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

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

Example Embodiment

[0011] Example 1

[0012] Add 500g norbornene and 5g aluminum trichloride to a stirred pressurized reactor with a volume of 1000mL, where the stirring speed is 500 revolutions per minute, and add p-tert-butylcatechol with a mass content of 500ppm, Sealed, heated to a temperature of 150°C to react for 6 hours, filtered with a cloth funnel to obtain a liquid mixture, moved the liquid mixture to a distillation apparatus, and collected the fractions at a temperature of 105-115°C under a pressure of 50 mmHg to obtain 430 g of a colorless and transparent liquid fuel.

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

Example Embodiment

[0014] Example 2-9

[0015] Same as Example 1, but using boron trifluoride, boric acid, trifluoromethanesulfonic acid, zinc chloride, sulfuric acid, phosphoric acid, hydrofluoric acid, and nitric acid as catalysts, and 2,5-di-tert-butyl terephthalic acid Phenol is a polymerization inhibitor. The amount of catalyst, amount of polymerization inhibitor, reaction temperature, reaction pressure, reaction time, and fuel output are shown in 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

Example Embodiment

[0018] Example 10

[0019] Dry 500g norbornene and 100g SO at 110°C for 2 hours 4 2- / ZrO 2 Put it into a 1000mL pressurized reaction kettle with stirring. The stirring speed is 550 revolutions per minute, and hydroquinone with a mass content of 2500ppm is added, sealed, heated to a temperature of 190℃, and reacted for 6 hours. The liquid mixture is obtained by filtering with a funnel, and the liquid mixture is moved to a distillation device, and the fraction at a temperature of 105 to 115° C. is collected under a pressure of 60 mmHg to obtain 415 g of a colorless and transparent liquid fuel.

[0020] After measurement, the density of the prepared fuel is 1.02g / mL; the freezing point is -60°C; the volumetric calorific value is 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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