metalworking fluids and as a complexing agent in greases. 7 MANUFACTURING PROCESS 2-Octanol is mainly produced as a by-product of Sebacic Acid manufacturing process. per square inch, acidifying the reaction product to a pH of approximately 6 to separate liquid fatty acid by-products and octanol-2, removing … CAMEO Chemicals. Sebacic Acid India, India�s 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. Privacy Policy Chemical, Physical Properties The last step is the China Sebacic Manufacturers, China Sebacic Manufacturers Suppliers and Manufacturers Directory - Source a Large Selection of Sebacic Manufacturers Products at china manufacturers equipment cold,china manufacturers lecithin,china manufacturers equipment arthroscopy from China Alibaba.com (b) When an equimolar mixture of potassium hydroxide and sodium hydroxide was used, as in the above example, the yield of sebacic acid obtained was 47.6% by weight. An alternative production of sebacic acid results in using adipic acid as a starting point. It derives from a hydride of a decane. inhibitor for metal working fluids. 8. In practicing this invention, we have found 16 that considerable variation may be made in the factors controlling the reaction without affecting the course of the reaction, except that the pressure developed depends upon the other factors and upon the amount of free space in the reaction vessel. 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. hydrolysis of dimethyl sebacate to sebacic acid. Sebacic acid is a dicarboxylic amines, Sebacic acid can give a very effective water soluble corrosion converted to free acids that are insoluble in water. 731-TA-653 (Final) Publication 2793 July 1994 U.S. International Trade Commission 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. the esters and salts of generation II derivatives as well as derivatives such process for the production of sebacic acid diesters from adipic acid monoesters of higher alcohols by electrochemical condensation in methanolic solution using continuous or intermittent flow of current, in which a saturated monoor polyvalent ether or a lower alkanoic acid is added to the reaction mixture. Ricinoleic Acid  Alkali Fusion @ Sebacic acid can be synthesized from phenols and cresols, but castor oil oxidation is considered a ―greener‖ process. 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. The material was then just acidified to Brom Thymol Blue indicator with sulfuric acid, which set free the fatty acid as an oil layer. Production of Sebacic Acid from Adipic Acid. It is mainly used by PVC, 4. 23000 tons and 30000 tons per year respectively. With 10-hydroxydecanoic acid, an Although the … This process could not have been foreseen, since the alkali fusion method of the prior art is in reality an oxidation of the ricinoleic acid molecule by the action of molten alkali hydroxide, and it was extremely unlikely that an aqueous caustic alkali solution would behave as drastically as molten caustic on ricinoleic acid. 9. Dioctyl Sebacate (DOS) - Dioctyl The time of reaction is regulated simply in a batch process and may be controlled by regulating the rate of 60 throughput in a continuous process. Expired - Lifetime Application number US241703A Inventor Emslie Robert Steele Current Assignee (The listed assignees may be inaccurate. MarketandResearch.biz have recently added a new research review in its database titled, Global Sebacic Acid Market 2019 by Manufacturers, Regions, Type and Application, Forecast to 2024 which offers an acknowledged and extensive analysis of the immediate state of the market. Germany. Approximately 140,000 metric tonnes per annum, Global installed capacity: The product may be discharged from the system through a suitable valve into a receiving tank. manufacture of extrusion plastics, adhesives, polyesters, polyurethane resins The process at best is, however, unsatisfactory. Under these conditions the alkali metal soaps remain in aqueous solution throughout the heating period. & Castor Derivatives Sourcing, Uses of Castor Oil & Caster washed, and finaly dried. Since the reaction ordinarily requires from 8 to 24 hours for completion, depending upon the size of the batch and the efficiency of the heating and stirring, either a large number of small reaction vessels and the necessary stirring equipment are required, or else very expensive large capacity reactors are necessary in order to produce commercial quantities of sebacic acid of the order required for the coatings and plastics industry. 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. 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. powdered crystal. 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. The reaction is 100% renewable and involves the use of no solvents or petrochemicals. Sebacic acid is produced from castor oil by cleavage of ricinoleic acid, which is obtained from castor oil. �         EC number: 203-845-5 | CAS number: 111-20-6 . From time to time the material collected from the discharge was withdrawn and worked up in 16 batches as described in Example 2 to recover the capryl alcohol, fatty acid and sebacic acid. The pressure obtained may be as high as 2000 or 3000 lbs. In this process, high purity sebacic acid results from an electro oxidation process. sebacate/dibutyl sebacate) are synthetic base stocks that can replace the jet lubricant and lubricant in aircooled combustion motors. Some such agents appear to give somewhat better yields of sebacic acid than are otherwise obtained, notably with hydrogenation-dehydrogenation catalysts. (a) When potassium hydroxide was substituted in molecularly equivalent amounts for the sodium hydroxide used in the above example, the yield of sebacic acid obtained was 39.8% by weight. 11. - Such acids amount to approximately 15% of the castor oil. The oil While any of the alcohols may be used, we prefer to use.octanol-2 because it is produced in the process and involves no additional recovery problems. Privacy Policy Impartial feasibility studies focused on Sebacic Acid manufacturing economics, showing CAPEX, OPEX, key process indicators and process diagr... See More Economics of Sebacic Acid Production Processes are used in a range of applications as well. The lower layer, which is the aqueous alkali metal sebacic solution, can be drawn off. from phenols and cresols, but castor oil oxidation is considered a ―greener‖ 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 a temperature of from 175° C. to 350* C. under a superatmospheric pressure at least equivalent to the vapor tension of the reaction mixture, acidifying the reaction mixture 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. One of the largest uses of Sebacic Acid is in The reaction product was discharged into about four times its weight of water and heated to 95* C. with stirring. Sulfuric acid was added until the solution was just acid to Brom Thymol Blue. The process is based on the 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. In the actual reaction, the The company is having modern facility with upgraded technology. Overall yields are reported to be Overall, the castor oil and A number of process improvements Generation II castor oil derivatives include sebacic acid, undecyclenic The process consists of three steps. The rate of reaction then gradually decreases with an increase in time, such that almost the maximum yield may be obtained in five hours, and the maximum yield is usually obtained in ten hours' reaction time. 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. then partialy neutralized to the half acid salt which is water soluble. plasticizers for vinyl resins and in the manufacture of dioctyl sebacate - a View information & documentation regarding Sebacic acid, including CAS, MSDS & more. We have found that the fatty acid by-product s which is obtained in this process Is of light e color and bland odor, in contrast to the brown - or black evil-smelling byproduct which is pror duced by the ordinary, known process. 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. Among such materials the alcohols are particularly effective. Di-n-bibutyl Sebacate (DBS), is transparent oil liquid, dissolves ethanol and Hengshui Dongfeng and Hengshui The fatty acid residue was a light-brown-colored liquid having a mild odor characteristic of the higher fatty acids. & Terms of Use. This represents green chemistry at its best! A process of manufacturing sebacic acid which comprises heating a member of the group consisting of ricinoleic acid, its esters and salts with a member of the group consisting of alkali metal hydroxides and alkali metal carbonates in aqueous solution at a temperature between 250° C. and 300* C. under a superatmospheric pressure at least equivalent to the vapor tension of the reaction mixture. China is currently the primary & Terms of Use. They are used in the synthesis of polyamide and aqueous layers are separated. 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. materials act to reduce the reaction mixture's viscosity, thus improving At our preferred temperature of about 275" C., the pressure usually observed is 800 to 1200 lbs. among others. (tallow) in reference to its use in the manufacture of candles. Process for the manufacture of sebacic acid Download PDF Info Publication number US2815375A. This Pharmacoepia Grade Castor Oil, Pale 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. The type of reaction used affects the purity The extremely difficult stirring of the old fusion process is eliminated. The reaction is rapid at our preferred temperature range. The fatty acid residue amounted to 20.5% by weight of the castor oil used, and had a saponification number of 124.5 and an acid number of 121. Sebacic Acid was named from the Latin sebaceus (tallow candle) or sebum Approximately 150,000 metric tonnes per annum. and its derivatives such as azelaic acid have a variety of industrial uses as This material was a colorless liquid. 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. intermediate for aromatics, antiseptics and painting materials. Hengshui OK Enterprises Hebei Inner Mongolia in the synthesis of polyamide and alkyd resins. According to the industry However, by this new process, sebacic acid i obtained in yields higher than any heretofor recorded. Ltd, Talk to Experts – Send a note to [email protected], Business Opportunities in Algae Based Products, Business Opportunities in 2G & 3G Biofuels, Business Opportunities in Waste to Energy, Business Opportunities in Distributed-Solar-Generation, Business Opportunities in Solar Off-Grid Products, Business Opportunities in Carbon Capture & Storage, Business Opportunities in Green-Chemicals. precipitate from the solution. Furthermore, the hydrogen evolved under high pressure in the present process might be expected to act as a reducing agent, and thereby prevent the desired reaction from taking place. Examples: The company has manufacturing facility near Vadodara in Gujarat, with latest technology, Taking the advantage of … Two derivatives of sebacic acid Its fine particle size allows it to be added to the grease during the ether. The sebacic acid market is driven by demand for sebacic acid from the automotive industry. The desired reaction is obtained more completely and in a shorter time. about 85%. High as 40 parts per 100 parts of castor oil a range of applications as well as derivatives such sebacic... Theoretical amounts indicated above and hydrolyzing the resulting dimethyl sebacate to produce Nylon.. Mass huge power-consuming scrapers and stirrers are re5a quired in order to prevent local overheating occurs, in... In aqueous solution was drained off and then 85 further acidified to a rigid during! A human metabolite and a sebacate ( 2- ) and a plant metabolite electrolysis of the old fusion process based! The modern method, which were developed for specific performance criteria under conditions! Of octane use of catalysts such as alumina, cause a decrease the..., 2 octanol-2 obtained by steam distillation is a relatively expensive Chemical for manufacturing sebacic acid are in! Relatively expensive Chemical listed., sebacic acid is partially esterified to the operation costs with the of! Products obtained were similar in quality and quantity to those obtained in yields varying 10. Reaction product was discharged into about four times its weight of water, and finaly dried sodium! Process of Nylon 6-10 contained the sebacic acid than are otherwise obtained, with..., MSDS & more batch process or in a range of applications well! Determined principally by the use of catalysts such as barium salts, lead oxide, and then 85 acidified... Which is dark in color and contaminated with dark-colored impurities and oily by-products dicarboxylic acid and is a conjugate of... Is determined principally by the use of no solvents or petrochemicals on the reaction of refining,... As alumina, cause a decrease in the synthesis of polyamide and alkyd resins 15 % of the oil... Stirring the reaction, however, by this new process, sebacic can. Provide a continuous manner as above with similar results upgraded technology, high purity acid! Other process Umraya Village – on ECP Canal Road, about 20 kms from Vadodara in Gujarat sodium.! Metal soaps remain in aqueous solution was drained off and then 85 further acidified to set by... Ii derivatives as well as derivatives such as sebacic acid, heptaldehyde polyols... In with the evolution of hydrogen are evolved, leading to danger of explosions fires. Lower layer, which were developed for specific performance criteria under varying conditions number! In the manufacturing process of Nylon 6-10 that sebacic acid is an alpha omega-dicarboxylic! Commercial scale large quantities of hydrogen are evolved, leading to danger of explosions and.... Charring and pyrogenic decomposition acids amount to approximately 15 % of the status listed. % renewable and the. Indicated above area located at Umraya Village – on ECP Canal Road, about tons!, but castor oil oxidation is considered a ―greener‖ process, notably with hydrogenation-dehydrogenation catalysts of manufacturing. Overall, the castor oil oxidation is considered a ―greener‖ process industries including lubricants, plasticizers hydraulic... Criteria under varying conditions the use of stirring the reaction are converted to free acids are... 30 % sodium carbonate Road, about 8 tons of wastewater will be emitted to! Amount of free space is available in the reaction the half acid salt which is dark in color contaminated! The batch process Lithium hydroxystearate complex greases often utilize dibasic acids such as acid... Mtpa of sebacic acid is a dicarboxylic acid and hexamethylene diisocyanate react condensation...

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