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Preparation method of 1,10-sebacic acid

A technology of sebacic acid and diketone, applied in the field of preparation of 1,10-sebacic acid, which can solve the problems of limited raw materials or sources, non-renewable petroleum resources, etc.

Active Publication Date: 2017-11-24
合肥利夫生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Another production method of 1,10-sebacic acid is the adipic acid electrolytic oxidation method developed by Japan Asahi Kasei Industries, but the raw materials or sources used in the above method are limited, or non-renewable petroleum resources are used

Method used

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  • Preparation method of 1,10-sebacic acid
  • Preparation method of 1,10-sebacic acid

Examples

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Effect test

Embodiment 1

[0074] A method for preparing 1,10-sebacic acid, comprising the steps of: hydrolyzing and ring-opening substance A in an acidic environment to obtain 4,7-diketone-1,10-sebacic acid; 4,7-diketone- Hydrodeoxygenation of 1,10-sebacic acid with hydrogen, trifluoromethanesulfonate, hydrogenation catalyst to obtain 1,10-sebacic acid

Embodiment 2

[0076] A method for preparing 1,10-sebacic acid, comprising the steps of: mixing methanol and methyl delta-furfuryl levulinate evenly, adjusting the pH to less than 1 with an aqueous solution of hydrochloric acid with a mass fraction of 37 wt%, refluxing for 17 hours, and spinning to dry Obtain a solid; dissolve the solid in an aqueous sodium hydroxide solution, add activated carbon to heat and decolorize, filter the filtrate, adjust the pH to less than 1 with hydrochloric acid, and crystallize to obtain 4,7-diketone-1,10-sebacic acid;

[0077] 4,7-diketone-1,10-sebacic acid, palladium on carbon, Al(OTf) 3 , acetic acid, and in a hydrogen atmosphere, adjust the hydrogen pressure to 80atm, stir and heat up to 140°C, keep stirring for 20h, filter the filtrate, and distill under reduced pressure to obtain a solid; dissolve the solid in aqueous sodium hydroxide solution, add activated carbon for decolorization, Take the filtrate by filtration, adjust the pH to less than 2 with hyd...

Embodiment 3

[0079] A preparation method of 1,10-sebacic acid, comprising the steps of:

[0080] Mix sodium hydroxide and levulinic acid aqueous solution, heat to reflux, add furfural methanol solution dropwise, reflux for 1 hour, acidify with 5wt% hydrochloric acid aqueous solution, filter to take filter cake, wash with ice water, and recrystallize in hot water to obtain δ -furfuryl levulinic acid, wherein the molar ratio of levulinic acid to furfural is 5:3, and the molar ratio of sodium hydroxide to levulinic acid is 1.05:1;

[0081] Mix methanol and δ-furfuryl levulinic acid evenly, adjust the pH to less than 1 with a 20 wt% hydrochloric acid aqueous solution, reflux for 10 hours, and spin dry to obtain a solid; dissolve the solid in a 10 wt% sodium hydroxide aqueous solution, add Activated carbon is heated for decolorization, and the filtrate is obtained by filtration, adjusted to pH less than 1 with hydrochloric acid, and crystallized to obtain 4,7-diketone-1,10-sebacic acid;

[008...

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PUM

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Abstract

The invention discloses a preparation method of 1,10-sebacic acid. The preparation method includes: subjecting substance A to hydrolyzing and ring opening in an acid environment to obtain 4,7-diketone-1, and 10-sebacic acid; subjecting 4,7-diketone-1, 10-sebacic acid, hydrogen, trifluoromethanesulfonic salt and a hydrogenation catalyst to hydrodeoxygenation to obtain the 1,10-sebacic acid. The preparation method is good in atom economy, high in product yield, high in product purity, less in environment pollution, simple in process route, convenient in operation, cheap in raw materials which are easy to obtain and suitable for industrialized mass production.

Description

technical field [0001] The invention relates to the technical field of chemical substance preparation, in particular to a preparation method of 1,10-sebacic acid. Background technique [0002] 1,10-Sebacic acid is widely used, mainly used to prepare sebacic acid esters, and its esters are widely used, such as dibutyl sebacate, dioctyl sebacate, diisooctyl sebacate . These esters can be used as plasticizers for plastics and cold-resistant rubber; they can also be used to prepare polyamides, polyurethanes, alkyd resins, synthetic lubricating oils, lubricating oil additives, spices, paints, cosmetics, etc.; they can also be used to produce nylon 10 ,10, Nylon 9,10, Nylon 8,10, Nylon 6,10, Nylon 9 raw materials and high temperature resistant lubricating oil diethylhexyl ester; also the production of alkyd resin (used as surface coating, plasticized nitrocellulose raw materials for plasticizers, softeners and solvents for polyurethane rubber, cellulose resin, vinyl resin and sy...

Claims

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Application Information

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IPC IPC(8): C07C55/20C07C51/347C07C59/347C07C51/00
CPCC07C51/00C07C51/347C07C59/347C07C55/20
Inventor 邓晋李兴龙谢中玉徐海李勇
Owner 合肥利夫生物科技有限公司
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