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Method of preparing n-tetradecane or n-hexadecane from natural acid

A technology of n-tetradecane and hexadecane, which is applied in chemical instruments and methods, hydrocarbon production from oxygen-containing organic compounds, metal/metal oxide/metal hydroxide catalysts, etc., can solve high requirements on equipment and materials , low yield, complex process conditions and other problems, to achieve the effects of easy recycling, lower reaction temperature, and simple preparation process

Active Publication Date: 2013-05-15
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
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AI Technical Summary

Problems solved by technology

[0004] Although the above methods can obtain the corresponding n-alkane monomers, there are certain problems in each method: as the first method, the process conditions are more complicated, and the requirements for some equipment and materials are very high; the second method is only applicable For symmetrical even-numbered alkanes, the resulting products need to be extracted repeatedly with ether solvent; the third and fourth methods are very dangerous to operate, and petroleum ether is very easy to erupt in the violent reaction between metal sodium and halogenated alkanes, with low safety factor and high cost
Therefore, the yield of products (undecanes, dodecanes, pentadecanes, hexadecanes) that are directly hydrogenated without decarburization will be lower

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Catalyst preparation

[0022] 6M HNO in an 80 °C oil bath 3 Multi-walled carbon nanotubes (commercially available, purity>95%, diameter 40-60nm, length 5-15μm, provided by Shenzhen Nano Harbor Co., Ltd.) were oxidized for 2h, then filtered, washed until neutral, and dried at 120°C ; Take the above oxidized carbon nanotubes, add 70mL of water, and ultrasonically disperse.

[0023] According to the mass percentage of 2% to 10% palladium as the active component, add H 2 PdC1 4 solution, stirred evenly, added formaldehyde solution, adjusted the pH value to 9 with 1M NaOH solution, stirred for 25 minutes, filtered, washed with a large amount of water, and dried to obtain Pd / multi-walled carbon nanotube catalyst (Pd / MwCNTs), and prepared two kinds of catalysts namely Catalyst 1 (the mass content of palladium is 4%) Catalyst 2 (the mass content of palladium is 7%).

Embodiment 2

[0025] Add 2.5 parts (parts by volume, the same below) of n-hexadecanoic acid, 0.3 parts of Pd / MwCNTs catalyst 1 and 20 parts of n-hexane into a 100 mL reactor, and fill it with hydrogen (containing 5 μL / L of NH 3 ), with an initial hydrogen pressure of 5.0MPa, start stirring and heating, stop the reaction after reacting at 280 °C for 6 hours, and separate the catalyst by filtration after cooling to room temperature.

[0026] Quantitative detection is carried out to product with gas chromatography, as can be seen the conversion rate of raw material n-hexadecane is 99%, the total yield of product n-hexadecane is 95% (molar yield, product n-hexadecane accounts for the raw material n-hexadecane alkanoic acid percentage).

Embodiment 3

[0028] Add 1.5 parts of n-tetradecanoic acid, 0.4 parts of Pd / MwCNTs catalyst 2 and 16 parts of n-hexane into a 100 mL reaction vessel, and fill it with hydrogen (containing 5 μL / L of NH 3 ), the initial hydrogen pressure is 5.0MPa, start stirring and heating, stop the reaction after reacting at 260°C for 7h, and separate the catalyst by filtration after cooling to room temperature.

[0029] Quantitative detection is carried out to product with gas chromatography, as known the transformation rate of raw material n-tetradecane is 98%, the yield of product n-tetradecane is 95% (molar yield, product n-tetradecane accounts for 98% of raw material n-tetradecane acid percentage).

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Abstract

The invention relates to a method of preparing n-tetradecane or n-hexadecane from natural acid. According to the invention, the natural acid and a solvent are mixed and then undergo a hydrogenation reaction in the presence of a catalyst and hydrogen, wherein the catalyst is a palladium / carbon nanotube catalyst, reaction pressure of the hydrogenation reaction is 1 to 10 MPa, reaction temperature is 220 to 320 DEG C, reaction time is 3 to 10 h, the catalyst uses a multi-walled carbon nanotube as a carrier and 2 to 10% by mass of palladium as an active component, and the solvent is one selected from the group consisting of hexane, n-heptane, n-octane and dodecane. Compared with the prior art, the method provided by the invention has the advantages of simple preparation technology, a low reaction temperature, a small usage amount of the solvent, high reaction activity and high yield of a target product.

Description

technical field [0001] The invention relates to a method for generating n-tetradecane or n-hexadecane through liquid-phase catalytic hydrodeoxygenation of natural acid, belonging to the technical field of catalysis. Background technique [0002] As one of the key components of low-temperature diesel oil improvers and environmentally friendly liquid fuel compositions, n-paraffins have been widely used. important role. As n-tetradecane and n-hexadecane are n-alkanes with high carbon number, in addition to the above-mentioned uses, they are also used in pharmaceutical intermediates, phase change materials and other fields. [0003] The existing preparation methods of n-alkanes mainly include the following: 1. The mixture of n-alkanes is prepared by dewaxing molecular sieve or urea, and then sub-stage freezing is carried out to separate n-alkanes monomers. The typical process There is the molex process of Vop Company, and the IVDW process developed by my country itself; 2. The ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C9/22C07C9/15C07C1/22B01J23/44
CPCY02P20/584
Inventor 张志银孙剑锋全辉姚春雷赵威林振发
Owner CHINA PETROLEUM & CHEM CORP
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