Coconut methyl ester

In manual dishwash, a high-SME product (such as Alpha-Step MC48 from Stepan, SME SFA 5 1) based on a distilled coconut methyl ester is used as a partial replacement for LAS and alkyl ether sulphate. Substitution of SME for LAS/AES can give enhanced... 

Two important widely used sulfonic acids are known as TwitcheU s reagents, or as in Russia, the Petrov catalysts. These reagents are based on benzene or naphthalene ( ) and (12), [3055-92-3] and [82415-39-2] respectively. The materials are typically made by the coupling of an unsaturated fatty acid with benzene or naphthalene in the presence of concentrated sulfuric acid (128). These sulfonic acids have been used extensively in the hydrolysis of fats and oils, such as beef tallow (129), coconut oil (130,131), fatty methyl esters (132), and various other fats and oils (133—135). TwitcheU reagents have also found use as acidic esterification catalysts (136) and dispersing agents (137). 

Myristic Acid (Coll. Vol. 1, 371) An improved apparatus for fractionation of the methyl esters from coconut oil. Lepkovsky, Feskov, and Evans, J. Am. Chem. Soc. 58, 978 (1936). 

A heavy granular detergent can be produced by mixing a detergent composition with powdered or granular sodium carbonate. A typical detergent comprises 8% sodium a-sulfo hardened palm oil fatty acid methyl ester, 2% di-Na a-sulfopalmitate, 10% Na coconut oil alcohol sulfate, 2% polyethylene... 

Primary alcohols are produced either by the catalytic hydrogenation of methyl esters or by fatty acids derived from oils and fats, e.g., coconut oil (C12-C14) or tallow (Cl6-C18), or from synthetic sources. Alcohols manufactured from natural oils and fats and from the Ziegler-type processes produce even-numbered chain length primary alcohols. 

Since FAS can be produced either from vegetable oil based or petrochemical-based fatty alcohol (Fig. 4.9), both types have been evaluated in a life-cycle analysis with a positive overall result for the natural based product. With vegetable-based fatty alcohol sulfate, the analysis starts with the harvesting of the oil fruits (palm kernels or coconuts) and their processing to isolate the desired plant oil. Subsequent transesterification and hydrogenation of the methyl ester intermediates lead to the fatty alcohols, which are finally sulfated to produce the desired product. Based on this analysis the environmental impact of vegetable oil based fatty alcohol sulfate compared with the petrochemical based product is as follows ... 

Many alcohols are prepared by reduction of the corresponding methyl esters which are derived from animal or vegetable fats, These alcohols are straight chain even-carbon-numbered compounds. Tallow and coconut oil are two major raw materials for higher alcohol manufacture. 

Cold properties of biodiesel are highly correlated to the fatty acid composition. Biodiesel with a high content of saturated fatty acids, such as that from palm oil and coconut oil, possesses poor cold flow properties. On the other hand, biodiesel with a high content of unsaturated fatty acids possesses better flow properties at lower temperatures. However, biodiesel from highly unsaturated fatty acids with more than two double bonds has combustion problems. Therefore, in some countries, the content of highly unsaturated fatty acid methyl esters in biodiesel is kept low (5). 

Diets. Three basic diets were utilized (Table I), a 2% low fat diet (2% linoleic acid methyl esters), a 20% polyunsaturated fat diet containing 20% stripped corn oil, and a high saturated fat diet containing 18% coconut oil and 2% linoleic acid methyl esters to prevent an essential fatty acid deficiency (6 ). All diets were prepared to our specifications by ICN Life Sciences (Cleveland, OH) and analyzed both by ICN and our laboratory for fatty acids, antioxidants and some trace minerals. They are routinely stored in sealed plastic containers at 4°. Antioxidants when added (see Figure 2) were supplemented just prior to feeding and at 0.2% or 0.3% of the diet by weight as specified in each experiment. 

SMEs are often based on the methyl ester of coconut oil or palm kernel oil, both of which give a carbon distribution predominantly of Ci2 u. Products based on palm stearine, a lower cost oil with mainly C16 18 carbon chains, are more difficult to process, and additional care is needed to avoid producing a dark coloured surfactant. The sources and processing of oleochemcials used in surfactant manufacture will be discussed in more detail later. 

To obtain substantial yields of surfactant hydrophobes, especially in the most useful C12— 14 range, the choice is restricted to coconut, palm and palm kernel oils. In the C16-18 range, the same oils are also used but animal (normally beef) tallow can be used. The use of animal fats raises some ethical issues but these are not commonly used to produce anionic surfactants. The oils may be converted to methyl esters by transesterification which allows easier distillation to remove heavy/light fractions and the esters are finally hydrogenated to fatty alcohols. Alternatively, the fat or oil can be hydrolysed to fatty acid prior to esterification... 

The production of cocamidopropyl betaine has traditionally been based on two feedstocks coconut oil and topped or stripped (C-8 and 10 removed) coconut fatty acid or methyl ester. These products are still widely used but, to achieve better colors and odors, hydrogenated feedstocks are now very frequently used, either fully hydrogenated coconut oil triglyceride or stripped, hydrogenated, distilled coconut fatty acid. These products are most frequently sold as aqueous solutions with 35% nonvolatile matter. If made from triglyceride, the betaine surfactant will contain about 2.5% glycerin by-product and 5% sodium chloride by-product in addition to the active surfactant. Products made from fatty acid or methyl ester are approximately 30% active product and slightly more than 5% sodium chloride. 

The saturated fatty acid tctradccanoic acid (also known as myristic acid) is manufactured commercially from coconut oil by base-catalysed hydrolysis. You may be surprised to learn that coconut oil contains more saturated fat than butter, lard, or beef dripping much of it is the trimyristate ester of glycerol. Hydrolysis with aqueous sodium hydroxide, followed by reprotonation of the sodium carboxylate salt with acid, gives myristic acid. Notice how much longer it takes to hydrolyse this branched ester than it did to hydrolyse a methyl ester (p. 291),... 

Methyl Ester-Based Processes. The fatty methyl esters are produced predominantly by the transesterification of fats and oils with methanol in the presence of an alkaline catalyst under very mild reaction conditions.l5a,b They are used in the production of lauric-type (Cl2) alcohols. The short-chain fatty methyl esters (C8-Cl0), produced as by-products via the fractional distillation of crude lauric-type (coconut, palm kernel) methyl esters, are converted to fatty acids via acidic or alkaline hydrolysis (Fig. 36.12). The hydrolysis of short-chain fatty methyl esters by stream splitting or Twitchell-type processes is not very efficient because of unfavorable equilibrium constants.16a,b... 

The tt-sulfo fatty acid esters represent another class of anionic surfactants. Methyl ester sulfonates (MES) are surfactants that are derived from a variety of methyl ester feedstocks such as coconut, palm kernel, palm stearin, beef tallow, and soy. Palmitic and stearic acid derivatives lead to good detergency because of the long hydrophobic residues [3, 4]. The sensitivity of MES to water hardness is similar to AOS and small compared to LAS and SAS. MES have exceptional dispersion power with respect to lime soap. They have only been used in a few Japanese detergents [3, 4]. 

Derivatives of fatty acid from coconut oil are feedstock for a number of diverse nonfood products. Coconut oU fatty acids and glycerol are released by hydrolysis or alcoholysis of the fat. The fatty acids or their methyl esters, which are subsequently fractionated, constimte the starting materials for the oleochemical industry. The byproduct, glycerol, is purified by vacuum distillation. The purified product is, among others, a component of pharmaceutical preparations, an important ingredient in toothpastes, a raw material in the manufacture of nitroglycerol, and the fluid in hydraulic jacks and shock absorbers. 

Depending on whcih of the four types of alkanolamide is to be produced, the starting material could be either fatty acid, methyl ester, or triglyceride (coconut oil) and monoethanolamine or diethanolamine. Usually, a batch system of manufacturing is employed, as shown in Figure 20. 

If fatty acid is the starting material, a different operating parameter is used to drive off the water formed during the reaction. If superamide is to be produced, cocomethyl ester and diethanolamine can be used as the starting materials in a mole ratio of 1 1. These materials are charged to the reactor with 0.3-0.5% sodium methylate as the catalyst. The reaction is carried at around 100°C and a vacuum of 4-5.3 kPa for a period of 90-120 min. The reaction temperature can be lowered to 70-75°C by employing a vacuum of less than 4 kPa. The reaction time takes longer to enable the maximum vaporization of the methanol byproduct. The methanol is rectified and recycled for use in the transesterification of the coconut oil to produce the methyl ester. 

Coco-Based Surfactants. The most important coconut oil-based surfactants are fatty alcohol sulfate, fatty alcohol ether sulfate, and fatty alcohol polyglycol ether. Two relatively new coco-based surfactants are fatty acid methyl ester sulfonate and alkyl polyglycoside, which is produced from fatty alcohol and starch or sugar, both renewable materials. 

The glycosidation of the reducing sugars obtained from hemicelluloses leads to the alkyl polypentosides surfactants. Glycosylation needs fatty alcohols as raw materials. Natural fatty alcohols derived, for example, from coconut or palm kernel oil are used in the alkyl polyglycoside synthesis to buUd up the hydrophobic part of the surfactants. These alcohols are used as blends obtained after transesterification and fractionation of oils leading to corresponding fatty acid methyl esters, and... 

Alkanolamine-Fatty Acid Condensates Made by reaction of methyl or triglyceride ester of fatty acid with equimolar amount of alkanolamine (about 90% alkanolamide content in product from methyl ester, 80% from triglyceride). Mainly based on coconut or purified coconut (lauric) esters. 

Coconut fatty acid methyl ester Coconut oil xid, methyl esters EINECS 262-988-1 Fatty acids, coco. Me esters Methyl cocoate. 

Coconut fatty acid methyl ester 2436 Colfoseril palmitate 935... 

Coconut oil acid, methyl esters 2436 Colina cloruro 842... 

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