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

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

CN103102233AActive Publication Date: 2013-05-15CHINA PETROLEUM & CHEM CORP +1
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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

Patent Timeline
15 May 2013
Publication
CN103102233A
IPC
C07C9/22; C07C9/15; C07C1/22; B01J23/44
CPC
Y02P20/584
Inventors
张志银; 孙剑锋