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Method for preparing long-chain alkane through hydrolysis and in-situ hydrogenation and decarboxylation of micro-algal oil

An in-situ hydrogenation and long-chain alkane technology, applied in the field of oil degradation, can solve the problems of further improvement and low total mass yield of the three-step reaction, and achieve the effect of convenient product separation, strong environmental adaptability and simple process

Active Publication Date: 2016-05-11
ZHEJIANG UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

and C 10 ~C 22 Decarboxylation of saturated fatty acids yields C 9 ~C 21 For long-chain alkanes, the mass yield of only the third step decarboxylation reaction is up to 70%, and the total mass yield of the three-step reaction is lower. Therefore, the process of the preparation method needs to be further simplified, and the total mass yield of long-chain alkanes needs to be further improved. improve

Method used

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  • Method for preparing long-chain alkane through hydrolysis and in-situ hydrogenation and decarboxylation of micro-algal oil
  • Method for preparing long-chain alkane through hydrolysis and in-situ hydrogenation and decarboxylation of micro-algal oil
  • Method for preparing long-chain alkane through hydrolysis and in-situ hydrogenation and decarboxylation of micro-algal oil

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Add 50g of microalgae oil and 50g of deionized water into a 500mL intermittent high-temperature and high-pressure reactor, start stirring, heat up to 250 ° C for 5 hours of hydrolysis reaction, after the hydrolysis reaction is completed, cool to room temperature, and obtain the upper hydrolyzate (C 10 ~C 22 fatty acid) 44.6g; 44.6g hydrolyzate and 8.9g30%Cu-30%Ni / Al 2 o 3 Catalyst, 13.3g of methanol, 240mL of deionized water were added to a 500mL intermittent high-temperature and high-pressure reactor, heated to 330°C for 3 hours, and after the reaction was completed, the reaction product was cooled and filtered; the liquid phase product was left to separate and separated into After the organic phase was fixed to volume with acetone, it was analyzed by GC-FID, and the calculated mass of long-chain alkanes was 32.9 g, and the total mass yield of long-chain alkanes was 65.7%.

Embodiment 2

[0044] Add 50g of microalgal oil and 100g of deionized water into a 500mL intermittent high-temperature and high-pressure reactor, start stirring, heat up to 220 ° C for 10 hours of hydrolysis reaction, after the hydrolysis reaction is completed, cool to room temperature, and obtain the upper hydrolyzate (C 10 ~C 22 fatty acid) 44.6g; 44.6g hydrolyzate and 8.5g20%Cu-40%Ni / MWCNTs catalyst, 15.1g methanol, 210mL deionized water were added to a 500mL intermittent high-temperature and high-pressure reactor, heated to 330°C for 1 hour , after the reaction was completed, the reaction product was cooled and filtered; the liquid phase product was left to stand for stratification, and the organic phase was separated and analyzed by GC-FID after constant volume with acetone, and the calculated quality of long-chain alkanes was 33.8g, and the total amount of long-chain alkanes The mass yield is 67.6%. .

Embodiment 3

[0046] Add 50g of microalgae oil and 150g of deionized water into a 500mL intermittent high-temperature and high-pressure reactor, start stirring, heat up to 230 ° C for 6 hours of hydrolysis reaction, after the hydrolysis reaction is completed, cool to room temperature, and obtain the upper hydrolyzate (C 10 ~C 22 fatty acid) 41.1g; 41.1g hydrolyzate and 12.3g20%Cu-40%Ni / Al 2 o 3 Catalyst, 12g of methanol, 200mL of deionized water were added to a 500mL intermittent high-temperature and high-pressure reactor, and the temperature was raised to 330°C for 1 hour. After the reaction was completed, the reaction product was cooled and filtered; After the phase was fixed to volume with acetone, it was analyzed by GC-FID, and the calculated mass of long-chain alkanes was 32.5 g, and the total mass yield of long-chain alkanes was 65.0%.

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Abstract

The invention relates to a method for preparing long-chain alkane through hydrolysis and in-situ hydrogenation and decarboxylation of micro-algal oil. The method comprises the following steps: 1) mixing the micro-algal oil and water, heating the mixture to generate a hydrolysis reaction, and treating to obtain C10-C22 fatty acid; 2) adding the C10-C22 fatty acid, a non-noble metal catalyst, a hydrogen donor and water into a high-temperature high-pressure reaction kettle together, and heating the mixture to 300 to 390 DEG C to perform a decarboxylation reaction for 1 to 6 hours, wherein the active ingredient of the non-noble metal catalyst is Cu-Ni, and a catalyst carrier is one of SiO2, ZrO2, Al2O3, MgO or MWCNTs; 3) cooling a reaction product, dissolving the reaction product with an organic solvent, and filtering to obtain a liquid phase product and a solid phase catalyst. According to the method, the long-chain alkane is prepared by catalyzing a micro-algal oil hydrolysis product to perform in-situ hydrogenation and decarboxylation by the non-noble metal catalyst in high-temperature water; compared with the prior art, the method has the advantages of simple process, zero hydrogen consumption and low catalyst cost; secondly, the total mass yield of the long-chain alkane in the method can reach not less than 75.6 percent.

Description

Technical field [0001] The invention relates to the field of oil degradation, and specifically relates to a method for preparing long-chain alkanes through hydrolysis and in-situ hydrogenation and decarboxylation of microalgae oil. Background technique [0002] As China's dependence on foreign crude oil gradually increases, China's dependence on foreign oil exceeded 55% in 2011, and it is expected that China's dependence on foreign oil will reach 62% by 2020. Large-scale oil imports will increase China's dependence on foreign resources. Therefore, the development of bio-jet kerosene can not only promote the rapid development of the aviation industry, but is also related to the country's national energy security. According to statistics, the global air transport industry consumes 1.5 to 1.7 billion barrels of aviation kerosene every year. With the increasing shortage of oil resources, the increase in fuel costs has become the largest cost expenditure in the aviation industry....

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C10G3/00C11C1/04C11C3/12
CPCC10G3/50C11C1/04C11C3/123C11C3/126Y02P30/20
Inventor 傅杰张子豪吴江华吕秀阳欧阳平凯
Owner ZHEJIANG UNIV
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