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Method for preparing high energy liquid fuel by acid catalysis of norbornene dimerization

A liquid fuel, norbornene technology, applied in organic chemistry, addition of unsaturated hydrocarbons to hydrocarbons, explosives, etc., can solve the problems of unsuitable liquid fuels, high freezing point of dimers, unsuitable liquid fuels, etc. Easy, easy to recycle, low cost of raw materials

Active Publication Date: 2009-04-29
天津大学滨海工业研究院有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The dimerization of norbornene generally adopts methods such as light irradiation, catalytic polymerization with cuprous fluoride or cuprous bromide, catalytic polymerization with organometallic compounds, etc., but the obtained dimer has a high freezing point and poor performance, so it is not suitable for use as a liquid fuel.
U.S. Patent US005545790A uses supported VIB group metal oxides to catalyze the dimerization of norbornene, but the dimer is solid at room temperature and is still not suitable for use as a liquid fuel

Method used

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  • Method for preparing high energy liquid fuel by acid catalysis of norbornene dimerization

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0012] 500g of norbornene and 5g of aluminum trichloride were added into a 1000mL pressurized reactor with stirring, wherein the number of revolutions of the stirring was 500 rpm, and 500ppm of p-tert-butylcatechol was added, Seal it, heat it to a temperature of 150°C and react for 6 hours, filter it with a Buchner funnel to obtain a liquid mixture, move the liquid mixture to a distillation device, and collect fractions at a temperature of 105-115°C under a pressure of 50mmHg to obtain 430g of a colorless and transparent liquid fuel.

[0013] The prepared fuel is analyzed by gas chromatography, and the liquid jet fuel is composed of at least five isomers of norbornene dimers, and the total mass content is higher than 98%. It was determined that the density of the fuel was 1.04g / mL; the freezing point was -55°C; and the volume calorific value was 43.3MJ / L.

Embodiment 2-9

[0015] Same as Example 1, but using boron trifluoride, boric acid, trifluoromethanesulfonic acid, zinc chloride, sulfuric acid, phosphoric acid, hydrofluoric acid, nitric acid as catalyst respectively, with 2,5-di-tert-butyl-terephthalene Phenol is a polymerization inhibitor, and catalyst consumption, polymerization inhibitor consumption, temperature of reaction, reaction pressure, reaction time, and fuel output see the following table:

[0016] Example catalyst Catalyst quality temperature reflex Polymerization inhibitor Reaction time fuel production

[0017] 3 boric acid 15g 160℃ 800 6h 415g

Embodiment 10

[0019] 500g of norbornene and 100g of SO 4 2- / ZrO 2 Add it into a stirred pressurized reaction kettle with a volume of 1000mL, wherein the stirring speed is 550 rpm, and add hydroquinone with a mass content of 2500ppm, seal it, and heat it to a temperature of 190°C for 6 hours. The liquid mixture was obtained by filtering with a funnel, and the liquid mixture was moved to a distillation device, and the fraction with a temperature of 105-115°C was collected under a pressure of 60mmHg to obtain 415g of a colorless and transparent liquid fuel.

[0020] It was determined that the density of the prepared fuel was 1.02g / mL; the freezing point was -60°C; and the volume calorific value was 42.5MJ / L.

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Abstract

The invention discloses a preparation method of high-energy afluid fuel with cid catalysis norborneol diene polymerization, belonging to the preparation field of space flight and aviation fuels. The method comprises the following steps: taking liquor or solid acid as catalytic agent, taking para-tert-butylcatechol, 2, 5-tert butyl hydroquinone, hydroquinone, 0-methylhydroquione or pyrocatechol as inhibitive substance, which are carried out dimerization reaction under 80 to 250 DEG C; purifying the product by reduced pressure distillation, thus obtaining the high-energy liquor fuel with the content of the norborneol diene polymer over 98 percent. The fuel density is 1.02 to 1.04 g / mL, the volumetric calorific value is 42.5 to 43.3 MJ / L and the freezing point is minus 50 DEG C to minus 60 DEG C. The invention has the advantages of low preparation cost, simple process and easy for mass production.

Description

technical field [0001] The invention relates to a method for preparing high-energy liquid fuel by acid-catalyzed norbornene dimerization, which belongs to the preparation technology of novel aerospace fuel. Background technique [0002] High-energy fuel has high volume calorific value and has important application value in the field of aerospace. When the volume of the fuel tank of the aircraft is fixed, the use of high-energy fuel can greatly increase the flight range, speed and payload of the aircraft; while keeping the flight performance unchanged, the use of high-energy fuel can significantly reduce the volume of the fuel tank and save more space. Leave it for other purposes to realize the miniaturization of the aircraft. The above advantages are especially important for aircraft with limited volume. In order to meet the requirements of use, high-energy fuels should also have low freezing point and viscosity, suitable flash point, low toxicity and long-term storage sta...

Claims

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Application Information

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IPC IPC(8): C07C13/68C07C2/08C06B43/00
Inventor 邹吉军潘伦李红娇张香文王莅
Owner 天津大学滨海工业研究院有限公司
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