizing a Kabachnik-Fields reaction, then, subjecting the phenol intermediate and methacryloyl chloride to a reaction in the presence of a solvent and an acid binding agent, and carrying out purification, thereby preparing the active double bond containing phosphorus-silicon organic or inorganic internal-hybridized activated monomer. The synthesized organic / inorganic internal-hybridized activated monomer is accurately controllable in elemental composition and can be applied to preparation of functional organic / inorganic hybridized polymers and flame-retardant, anticorrosive, heat-resistant and weather-resistantmodified materials.

Description

technical field [0001] The invention relates to a synthesis method and application of a phosphorus-containing and silicon-containing organic-inorganic internal hybrid active monomer. Background technique [0002] Organic / inorganic hybrid material is a new type of composite material, which has the advantages of light weight, easy processing, molecular level design of organic materials and high rigidity, good oxidation resistance and heat resistance of inorganic materials. , has developed rapidly in recent years. The structural feature of the organic / inorganic internal hybrid monomer is that the molecule has a heteroatom-containing group and a polymerizable double bond at the same time, and chemically bonds elements such as silicon, phosphorus, and fluorine with carbon, hydrogen, oxygen, and nitrogen. The combination of such elements realizes the synergistic effect of organic elements and inorganic elements at the molecular level; at the same time, the double bond is reactive...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6574C08F230/08C08F220/32C08F220/14C08F212/08C08L63/02C08L43/04C08L33/12C08L25/06C08L55/02C08L77/00C08L67/02C08L69/00C08L23/12
CPCC07F9/657172C08F212/08C08F220/14C08F220/32C08F230/08C08L23/12C08L25/06C08L33/12C08L55/02C08L63/00C08L67/02C08L69/00C08L77/00C08L2201/02C08L2201/08C08L43/04
Inventor 戴李宗曹莹袁丛辉许一婷王宏超陈国荣罗伟昂
Owner XIAMEN UNIV
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