Amine ethoxylates Manufacture

TOMAH AO-728 Special is a high foaming 50% active amine oxide. It is a very effective foam booster/stabilizer in liquid detergent formulations. It is an economical replacement for lauryl dimethyl amine oxide and many alkanolamldes. TOMAH AO-728 Special is manufactured from an ethoxylated tertiary amine. These amine oxides are generally considered to be milder to skin and eyes than amine oxides manufactured from methyl tertiary amines. 

The property of f. to be local irritants of eyes and skin is reduced by ethoxylation. Manufacturing from RR is predominantly done via the fatty nitriles, which are made from fatty acids by reaction with ammonia. The nitriles are reduced by - hydrogenation (batch or continuous) into amines. The reaction conditions determine whether primary, secondary or tertiary amines result. Saturated f are formed when nitriles are hydrogenated at 80-140 °C and 1-4 MPa/lO O bar over Ni catalyst. Unsaturated f can be obtained with Raney Co or Cu-chromite as catalyst. Ammonia has to be present to suppress the formation of secondary amines. Saturated and unsaturated secondary amines are gained in yields of more than 90% if ammonia is vented from the reactor, the reaction temperature is 160-210 °C, and pressure is maintained at 5-10 MPa/50-100 bar. Trialkylamines are produced via the imine R-CH=NH and Schiff base R-CH=N-CH3 with Ni catalyst at 230 °C and 0.7 MPa/7 bar hydrogen pressure. Important amine types, which are the base for making dimethyl dialkyl ammonium compounds, are made by the following reaction ... 

Alkylamines and diamines are generally classified as corrosive to the skin based on results from laboratory animal (rabbit) studies performed in accordance with the Department of Transportation (DOT) test method (84) rabbits are considered to be especially sensitive to alkylamines which even at low concentrations can induce skin redness and swelling. Oleylamine has been shown to induce mild to moderate skin irritation in laboratory rats when appHed at a concentration of 0.3% in mineral oil (Chemical Manufacturer s Association, 1985). Fatty amines which contain alkyl chains of 10—14 carbons are considered more irritating than related products which contain alkyl chains of 14—18 carbon atoms. Ethoxylation generally decreases the irritation potential of alkylamines. 

Manufacturing processes and equipment are similar to those employed for alcohol ethoxylate preparation. In the absence of steric hindrance, ethylene oxide reacts with both hydrogens of primary amines at relatively low temperatures (90—120°C) without added catalysts (105). When the nitrogen atom is hindered, as it is in the Triton RW products, only one of the amino hydrogens reacts with ethylene oxide. Once this reaction is complete, a basic catalyst is added and ethoxylation proceeds in the manner of the alcohol-based nonionics. In IV-alkyl-l,3-propanediamine, all three amino hydrogens are available for reaction with ethylene oxide. N-Alkyl-1,3-propanediamines are prepared from fatty monoamines and acrylonitrile, followed by reduction of the resulting 3-cyanoethylalkyl amine. 

Fatty Alcohols. Fatty alcohol is considered a basic oleochemical manufactured by high-pressure hydrogenation of fatty acids or fatty acid methyl esters. The majority of the fatty alcohol produced is further subjected to various processes, such as sulfation, ethoxylation, amination, phosphatization, sulfitation, and others. 

Fats and oils are renewable products of nature. One can aptly call them oil from the sun where the sun s energy is biochemically converted to valuable oleochemicals via oleochemistry. Natural oleochemicals derived from natural fats and oils by splitting or tran -esterification, such as fatty acids, methyl esters, and glycerine are termed basic oleochemicals. Fatty alcohols and fatty amines may also be counted as basic oleochemicals, because of their importance in the manufacture of derivatives (8). Further processing of the basic oleochemicals by different routes, such as esterification, ethoxylation, sulfation, and amidation (Figure 1), produces other oleochemical products, which are termed oleochemical derivatives. 

Improvements in detergent efficacy will continue to capture the undivided attention of detergent manufacturers. There are multiple approaches that encompass a wide variety of current and novel technologies. Examples of these types of approaches range from unique combinations of enzymes (pectate, lyase, and mannanase) to facilitate the removal of food soil residues, to ethoxylated quaternized amines to improve soil suspension and cleaning of outdoor soils/stains, to nanoparticle technologies to deliver crease resistance properties in tumble dry additives and aqueous ironing formulations [180],... 

Ethoxylated amines are prepared by the reaction of epoxides with primary amines. This reaction is well known, and an example is shown in Figure 14.5. In a typical manufacturing process, two moles of ethylene oxide are reacted with primary amine to produce a dihydroxyethylamine. Addition of more than two moles of ethylene oxide usually requires the presence of a catalyst. Typical catalysts are sodium or potassium hydroxide. 

In addition to low-cloud point nonionics, the patent literature describes the use of some additional surfactants in ADDs. The use of a mixture of high- and low-cloud point surfactants is reported to provide benefit in terms of greasy soil cleaning. Low-cloud point nonionics are also used in combination with charged surfactants (anionic, zwitterionic) for removal of greasy soil such as lipstick. Examples include amine oxide, alkyl carboxy ethoxylate, or sulfobetaine. For automatic dishwashing tablets, the use of disulfonated anionics such as Dowfax 3B-2 or 2A-1 manufactured by Dow Chemicals has been reported to decrease the solubility rate and the friability percentage loss. ... 

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