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Preparation method of bicyclobutane and application of bicyclobutane as aerospace high-energy fuel

A bicyclobutane and halogenated cyclobutane technology, which is applied in the preparation of bicyclobutane and the application field of aerospace high-energy fuel, can solve the problem of high production cost, poor thermal stability of tetracycloheptane, and normal temperature form of cubane Limitation and other issues, to achieve the effect of low cost, high thermal stability, and increase yield

Pending Publication Date: 2021-09-03
XIAN AEROSPACE PROPULSION TESTING TECHN INST
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  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In order to overcome the problems of high production cost, poor thermal stability of tetracycloheptane and the limitation of cubane by normal temperature form in the existing syntin and dicyclopropane preparation methods, the present invention provides a high calorific value, high energy and high thermal stability aviation Preparation method of spaceflight liquid hydrocarbon bicyclobutane

Method used

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  • Preparation method of bicyclobutane and application of bicyclobutane as aerospace high-energy fuel
  • Preparation method of bicyclobutane and application of bicyclobutane as aerospace high-energy fuel
  • Preparation method of bicyclobutane and application of bicyclobutane as aerospace high-energy fuel

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Experimental program
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Effect test

Embodiment 1

[0031] Take 1.2 mol of magnesium chips dried in vacuum at 100°C, under the protection of nitrogen, add magnesium chips and 1 mol of bromocyclobutane into 3L of anhydrous ether, add a small amount of elemental iodine to initiate the reaction, and react at room temperature for 40 minutes to prepare rings in situ. Butylmagnesium bromide Grignard reagent. Then add 0.10 mol of anhydrous copper chloride and 1.00 mol of tert-butanol peroxide to carry out carbon-carbon self-coupling reaction, and react at 25° C. for 15 hours. This process adopts mechanical stirring. Cool to room temperature after the reaction, filter, take the filtrate, wash the filter residue three times with ether, combine the washing liquid with the filtrate, add anhydrous magnesium sulfate to dry, distill and separate to obtain the bicyclobutane product, and the product yield is 77.0%. Structural identification by carbon spectroscopy (see figure 1 ), purity test see figure 2 , the purity is over 99%.

Embodiment 2-20

[0033] The reaction steps of embodiment 2-20 are the same as those in embodiment 1, and some reaction conditions are different. Different reaction conditions include solvent and dosage, self-coupling reaction time, self-coupling reaction temperature, self-coupling reaction catalyst and addition amount, self-coupling reaction The reaction additives and their addition amounts, etc., are shown in Table 1.

[0034] Table 1 Example 2-20

[0035]

[0036] As can be seen from the foregoing examples, when the solvent is selected from anhydrous ether, the catalyst is selected from CuCl 2 , CuCl 2 The molar ratio to 1-halocyclobutane is 0.1, the oxidizing agent is tert-butanol peroxide, the molar ratio of tert-butanol peroxide to 1-halocyclobutane is 1, the reaction temperature is 25°C, and the reaction time is After 15 hours, the yield of bicyclobutane can reach 77.0%. When the solvent is anhydrous ether, the catalyst is CuCl 2 , CuCl 2 The molar ratio to 1-halocyclobutane is 0...

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Abstract

The invention belongs to the technical field of aerospace fuel, and provides a preparation method of bicyclobutane and application of the bicyclobutane as aerospace high-energy fuel. According to the method, the problems of high production cost, poor heat stability of tetracycloheptane, limitation of normal-temperature form on cubic alkane and the like in the existing syntin and bicyclopropane preparation method are solved; according to the method, halogenated cyclobutane is taken as a raw material, a corresponding Grignard reagent is obtained through Grignard reaction in a room temperature environment, and then bicyclobutane is obtained through carbon-carbon coupling reaction in a room temperature environment or a slightly high temperature environment by adding a catalyst and an additive. The reaction raw materials are easy to obtain, the cost is low, the reaction conditions are mild, no by-product is generated in the reaction process, the yield can reach 70% or above, and the purity reaches 99% or above.

Description

technical field [0001] The invention belongs to the technical field of aerospace fuel, and in particular relates to a preparation method of bicyclobutane and the application of bicyclobutane as a high-energy fuel for aerospace. Background technique [0002] Propellant is the energy source of aerospace vehicles. The aircraft is always developing in the direction of increasing speed or increasing load. Correspondingly, the energy level of propellant is also increasing. Especially for launch vehicles, the requirements for take-off weight are relatively strict, and it is more important to increase the specific impulse of the propellant. The specific impulse depends on many factors such as fuel energy, matching oxidizer, and composition of combustion products. It is the most direct way to increase the specific impulse. [0003] The high-energy liquid hydrocarbon fuel (referred to as high-energy fuel) artificially synthesized by chemical methods is essentially the same as the liq...

Claims

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Application Information

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IPC IPC(8): C07C13/28C07C1/32C10L1/04
CPCC07C1/326C07F3/02C10L1/04C07C2601/04C07C13/28Y02P20/584
Inventor 吴玉秀杜宗罡于君李宁冯弦徐涛韩伟
Owner XIAN AEROSPACE PROPULSION TESTING TECHN INST
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