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Azole ionic liquid containing phosphine compound and preparation method thereof

A technology for ionic liquids and compounds, which is applied in the field of azole ionic liquids containing phosphine-based compounds and its preparation, can solve the problems of obvious carcinogenicity, strong volatility, and high requirements, and achieve easy storage, good stability, and excellent performance Effect

Inactive Publication Date: 2020-02-04
INST OF CHEM MATERIAL CHINA ACADEMY OF ENG PHYSICS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0002] At present, methylhydrazine or unsymmetrical dimethylhydrazine fuels are widely used in aerospace liquid rocket propulsion systems. Such fuels are low in price and mature in preparation technology, but have high toxicity, strong volatility, and obvious carcinogenicity. The requirements for the environment are high, so the research and development of new safe, reliable, green and environmentally friendly liquid propellants with excellent performance has become a hot spot in the field of military propellants in various countries

Method used

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  • Azole ionic liquid containing phosphine compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] In the 100ml there-necked flask, add 7.6g trimethylphosphine (76g / mol) successively 18.75g bromoethanol (125g / mol), magnetic stirring, N 2 Under the atmosphere, react at 100°C for 28h, after the reaction liquid is lowered to room temperature, it is washed and spin-dried with ether several times to obtain trimethyl-(2-hydroxyethyl)phosphine bromide, which is then dissolved in chloroform in an ice-water bath, and the sulfite Acyl bromide and chloroform were mixed, and trimethyl-(2-hydroxy)phosphine bromide was added dropwise, stirred for 5 hours in an ice-water bath, and then filtered. Methyl-(2-bromoethyl)phosphine bromide, with ethylimidazole Mix in acetonitrile, react at 90°C for 8 hours, and obtain the phosphonium bromide salt of ethylimidazole after cooling and drying

[0022] Dissolve 1.78g sodium dicyanamide (89g / mol) in water, add 4.8g silver nitrate (219g / mol), and stir magnetically until a large amount of white solid silver dicyanamide (173g / mol) appears i...

Embodiment 2

[0025] In the 150ml there-necked flask, add 16g tripropylphosphine (160g / mol) successively 19.50g bromoethanol (125g / mol), magnetic stirring, N 2 Under the atmosphere, react at 100°C for 26h. After the reaction liquid is lowered to room temperature, it is washed with ether several times and spin-dried to obtain tripropyl-(2-hydroxyethyl)phosphine bromide, which is then dissolved in chloroform in an ice-water bath, and the sulfite Acyl bromide and chloroform were mixed, and tripropyl-(2-hydroxy)phosphine bromide was added dropwise, stirred for 8 hours in an ice-water bath, and then filtered. Propyl-(2-bromoethyl)phosphine bromide, combining it with allyltriazole Mix in methanol, react at 100°C for 12 hours, and obtain phosphonium bromide salt of allyltriazole after cooling and drying

[0026] Under magnetic stirring at 0-5°C, add 1.87g potassium hydroxide (dissolved in 25ml ethanol) dropwise into 40ml ethanol solution of 4.32g dinitroaminopropionitrile, stir at 20°C for 3...

Embodiment 3

[0029] In the 150ml there-necked flask, add 20.2g tributylphosphine (202g / mol) successively 16.3g bromoethanol (125g / mol), magnetic stirring, N 2 Under the atmosphere, react at 100°C for 28h. After the reaction liquid is lowered to room temperature, it is washed with ether several times and spin-dried to obtain tributyl-(2-hydroxyethyl)phosphine bromide, which is then dissolved in chloroform in an ice-water bath, and the sulfite Acyl bromide and chloroform were mixed, and tributyl-(2-hydroxy)phosphine bromide was added dropwise, stirred for 9 hours in an ice-water bath, and then filtered. Butyl-(2-bromoethyl)phosphine bromide, with isopropyltriazole Mix in acetonitrile, react at 110°C for 10 hours, and obtain the phosphonium bromide salt of isopropyltriazole after cooling and drying The obtained phosphonium bromide salt of isopropyltriazole was dissolved in 45ml of acetone, 1.35g of sodium cyanoborohydride solid (62.84g / mol) was added, stirred by magnetic force, reacted a...

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Abstract

The invention discloses azole ionic liquid containing a phosphine compound and a preparation method thereof. The preparation method specifically comprises the steps that trihydrocarbylphosphine and bromoethanol are added to a solvent, the mixture is uniformly mixed and reacts, the obtained solution is filtered, and the filtrate is washed and spin-dried, a product (a) is obtained, (a) is dissolvedin chloroform in an ice-water bath, then a chloroform solution of thionyl bromide is dropped into the chloroform solution of (a), filtering is performed after the ice-water bath stirring is performed,the filtrate is washed and spin-dried to obtain a product (b), (b) is mixed with a hydrocarbyl imidazole or triazole in a solvent, the mixture reacts at 80-125 DEG C, after cooling and drying, (b) issubjected to double decomposition reaction with sodium salt or silver salt such as dicyandiamide anion, nitrocyanamide anion, dinitonium anion, cyanylborohydride anion, dicyanylborohydride anion andazide anion in a solvent, washing and drying are performed, and the target product is obtained. The ionic liquid has excellent performance and high stability, and is a potential substitute for hydrazine liquid propellant.

Description

technical field [0001] The invention relates to the technical field of liquid propellants, in particular to an azole ionic liquid containing a phosphine group compound and a preparation method thereof. Background technique [0002] At present, methylhydrazine or unsymmetrical dimethylhydrazine fuels are widely used in aerospace liquid rocket propulsion systems. This type of fuel is low in price and mature in preparation technology, but it has high toxicity, strong volatility, and obvious carcinogenicity. The requirements for the environment are high, so the research and development of new safe, reliable, green and environmentally friendly liquid propellants with excellent performance has become a hot spot in the field of military propellants in various countries. Among many alternative products, ionic liquids have become the focus of many scholars because of their non-volatile, non-toxic (or low toxicity), high safety factor, and the ability to spontaneously ignite when mixe...

Claims

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Application Information

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IPC IPC(8): C07F9/6506C07F9/6518C06D5/08C06B43/00
CPCC06B43/00C06D5/08C07F9/6506C07F9/6518
Inventor 靳云鹤史远通张庆华
Owner INST OF CHEM MATERIAL CHINA ACADEMY OF ENG PHYSICS
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