Method for preparing nonane diacid and biomass diesel from tung oil

A technology for biomass diesel and azelaic acid is applied in chemical instruments and methods, ozonation to prepare carboxylic acid, fatty acid production, etc., which can solve the problems of high condition requirements, complex process and high process cost, and achieves environmental protection in the form of oxidation. The effect of high product yield and simple method

Inactive Publication Date: 2012-11-28
重庆油桐产业研究中心
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  • Application Information

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Problems solved by technology

[0011] (3) The oxidative cracking technology of tung oil is very difficult and the products are complicated. For example, the separation and extraction of unsaturated acid is partly processed and then cracked. The process is complicated, the conditions are high, and the process cost is high. It is difficult to realize large-scale industrial production

Method used

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  • Method for preparing nonane diacid and biomass diesel from tung oil
  • Method for preparing nonane diacid and biomass diesel from tung oil
  • Method for preparing nonane diacid and biomass diesel from tung oil

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] (1) Take 100g of tung oil and react with 33.3g of maleic anhydride Diels-Alder. The light yellow tung oil comes from the oil extracted from the three-year-old tung tree in Sichuan and Chongqing. The iodine value is 171, and the unsaturated acid content is 94.8. %, of which the content of α-tung acid is 80%, the content of oleic acid is 5.4%, the content of linoleic acid is 7.8%, the content of linolenic acid is 0.98%, and the content of arachidic acid is 0.62%; according to the content of α-tung acid in tung oil The molar ratio of tung oil to dienophilic monomer is determined to be 1:2.45, the reaction temperature is 60°C, the catalyst is 0.1%, the reaction time is 1h, and the dienophilic adduct of tung oil is obtained.

[0052] (2) Oxidation reaction: Dissolve tung oil and dienophilic monomer M through Diels-Alder reaction adduct raw material in 500 g of 15% acetic acid solvent, stir at high speed for 20 minutes in a reactor at 20°C, add 50 g of distilled water And con...

Embodiment 2

[0056] (1) Take 100g tung oil and 33.3g Diels-Alder reaction addition of acrylic acid. The light yellow tung oil comes from the oil extracted from the three-year-old tung tree in Southwest China. The iodine value is 175 and the unsaturated acid content is 95.2%. The content of α-tung acid is 80.2%, the content of oleic acid is 5.4%, the content of linoleic acid is 7.9%, the content of linolenic acid is 1.05%, and the content of arachidic acid is 0.65%; according to the content of α-tung acid and linolenic acid in tung oil Trienoic acid content determination The molar ratio of tung oil to dienophilic monomer is preferably 1:2.45, the reaction temperature is 120°C, the catalyst is 0.3%, and the polymerization inhibitor hydroquinone with a mass fraction of acrylic acid of 0.4% is added, and the reaction time is 2.5 h, to obtain tung oil dienophile adduct.

[0057] (2) Oxidation reaction: Dissolve tung oil and dienophilic monomer M through Diels-Alder reaction adduct raw material in...

Embodiment 3

[0061] (1) Take 100g of tung oil and react with 33.3g of maleic anhydride Diels-Alder. The raw material light yellow tung oil comes from the oil extracted from the three-year-old tung tree in central China. Its iodine value is 169 and its unsaturated acid content is 93.3%. α-The content of oleic acid is 75.4%, the content of oleic acid is 7.8%, the content of linoleic acid is 8.45%, the content of linolenic acid is 0.9%, and the content of arachidienoic acid is 0.75%; the reaction temperature is 180 ° C, the catalyst is 0.5%, and the reaction After 4 hours, tung oil dienophilic adducts were obtained.

[0062] (2) Oxidation reaction: Dissolve tung oil and dienophilic monomer M through Diels-Alder reaction adduct raw material in 500 g of 15% acetic acid solvent, stir at high speed in a reaction kettle at 20 °C for 20 minutes, add 50 g of distilled water and continue to stir at high speed, then add 0.5% of tung oil raw material weight 2,2,6,6-tetramethylpiperidine nitroxide radic...

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Abstract

The invention relates to a method for preparing nonane diacid and a fine chemical engineering intermediate thereof and a byproduct diesel from tung oil, belonging to the technical fields of organic acids and biological energy sources. The method is characterized by comprising the following steps: directly carrying out Diels-Alder addition reaction on tung oil and dienophile monomer M under the action of a catalyst; and directly carrying out catalytic oxidation cracking, hydrolysis or methanol decomposition and separation to obtain nonane diacid, pelargonic acid, propandioic acid, hexanoic acid and 1,1,2,3,4-octanepentaacid or 1,1,2,3-octanetetracid. The yield of the organic acid and byproduct diesel is 60-90.5%. The invention can be used for obtaining abundant nonane diacid; and the method is simple, has the advantages of environment-friendly oxidation form, no pollution and high product yield, and is suitable for large-scale industrial production for developing tung oil renewable recourses.

Description

Technical field [0001] The present invention is an organic acid and biological energy technology field, especially a method that uses tung oil as the raw material to prepare Ren acid and biomass diesel. Background technique [0002] Tung oil is the three -year -old tung, millennium tung or other tung seeds of the Euphorbia family in my country. Enjoy a high reputation, in an exclusive position, accounting for 80%of the world's total output. [0003] Tung oil is the oil with high industrial development value among all vegetable oils, with fast drying, light weight, good gloss, strong adhesion, heat resistance, acid and alkali resistance, rust -proof, non -conductive and other characteristics. It also has good waterproof waterproofsex.Lomitic acid (18: 2), linoleic acid (18: 3), α -tung acid (18: 3), peanuttotenonic acid (20: 2), of which unsaturated fatty acids account for about 95%It is 70 ~ 83%of α -tung acid.α -tung acid is smooth, anti -, anti -9, 11, 13- -eighteen -eighteen -...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C55/18C07C53/126C07C55/08C07C55/24C07C53/122C07C51/285C07C51/34C07C51/09C07D493/04C11C3/00C11C1/10
Inventor 李军成徐久发姚茂华
Owner 重庆油桐产业研究中心
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