Acid soaps

The term fat is applied to solid esters of fatty acids with glycerol (glycerides) if the fat is liquid at the ordinary temperature, it is conventionally called a fatty oil, vegetable oil or animal oil. The acids which occur most abundantly are palmitic ticid CH3(CHj),4COOH, stearic acid CH3(CH2)isCOOH and oleic acid CH3(CH2),CH=CH(CH2),C00H. Upon hydrolysis, fats yield glycerol and the alkali salts of these acids (soaps) ... 

Acids carboxylic Acid soaps Acid suppressor Acid treatment Acidulants... 

Three generations of latices as characterized by the type of surfactant used in manufacture have been defined (53). The first generation includes latices made with conventional (/) anionic surfactants like fatty acid soaps, alkyl carboxylates, alkyl sulfates, and alkyl sulfonates (54) (2) nonionic surfactants like poly(ethylene oxide) or poly(vinyl alcohol) used to improve freeze—thaw and shear stabiUty and (J) cationic surfactants like amines, nitriles, and other nitrogen bases, rarely used because of incompatibiUty problems. Portiand cement latex modifiers are one example where cationic surfactants are used. Anionic surfactants yield smaller particles than nonionic surfactants (55). Often a combination of anionic surfactants or anionic and nonionic surfactants are used to provide improved stabiUty. The stabilizing abiUty of anionic fatty acid soaps diminishes at lower pH as the soaps revert to their acids. First-generation latices also suffer from the presence of soap on the polymer particles at the end of the polymerization. Steam and vacuum stripping methods are often used to remove the soap and unreacted monomer from the final product (56). 

In the other market areas, lead naphthenates are used on a limited basis in extreme pressure additives for lubricating oils and greases. Sodium and potassium naphthenates are used in emulsiftable oils, where they have the advantage over fatty acid soaps of having improved disinfectant properties. Catalyst uses include cobalt naphthenate as a cross-linking catalyst in adhesives (52) and manganese naphthenate as an oxidation catalyst (35). Metal naphthenates are also being used in the hydroconversion of heavy petroleum fractions (53,54) and bitumens (55). 

Cosmetics and Personal Care Products. Alkanolamines ate important taw materials in the manufacture of creams (95—97), lotions, shampoos, soaps, and cosmetics. Soaps (98) formed from triethanolamine and fatty acids ate mild, with low alkalinity and excellent detergency. Triethanolamine lauryl sulfate is a common base for shampoos (99—101) and offers significant mildness over sodiumlauryl sulfate. Diethanolamine lauryl sulfate and fatty acid soaps of mono- and trietban olamine can also be used in shampoos and bubble bath formulations. Chemistry similar to that used in soluble oils and other emulsifiers is appUcable to cleansing creams and lotions (102,103). Alkanolamides or salts ate added to the shampoo base to give a smooth, dense foam (104). 

Emulsions. The fatty acid soaps of alkanolamines ate excellent emulsification agents for use in such products as floor poHshes, cosmetics, and functional fluids such as hydrauhc and metalworking fluids. For example, improved hardwater stabiUty of a hydrauhc fluid emulsion is obtained using AMP in the formulation (12). 

CS 68 Crystal Soap 1.10 (paste) blend of acid soap... 

StmktolW33 Stmktol 1.20 50—60 (flakes) blend of fatty alcohols, acid esters, acid soaps... 

In the presence of excess fatty acid, different soap crystalline phase compounds can form, commonly referred to as acid—soaps. Acid—soap crystals are composed of stoichiometric amounts of soap and fatty acid and associate in similar bilayer stmctures as pure soap crystals. There are a number of different documented acid—soap crystals. The existence of crystals of the composition 2 acid—1 soap, 1 acid—1 soap, and 1 acid—2 soap has been reported (13). The presence of the acid—soaps can also have a dramatic impact on the physical and performance properties of the finished soap. The presence of acid—soaps increases the plasticity of the soap during processing and decreases product firmness, potentially to the point of stickiness during processing. Furthermore, the presence of the acid—soap changes the character of the lather, decreasing the bubble size and subsequently increasing lather stabiUty and... 

Eatty acid soap was first used for ESBR. Its scarcity prompted the investigation of rosin acids from gum and wood as substitutes (1). The discovery of the disproportionation of rosin allowed rosin acid soaps to overcome the polymerization inhibition of untreated rosin acids. Rosin acid soaps gave the added benefit of tack to the finished polymer. In the 1990s, both fatty acid and rosin acid soaps, mainly derived from tall oil, are used in ESBR. 

The adsorbed layer at G—L or S—L surfaces ia practical surfactant systems may have a complex composition. The adsorbed molecules or ions may be close-packed forming almost a condensed film with solvent molecules virtually excluded from the surface, or widely spaced and behave somewhat like a two-dimensional gas. The adsorbed film may be multilayer rather than monolayer. Counterions are sometimes present with the surfactant ia the adsorbed layer. Mixed moaolayers are known that iavolve molecular complexes, eg, oae-to-oae complexes of fatty alcohol sulfates with fatty alcohols (10), as well as complexes betweea fatty acids and fatty acid soaps (11). Competitive or preferential adsorption between multiple solutes at G—L and L—L iaterfaces is an important effect ia foaming, foam stabiLizatioa, and defoaming (see Defoamers). 

In a study of the adsorption of soap and several synthetic surfactants on a variety of textile fibers, it was found that cotton and nylon adsorbed less surfactant than wool under comparable conditions (59). Among the various surfactants, the cationic types were adsorbed to the greatest extent, whereas nonionic types were adsorbed least. The adsorption of nonionic surfactants decreased with increasing length of the polyoxyethylene chain. When soaps were adsorbed, the fatty acid and the aLkaU behaved more or less independently just as they did when adsorbed on carbon. The adsorption of sodium oleate by cotton has been shown independently to result in the deposition of acid soap (a composition intermediate between the free fatty acid and the sodium salt), if no heavy-metal ions are present in the system (60). In hard water, the adsorbate has large proportions of lime soap. 

Metal soaps are composed of a metal and acid portion suppHed as solutions in solvent or oil. The general formula for a metal soap is (RCOO). In the case of neutral soaps, x equals the valence of the metal M. Acid soaps contain free acid (positive acid number) whereas neutral (normal) soaps contain no free acid (zero acid number) that is, the ratio of acid equivalents to metal equivalents is greater than one in the acid soap and equal to one in the neutral soap. Basic soap is characterized by a higher metal-to-acid equivalent ratio than the normal metal soap. Particular properties are obtained by adjusting the basicity. 

Oxalate Acid Number. A metal soap solution is treated with a measured excess of organic acid. Potassium oxalate solution is added to precipitate the metal and the total sample is back-titrated with alkaU to determine its acidity. Acidity is expressed ia acid number units, equivalent to mg KOH per g. A neutral soap gives a 2ero acid number, an acidic soap solution a positive acid number, and a basic soap solution a negative acid number. 

Emulsion Polymerization. In this method, polymerization is initiated by a water-soluble catalyst, eg, a persulfate or a redox system, within the micelles formed by an emulsifying agent (11). The choice of the emulsifier is important because acrylates are readily hydrolyzed under basic conditions (11). As a consequence, the commonly used salts of fatty acids (soaps) are preferably substituted by salts of long-chain sulfonic acids, since they operate well under neutral and acid conditions (12). After polymerization is complete the excess monomer is steam-stripped, and the polymer is coagulated with a salt solution the cmmbs are washed, dried, and finally baled. 

Latex Types. Latexes are differentiated both by the nature of the coUoidal system and by the type of polymer present. Nearly aU of the coUoidal systems are similar to those used in the manufacture of dry types. That is, they are anionic and contain either a sodium or potassium salt of a rosin acid or derivative. In addition, they may also contain a strong acid soap to provide additional stabUity. Those having polymer soUds around 60% contain a very finely tuned soap system to avoid excessive emulsion viscosity during polymeri2ation (162—164). Du Pont also offers a carboxylated nonionic latex stabili2ed with poly(vinyl alcohol). This latex type is especiaUy resistant to flocculation by electrolytes, heat, and mechanical shear, surviving conditions which would easUy flocculate ionic latexes. The differences between anionic and nonionic latexes are outlined in Table 11. 

Fatty-acid soaps Alkali, alkaline earth, and other metal soaps sodium stearate aluminum stearate Gear oils paper stock paper sizing glue solutions... 

Bofsaure, /. boric acid. anhydrid, n. boric anhydride (B2O3). -seife, f. boric-acid soap. Weinstein, m. = Boraxweinstein. 

Carbol. carbolic, carbolized, carbolated. kalk, n. carbolated lime. >dl( n. carbolated oil. salbe,/. Pharm.) ointment of phenol. carbolic acid, phenol. ldsung, /. carbolic acid solution. seife, /. carbolic acid soap. 

Olsaure, /. oleic acid, -reihe, /. oleic-acid series, -seife, /. oleic-acid soap, olein soap. 

An emulsified fatty acid soap (e.g., magnesium or iron tallate, having between 8 and 18% metal content. This type of product is cationic and may exhibit some partial solubility in both oil and water. It can be fed by pump (usually a progressive cavity pump or a screw pump). 

Emulsified fatty acid soap, in fuel additives Emulsifiers 680... 

A major part of the physicochemical properties of ether carboxylic acids can be ascertained from the structure by comparing it with that of fatty acid soap, ethoxylated alcohol, and other anionics [64,73] ... 

A fatty acid soap in which a polyglycol ether group has been introduced between the fatty chain and the carboxylic group, which transforms some unfavorable properties of soaps into positive characteristics without decreasing the overall positive effects, and... 

Due to the good lime soap dispersing properties it is possible to improve the foaming properties of hard water-susceptible surfactants. Improvement of the formulation of a fatty acid soap by laureth-17 carboxylic acid, sodium salt [57,62], and an amidether carboxylate [62] has been described. 

Because of improved mildness and lime soap dispersing properties ether carboxylates are also used in fatty acid soap-containing products like soap bars and liquid soaps [57,62] a foam improvement in hard water takes place. 

The use of AOS in toiletries and personal care products has now been established. In India, for example, AOS has been used by leading toilet soap manufacturers with clear performance benefits, especially in hard water-sensitive areas. Combo bars, where part of the usual fatty acid soap is replaced by synthetic AOS as shown in Table 29, seem to be especially attractive from a cost/performance point of view. 

Several decades ago, metal salts of fatty acids—soaps—were the most common anionic surfactants. Due to lots of disadvantages (irritation potential, lime soap, etc.) and the rise of petrochemical industry, the market for soaps dropped down with the exception of the field of body cleaning [1]. Today either surfactants based on petrochemical or natural products can be found in the market. 

Vinyl monomers may be polymerized at favorable rates in an aqueous medium containing an emulsifier and a water-soluble initiator. A typical simple Tecipe would consist of the following ingredients with their proportions indicated in parts by weight 100 of monomer, 180 of water, 2 to 5 of a fatty acid soap, and 0.1 to 0.5 of potassium persulfate. Cationic soaps (e.g., dodecylamine hydrochloride) may be used instead of the fatty acid soap, and various other initiators may replace the persulfate (e.g., hydrogen peroxide and ferrous ion, or a water-soluble organic hydroperoxide). 

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