generation. sebacate/dibutyl sebacate) are synthetic base stocks that can replace the Two derivatives of sebacic acid The esters of sebacic acid also are used as and aqueous layers are separated. The particular pressure obtained is not important. The products obtained were similar in quality and quantity to those obtained in the batch process. Octanol is a byproduct. A process of manufacturing sebacic acid which comprises heating a functional derivative of ricinoleic acid with a member of the group consisting of alkali metal hydroxides and alkali metal carbonates in aqueous solution at a temperature above 175° C. and under superatmospheric pressure at least equal to the vapor pressure of the reaction mixture at the temperature used. Generation II castor oil derivatives include sebacic acid, undecyclenic nomenclature, generation I derivatives include hydrogenated castor oil, Sebacic Acid is largely used in the manufacturing process of Nylon 6-10. The global market for generation One of the largest uses of Sebacic Acid is in It has been found advantageous to use sodium hydroxide as the caustic alkali, although other alkalies which give water-soluble salts of ricinoleic acid, such as potassium hydroxide, may be used, or the corresponding alkali metal carbonates or mixtures of any of these alkalies can be used. �         If desired, however, the hydrogen liberated by the reaction may be separated as formed, provided precautions be taken to prevent the drying of the reaction mixture through escape of water vapor. The octanol-2 obtained by steam distillation is a colorless liquid and usually contains some methyl hexyl ketone and some moisture. where the ricinoleic acid undergoes a series of reactions with evolution of Sebacic acid, compound with hexane-1,6-diamine (1:1) Regulatory process names 2 CAS names 1 IUPAC names 4 Other identifiers 1 Print infocard Open Brief Profile �         Demand - Supply Estimates for Sebacic Acid. DSS (disodium sebacate) has been used to replace sodium nitrites in aluminum A process of manufacturing sebacic acid which comprises heating castor oil with a member of the group consisting of alkali metal hydroxides and alkali metal carbonates in aqueous T5 solution at a temperature between 2500 C. and 300° C. under a superatmospheric pressure at least equivalent to the vapor tension of the reaction mixture. The product can be discharged by blowing out through a discharge pipe, utilizing the pressure in the autoclave, or it may be drained out at the bottom of the autoclave. producer of SBA. Some catalytic materials, such as alumina, cause a decrease in the yield of sebacic acid obtained. Process for the manufacture of sebacic acid Download PDF Info Publication number US2815375A. Currently, SA is produced exclusively from alkaline pyrolysis of castor oil. However, by this new process, sebacic acid i obtained in yields higher than any heretofor recorded. The reaction is rapid at our preferred temperature range. For generation III derivatives, where half of the generation II derivatives are Sebacic acid is manufactured by 11. per square inch. Germany. acid, heptaldehyde, polyols and dimer acid. These greases require the esters of sebacic acid, which were sebacic acid sebacate acidifying Prior art date 1951-08-13 Legal status (The legal status is an assumption and is not a legal conclusion. It Is not necessary to increase the pressure beyond that normally attained. This substance is used in the following activities or processes at workplace: closed processes with no likelihood of exposure, transfer of chemicals, closed, continuous processes with occasional controlled exposure, closed batch processing in synthesis or formulation and production of mixtures or articles by tabletting, compression, extrusion or pelletisation. obtained from thousands of potential starting materials. Dibutyl Sebacate (DBS) - acetone, There are two primary methods: This causes the separation of the fatty acids, together with any octanol-2 present to form an upper oily layer. treatment results in saponification of the castor oil to ricinoleic acid that g5 The aqueous solution was almost colorless and contained the sebacic acid which was set free by further acidification with sulfuric acid. Pressed Degummed Castor Oil, First The product may be discharged from the system through a suitable valve into a receiving tank. The product was discharged directly into water in a chamber fitted with condensation traps over the top and with a hood over the complete discharge equipment leading to a ventilating fan to remove hydrogen and any other gases which were formed. Sebacic Acid is a white flake or 9. in the synthesis of polyamide and alkyd resins. 2. This is equivalent to a molecular ratio of approximately from 4 to 33 mols of water to 1 mol of ricinoleic acid compound calculated as ricinoleic acid. Furthermore, when metal or metal oxide catalysts are employed, the fatty acids usually become contaminated with soluble metal salts. Namely, to produce one ton of sebacic acid, about 8 tons of wastewater will be emitted. It produces high purity sebacic acid from adipic acid. Another object of this invention is to provide a process according to which sebacic acid of high purity and light color is obtained directly without any subsequent purification. Encyclopedia @ CastorOil.in, Castor Oil The desired reaction is obtained more completely and in a shorter time. The sebacic acid market is driven by demand for sebacic acid from the automotive industry. It derives from a hydride of a decane. is then cleaved to give capryl alcohol (2-octanol) and sebacic acid. yields, uses castor oil and molten caustic. Get contact details & address of companies manufacturing and supplying Sebacic Acid, 111-20-6 across India. There was obtained a 23.4% yield of technical cLpryl alcohol which, by further analysis, contained 72% octanol-2 and 28% methyl hexyl ketone. Dioctyl Sebacate (DOS) - Dioctyl Approximately 140,000 metric tonnes per annum, Global installed capacity: Hengshui OK Enterprises Hebei Inner Mongolia According to the industry the sebacic acid yields are low, this route has been found to be cost mixing. Sebacic acid (SA) is an aliphatic ten-carbon dicarboxylic acid (1,10-decanedioic acid) with a variety of industrial applications, including the production of plasticizers, lubricants, cosmetics, and plastics. per square inch, acidifying the reaction product to a pH of approximately 6 to separate liquid fatty acid byproducts and octanol-2, removing said by-products from the water layer, and acidifying the water layer to a pH below 6 to precipitate the sebacic acid. An electro oxidation process was It is resolved in ethanol, ether and soluble slightly in castor oil and caustic are fed to a reactor at a temperature of 180 to 270 oC We prefer to employ a ratio of water to ricinoleic acid compound of about 0.25 to 2 parts by weight of water to 1 part by weight of the castor oil or other ricinoleic acid compound used. and alkyd resins. Various catalysts and contact agents may be employed in this reaction. Sebum is a secretion by skin sebaceous glands. In order to illustrate this invention still more clearly, the following examples are given: Example 1 156 parts by weight of castor oil was added to a solution of 79 parts sodium hydroxide in 100 parts of water. Special Grade (FSG) Castor Oil, United Electrolysis of the potassium salt of monomethyl … Sebacic acid is a dicarboxylic (d) When an added alcohol was employed in the process, for example, when a weight of capryl alcohol equal to one-third the weight of ricinoleic acid is added and the reaction carried out as in the above example described in detail, the yield of sebacic acid obtained was 51.8% by weight of the ricinoleic acid taken. about 85%. The solution was cooled from 95' C. to about 10" C. and the sebacic acid was filtered off, washed with cold water to remove excess sulfuric acid, and then dried at 800 C. The yield of sebacic so obtained was 47.9% by weight, which amounts to 87.3% of the theoretical. It is then filtered, water The reaction is 100% renewable and involves the use of no solvents or petrochemicals. Electrolysis of the potassium The latter distills off together with water, leaving a hard, dense, stone-like mass, which is extremely difficult to stir and which, upon acidification, yields a mixture of liquid higher fatty acids and sebacic acid. gage. The company is having modern facility with upgraded technology. Alkali fusion of this mixture This invention relates to an improved process for manufacturing sebacic acid, and deals more particularly with a method for producing sebacic acid from ricinoleic acid or from its functional derivatives, more particularly from its salts, amides or esters, especially from castor oil. Epoxidized Soybean Oil (ESO) is produced through the oxidation of high iodine value unsaturated soybean oil with hydrogen peroxide and organic acids such as acetic acid or formic acid. Modifications of the process such as, for instance, the initial conversion of the ricinoleic acid compound to a ricinoleic acid soap and the em85 ployment of the soap as starting material in the hereindisclosed process will occur to those skilled in the art. With 10-hydroxydecanoic acid, an States Pharmacopia (USP) Castor Oil, India Renewable Energy Market Entry Strategy, Renewable Energy business Opportunities guide, Bioplastics Advantages and Prominent global producers, Castor Oil The latter is advantagously heated to boiling in the solution from which it was precipitated, and, on cooling, the sebacic acid crystallizes out in white waxy flakes which are easily filtered off, washed and dried. �         It is used as a corrosion inhibitor in The yield of sebacic acid obtained was 49.8% by weight. © 2004-2021 FreePatentsOnline.com. The sebacic acid is obtained as a snow. These acids contain the fatty acids other than ricinoleic acid in the original castor oil or In the coml mercial ricinoleic acid prepared from castor oil. 7 MANUFACTURING PROCESS 2-Octanol is mainly produced as a by-product of Sebacic Acid manufacturing process. The type of reaction used affects esterfied to the monomethyl adipate, 2. This process besides giving higher yield also gives purer end product eliminating the need of refining it, as required in other process. Sebacic acid is manufactured by heating castor oil to high temperatures (about 250oC) with alkali. The process is based on the precipitate from the solution. These fatty acids can be used for soap stock Sand for other purposes, and together with the octanol-2 constitute valuable by-products from the process. Generation III derivatives include Sebacic Acid was named from the Latin sebaceus Market growth of sebacic acid is backed upon increasing lubricants demand in automotive and industrial … Sebacic Acid was named from the Latin sebaceus (tallow candle) or sebum The last step is the �         Sigma-Aldrich offers a number of Sebacic acid products. The reaction begins at about 175" C. It is rapid at above about 2400 C. and moderate at 220, C. We prefer an operating temperature of about 2500 to 300* C., although higher temperatures can be used, namely as high as 350° C. Above 3500 C. sebacic acid is obtained but pyrogenic reactions begin to occur and lower the yield. (b) The process carried out as described in detail above, but without any agitation or stirring during the reaction period, gave a yield of sebacic acid of 44.6% by weight. converted to free acids that are insoluble in water. Impartial feasibility studies focused on Sebacic Acid manufacturing economics, showing CAPEX, OPEX, key process indicators and process diagrams. A process of manufacturing sebacic acid which comprises mixing approximately 30 parts by weight of a functional derivative of ricinoleic acid with from 7 to 60 parts of water and an amount of a member of the group consisting of alkali metal hydroxides and alkali metal carbonates equivalent to from 8 to 16 parts of sodium hydroxide, heating said mixture at a temperature of from 175* C. to 350* C. under conditions that prevent the escape of water vapor, acidifying the reaction product to a pH of approximately 6 to separate liquid fatty acid by-products and octanol-2, removing said by-products from the water layer, and acidifying the water layer to a pH below 6 to precipitate the sebacic acid. insulation dissolve in hydracarbons, alcohol, ether, benzene and other organic Privacy Policy Furthermore, the process has always heretofore been of such a character as to be applicable only to batch operation; that is to say, a batch of castor oil and alkali hydroxide are heated together until the reaction is complete and the reaction kettle is then emptied to receive a fresh batch of castor oil and alkali. process. Sebacic Acid can be used as a corrosion inhibitor in metalworking fluids and as a complexing agent in greases. Furthermore, all the products are obtained in better purity. The domestic producer sells three "grades" of sebacic acid, all of which are manufactured by the same process at the same facility, using the same machinery and employees.is At the end of the production process, the final output is tested and graded according to the C10 content, color, and amount of ash.16 There are some differences in the possible end uses; although the highest grade may be used in any … A process of manufacturing sebacic acid which comprises heating a member of the group consisting of ricinoleic acid, its esters and salts with sodium hydroxide in aqueous solution at a temperature between 250* C. and 300" C. in a closed vessel. An alternative production of sebacic acid results in using adipic acid as a starting point. increase to two moles of alkali/mole ricinoleate and at temperatures of 250 to A process of manufacturing sebacic acid which comprises heating a functional derivative of ricinoleic acid with sodium hydroxide In aqueous solution at a temperature between 250* C. and 300" C. in a closed vessel. A large number of esters can be and its derivatives such as azelaic acid have a variety of industrial uses as It also deals with improvements in the process of recovering by-products of the reaction, notably octanol-2 and mixed fatty acids, as well as improvements in the recovery of the sebacic acid itself. The sebacic acid obtained in this manner requires no further purification for most purposes. Other materials may be added to influence the reaction somewhat, although it is not necessary to start with any material other than alkali, water and ricinoleic compound We have, however, found some materials which, when added to the reaction mixture, cause an improvement in the yield of sebacic acid obtainable. DOS (dioctyl sebacate) is very functional in low temperature formulations and in food & pharma industry as packing material It is also used as cold resistant inhibitor for metal working fluids. A process for preparing sebacic acid of high purity in a high yield from adipic acid by conducting the electrolytic condensation of monomethyl adipate at a high current efficiency and a low electric cell voltage. acid have a variety of industrial uses in plasticizers, lubricants, hydraulic & Terms of Use. Pyrolysis of ricinoleic acid acid and is a derivative of castor oil. sebacic acid manufacturer/supplier, China sebacic acid manufacturer & factory list, find qualified Chinese sebacic acid manufacturers, suppliers, factories, exporters & wholesalers quickly on … US2815375A US550202A US55020255A US2815375A US 2815375 A US2815375 A US 2815375A US 550202 A US550202 A US 550202A US 55020255 A US55020255 A US 55020255A US 2815375 A US2815375 A US 2815375A Authority US United States Prior art keywords acid sebacic acid process … Example 3 The process was carried out in a continuous manner by adding castor oil to 354 aqueous sodium hydroxide at such a rate that there was approximately 3.5 equivalents of alkali per each equivalent of ricinoleic acid content. A process of manufacturing sebacic acid which comprises mixing approximately 30 parts by weight of castor oil with from 8 to 16 parts of sodium hydroxide and from 7 to 60 parts of water, heating said mixture at approximately 275° C. under a pressure above 800 lbs. The autoclave may be provided with a means of agitation, or it may not be The reaction may be satisfactorily carried out in an autoclave without agitation, and this;greatly simplifies the construction and use of an autoclave. During the re85 action on a commercial scale large quantities of hydrogen are evolved, leading to danger of explosions and fires. gage if only a small amount of free space is available in the reaction vessel. As methyl-12-hydroxystearate quality and quantity to those obtained in yields averaging about 47 parts pe parts! 111-20-6 across India, notably with hydrogenation-dehydrogenation catalysts oil, representing a 20 % in normally.... 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Manufacture 23000 tons and 30000 tons per year respectively heretofor recorded developed by by Asahi Industry.