Alkylated surfactants applications

The possibility of producing certain value-added compounds such as surfactants, which can be derived from intermediates produced in petroleum biodesulfurization processes, has been evaluated. HPBS is a molecule with amphiphilic characteristics desirable for surfactant applications [243], Several oxidation reactions, from the 4S pathway are considered before reaching the final product. The compounds of the invention include acyloxybiphenylsulfinates, acyloxybiphenylsulfonates, alkyl sulfinatobiphenyl ethers, and alkyl sulfonatobiphenyl ethers. The invention also provides methods of producing these compounds. 

Nonionic Surface-Active Agents. Approximately 14% of the ethylene oxide consumed in the United States is used in the manufacture of nonionic surfactants. These are derived by addition of ethylene oxide to fatty alcohols, alkylphenols (qv), tall oil, alkyl mercaptans, and various polyols such as polypropylene glycol), sorbitol, mannitol, and cellulose. They are used in household detergent formulations, industrial surfactant applications, in emulsion polymerization, textiles, paper manufacturing and recycling, and for many other applications (281). 

Applications. As medium foaming/hydrotropic surfactants, PEs can be used in detergent cleansing applications with the short chain alkyl esters being effective hydrotropes for nonionic surfactants. Application of PEs in detergents is relatively limited, due to their cost compared to a sulphate/sulphonate, or non-ionic but long chain diesters can be used as effective de-foamers in anionic systems. 

The sulfonation of aromatic nuclei such as benzene and naphthalene is a time-honored and reasonably well-understood organic chemical process. Simple sulfo-nated aromatic groups alone are not able to impart sufficient surface activity to make them useful in surfactant applications, however. When the aromatic ring is substituted with one or more alkyl groups, which in some cases can be rather small, the surface-active character of the molecule is greatly enhanced. This class of materials has become exceedingly important as a major fraction of the commercially important anionic surfactants. 

Phenol can be alkylated to alkylphenols. These compounds are widely used as nonionic surfactants, antioxidants, and monomers in resin polymer applications ... 

As esters of sulfuric acid, the hydrophilic group of alcohol sulfates and alcohol ether sulfates is the sulfate ion, which is linked to the hydrophobic tail through a C-O-S bond. This bond gives the molecule a relative instability as this linkage is prone to hydrolysis in acidic media. This establishes a basic difference from other key anionic surfactants such as alkyl and alkylbenzene-sulfonates, which have a C-S bond, completely stable in all normal conditions of use. The chemical structure of these sulfate molecules partially limits their conditions of use and their application areas but nevertheless they are found undoubtedly in the widest range of application types among anionic surfactants. 

Sodium dodecylbenzenesulfonate is undoubtedly the anionic surfactant used in the greatest amount because it is the basic component in almost all laundry and dishwashing detergents in powder and liquid forms. However, alcohol and alcohol ether sulfates are the more versatile anionic surfactants because their properties vary, with the alkyl chain, with the number of moles of ethylene oxide added to the base alcohol and with the cation. Consequently, alcohol and alcohol ether sulfates are used in almost all scientific, consumer, and industrial applications. 

The applications of alcohol sulfates in consumer products depend on the alkyl chain and in some cases on the cation. Alcohol sulfates with alkyl chains 8 C1() are seldom used in consumer products except occasionally as hydrotropes in liquid detergent formulations. However, alcohol sulfates in the range C10-C18 are used in many commonly used formulations although other surfactants are generally added to enhance their properties. In some of these applications, particularly in shampoos, they compete with alcohol ether sulfates of the same alkyl chain distribution. The pattern of use of alcohol sulfates or alcohol ether sulfates in formulations varies with consumer personal care and laundry washing preferences in different cultural areas of the world. 

All of the aspects and applications described in papers can be traced back to the patent literature [73]. The special or synergistic effect of ether carboxylates in combination with other surfactants is very often the basis, like combinations with alkyl ether sulfates or alkyl sulfates, for shampoos, foambaths, showerbaths, and liquid soaps [9,70,81-85], and the same for amidether carboxylates [71]. 

Alkyl sulfates and alcohol ether sulfates have been established for use in emulsion polymerization. AOS, although it has been used for many detergent applications during the past four decades, does not find any large-scale use as a primary surfactant system in emulsion polymerization. A study by Kreis [92] has shown that AOS surfactants are very well able to produce a small size latex and have excellent foaming characteristics (i.e., foam height and stability) in latex. They should therefore be able to compete with alkyl sulfates and alcohol ether sulfates. 

Aqueous, removable, pressure-sensitive adhesive compositions, useful for high-performance applications, comprise a mixture of a copolymer of alkyl (meth)acrylate and N-substituted (poly)amide of (meth)acrylic acid and a copolymer of alkyl (meth)acrylate and ethylenically unsaturated carboxylic acid, where at least one of the copolymers is an emulsion copolymer. Polyoxyalkyl-enes and phosphate esters may be used as surfactants [234]. 

The development of monoalkyl phosphate as a low skin irritating anionic surfactant is accented in a review with 30 references on monoalkyl phosphate salts, including surface-active properties, cutaneous effects, and applications to paste and liquid-type skin cleansers, and also phosphorylation reactions from the viewpoint of industrial production [26]. Amine salts of acrylate ester polymers, which are physiologically acceptable and useful as surfactants, are prepared by transesterification of alkyl acrylate polymers with 4-morpholinethanol or the alkanolamines and fatty alcohols or alkoxylated alkylphenols, and neutralizing with carboxylic or phosphoric acid. The polymer salt was used as an emulsifying agent for oils and waxes [70]. Preparation of pharmaceutical liposomes with surfactants derived from phosphoric acid is described in [279]. Lipid bilayer vesicles comprise an anionic or zwitterionic surfactant which when dispersed in H20 at a temperature above the phase transition temperature is in a micellar phase and a second lipid which is a single-chain fatty acid, fatty acid ester, or fatty alcohol which is in an emulsion phase, and cholesterol or a derivative. 

The DBSA-system is also applicable for the dithioacetalization of aldehdyes and ketones with 1,2-ethanedithiol to give the corresponding dithioacetals (Scheme 5.4, d). Increasing the reaction temperature decreases the yield of the products. Interestingly, increases in the concentration of the surfactant also decrease the yield of products formed, while shortening the alkyl chain of the surfactant abolishes its catalytic activity. Optical microscopy shows the formation of micelles, which are proposed to form hydrophobic environments and decrease the effective concentration of water and facilitate the dehydrative condensation reactions. 

Novel fluorescent anionic surfactants of the types 11.33 and 11.34, where R represents alkyl groups of various lengths, have been applied to wool in order to study their distribution and effects on the physical and chemical properties of the fibre. Sections of the treated fibres were examined under a fluorescence microscope. The intercellular and cell remnant regions appeared to be the preferred locations of the adsorbed surfactants, but the distribution pattern was dependent on the length of the R chain of the surfactant and the conditions of application to wool [52]. 

DTDMAC was the first widely used cationic surfactant produced at the industrial scale since the 1960s. Its main application was as a fabric softening active agent. Due to its physico-chemical properties, largely determined by the positively charged head group and the long alkyl chains, it adsorbs onto fabrics and makes textiles feel soft. 

The homologues of the methylated non-ionic EO/PO surfactant blend were ionised as [M + NH4]+ ions. A mixture of these isomeric compounds, which could not be defined by their structure because separation was impossible, was ionised with its [M + NH4]+ ion at m/z 568. The mixture of different ions hidden behind this defined m/z ratio was submitted to fragmentation by the application of APCI—FIA—MS— MS(+). The product ion spectrum of the selected isomer as shown with its structure in Fig. 2.9.23 is presented together with the interpretation of the fragmentation behaviour of the isomer. One of the main difficulties that complicated the determination of the structure was that one EO unit in the ethoxylate chain in combination with an additional methylene group in the alkyl chain is equivalent to one PO unit in the ethoxylate chain (cf. table of structural combinations). The overview spectrum of the blend was complex because of this variation in homologues and isomers. The product ion spectrum was also complex, because product ions obtained by FIA from isomers with different EO/PO sequences could be observed complicating the spectrum. The statistical variations of the EO and PO units in the ethoxylate chain of the parent ions of isomers with m/z 568 under CID... 

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