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Ferrocene picrate ionic compound and preparation method thereof

A technology of ionic compounds and picrates, applied in chemical instruments and methods, metallocenes, organic chemistry, etc., can solve the problems of easy volatility, easy migration, energy-free, etc., to change the speed of chemical reactions and overcome the cumbersome synthesis process , low cost effect

Active Publication Date: 2020-10-13
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The technical problem to be solved by the present invention is to overcome the shortcomings of existing ferrocene catalysts such as easy migration, easy volatilization and energy-free, and provide a kind of ferrocene catalyst with good thermal stability under natural conditions and high heat of formation itself. and combustion heat, and the ferrocene picrate ionic compound with adjustable catalytic performance, and provide a simple and low-cost preparation method for the ionic compound

Method used

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  • Ferrocene picrate ionic compound and preparation method thereof
  • Ferrocene picrate ionic compound and preparation method thereof
  • Ferrocene picrate ionic compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] In a 50mL round bottom flask, add 0.93g (5.0mmol) ferrocene, 0.405g (15.0mmol) aluminum powder, 2g (15.0mmol) anhydrous aluminum trichloride, 5mL chlorobenzene, stir evenly with a magnetic force, and heat the oil bath to 130°C, reflux for 4 hours, transfer to an ice-water bath to fully cool, and in the state of continuous stirring, slowly inject 2mL of methanol into the flask in batches through the condenser, and then pour 20mL of ice water into the flask, and wait until the reaction solution is no longer exothermic And after fully cooling, filter under reduced pressure to remove aluminum powder, carry out liquid separation to filtrate, separate aqueous phase extract 3 times with cyclohexane (each 10mL), obtain [cyclopentadiene-iron-chlorobenzene] tetrachloro Aluminum salt, the reaction equation is as follows:

[0022]

[0023] After dissolving 1.255g (5.0mmol) sodium picrate in 2.5mL of distilled water, add into the extracted water phase in the dark, at this time, a...

Embodiment 2

[0027] Add 0.461g (1.0mmol) [cyclopentadiene-iron-chlorobenzene] picrate, 0.287g (1.25mmol) picric acid, 0.382g (2.77mmol) potassium carbonate, 5mLN,N- Dimethylformamide was stirred at room temperature in the dark for 2 hours, and then 5mL of ice water was added to the reaction flask. At this time, a large amount of dark yellow solids could be seen to precipitate, filtered under reduced pressure, and the filter cake was rinsed with absolute ethanol. Dried in a vacuum oven at 40°C, the yellow flocculent solid product [cyclopentadiene-iron-2,4,6-trinitrodiphenyl ether] picrate was obtained, with a yield of 82.4%, and the reaction equation was as follows :

[0028]

[0029] The above-mentioned [cyclopentadiene-iron-2,4,6-trinitrodiphenyl ether] picrate has very little solubility in water and can be dissolved in acetonitrile, acetone, and DMSO, and its structural characterization data is: 1 H NMR (400MHz, CDCl 3 -d 6 )δ: 8.59(s,4H), 6.83(s,2H), 6.48(s,2H), 6.35(s,1H), 5.23(s...

Embodiment 3

[0031] Add 0.461g (1.0mmol) [cyclopentadiene-iron-chlorobenzene] picrate, 0.306g (1.25mmol) trinitroresorcinol, 0.382g (2.77mmol) potassium carbonate to a 10mL brown reaction bottle , 5mL N,N-dimethylformamide, after stirring for 2 hours in the dark at room temperature, a large amount of dark yellow solids can be seen to precipitate, then add 5mL ice water to the reaction bottle, let stand and filter under reduced pressure, filter cake with a small amount of After rinsing with absolute ethanol, dry it in a vacuum oven at 40°C to obtain a yellow solid product [cyclopentadiene-iron-2,4,6-trinitro-3-hydroxydiphenyl ether] picrate, Its productive rate is 62.6%, and reaction equation is as follows:

[0032]

[0033] The above-mentioned [cyclopentadiene-iron-2,4,6-trinitro-3-hydroxydiphenyl ether] picrate has very little solubility in water, and can be dissolved in ethanol, acetonitrile, acetone, DMSO, and its structural characterization The data is: 1 H NMR (400MHz, CDCl 3 -d...

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Abstract

The invention discloses an arene-cyclopentadienyl iron picrate ionic compound and a preparation method thereof. The structural formula of the ionic compound is shown as below, wherein the R refers tochlorine, 2, 4, 6-trinitrophenol or 2, 4, 6-trinitro-resorcinol. The arene-cyclopentadienyl iron picrate ionic compound and the preparation method have the advantages that the preparation method is simple, cost is low, and yield is high; arene-cyclopentadienyl iron positive ions and picrate negative ions are introduced into arene-cyclopentadienyl iron picrate, the arene-cyclopentadienyl iron picrate is ionized to reduce mobility and volatility of ferrocene-type combustion catalysts, and the picrate negative ions and picrate positive ions contain energy-containing groups partially, so that highformation heat and combustion heat are realized; the energy level of solid propellants is improved during combustion, and the good combustion catalytic effect on main components, such as ammonium perchlorate and cyclonite, of the composite solid propellants is achieved.

Description

technical field [0001] The invention belongs to the technical field of solid propellants, and in particular relates to a class of ferrocene picrate ionic compounds and a preparation method thereof. Background technique [0002] The hydroxyl-terminated polybutadiene (HTPB) composite solid propellant (referred to as butylated hydroxyl propellant) in solid propellants is prepared because of its excellent process performance, mechanical properties and aging properties, and the prepolymer bulk HTPB is cheap and low in viscosity. Favored by the domestic and foreign aerospace fields, this composite solid propellant is suitable for high-solid-content formula charges and large-scale pouring process charges, and has become a propellant widely used in military strategic and tactical missile systems at home and abroad. Compared with other burning rate catalysts, ferrocene compounds have better flammability, dispersion, uniformity, compatibility and other advantages, and have become the ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F17/02C10L9/10
CPCC07F17/02C10L9/10
Inventor 张国防程文倩孙烈春刘漫漫姜丽萍张娜高子伟张伟强
Owner SHAANXI NORMAL UNIV
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