Alkylphenol ethoxylates

In the 1990s, the thmst of surfactant flooding work has been to develop surfactants which provide low interfacial tensions in saline media, particularly seawater require less cosurfactant are effective at low concentrations and exhibit lower adsorption on rock. Nonionic surfactants such as alcohol ethoxylates, alkylphenol ethoxylates (215) and propoxylates (216), and alcohol propoxylates (216) have been evaluated for this appHcation. More recently, anionic surfactants have been used (216—230). 

Dispersants (qv) have been added to the pulper to maintain stickies in a colloidal state. The small particle size reduces the problems stickies cause on the paper machine and in paper products. Among the chemicals that have been used are fatty alcohol ethoxylates, alkylphenol ethoxylates, lignosulfonates, and naphthalene sulfonates (18). 

Sulfonates with ether linkages include ring-sulfonated alkylphenol ethoxylates and a disulfonated alkyldiphenyl oxide, Dowfax 2A1, and 3B2 (Dow Chemical Company). This surfactant is characterized by high solubiUty in salt solutions, strong acids, or bases. It is used in industrial and institutional cleaners. 

Ethoxylated andSulfatedAlkylphenols. Because these aLkylphenols degrade less readily than the sulfated alcohol ethoxylates, their anticipated expansion failed to materialize, although by 1965 they were widely used in retail detergent products. Sulfated alkylphenol ethoxylates are used in hospital cleaning products, textile processing, and emulsion polymerization. Sulfated alkyphenol ethoxylates are sold as colorless, odorless aqueous solutions at concentrations of >30%. The presence of ethylene oxide in the molecule increases resistance to hardness ions and reduces skin irritation. Representative commercial sulfated alkylphenol ethoxylates are given in Table 12. 

Table 12. Alkylphenols, Ethoxylated and Sulfated, RCgH4(0C2H4) 0S02M...

Alkylphenol ethoxylates are chemically stable and highly versatile surfactants that find appHcation in a large variety of industrial products including acid and alkaline metal cleaning formulations, hospital cleaners, herbicides (qv) and insecticides, oil-weU drilling fluids, synthetic latices, and many others (see Disinfectants AND antiseptics Elastop rs, synthetic Insect control technology Metal surface treati nts Pesticides Petroleum, drilling fluids). 

Commercial alkylphenol ethoxylates are almost always produced by base-cataly2ed ethoxylation of alkylphenols. Because phenols are more strongly acidic than alcohols, reaction with ethylene oxide to form the monoadduct is faster. The product, therefore, does not contain unreacted phenol. Thus, the distribution of individual ethoxylates in the commercial mixture is narrower, and alkylphenol ethoxylates are more soluble in water. 

At room temperature, ca 60 wt % ethylene oxide is needed to solubilize the fatty acids. Surface activity of the ethoxylates is moderate and less than that of alcohol or alkylphenol ethoxylates (84). The ethoxylates are low foamers, a useful property in certain appHcations. Emulsification is the most important function. Its importance is reflected in the wide range of lipophilic solubiHties available in the commercial products. Like all organic esters, fatty acid ethoxylates are susceptible to acid and alkaline hydrolysis. 

Until the early 1980s, U.S. laundry liquid formulations contained combinations of LAS with AE (or even alkylphenol ethoxylate). Surfactant levels ranged from 20% to more than 40% active, and ratios ranged from high LAS/AE to low LAS/AE. Two examples of these laundry liquids are shown below. 

Synthetic fibers washing (Alkylphenol ethoxylates,) fatty alcohol ethoxylates, alkane (olefine)-sulfonates, fatty alcohol (ether) sulfates, end-group-blocked fatty alcohol ethoxylates... 

A modified latex composition contains a phosphorus surface group. Such a latex is formed by emulsion polymerization of unsaturated synthetic monomers in the presence of a phosponate or a phosphate which is intimately bound to the surface of the latex. Thus, a modified latex containing 46% solids was prepared by emulsion polymerization of butadiene, styrene, acrylic acid-styrene seed latex, and a phosphonate comonomer in H20 in the presence of phosphated alkylphenol ethoxylate at 90°C. The modified latex is useful as a coating for substrates and as a binder in aqueous systems containing inorganic fillers employed in paper coatings, carpet backings, and wallboards [119]. 

Alkylphenol ethoxylates (APEs) are nonionic surfactants that are used in the manufacturing of plastics, agricultural chemicals, cosmetics, herbicides, and industrial detergent formulations. Alkylphenols such as nonylphenol (NP) are the products of... 

Nimrod, A.C. and Benson, W.H. (1996). Environmental estrogenic effects of alkylphenol ethoxylates. Critical Reviews in Toxicology 26, 335-364. 

Linear Alkylbenzene Sulphonates (LAS) and Alkylphenol Ethoxylates (APE) in Waters, Wastewaters and Sludges by High... 

Maki H, N Masuda, Y Fujiwara, M He, M Fujita (1994) Degradation of alkylphenol ethoxylates by Pseudomonas sp strain TROl. Appl Environ Microbiol 60 2265-2271. 

This strategy has resulted in entirely new formulations with remarkable benefits. Sustainable Earth (SE) cleaning products combine reagents determined to be safer for human and environmental health with a positively characterized hybrid surfactant system containing a stabilized oxidizing compound. This system eliminates conventional ingredients such as alkyl glycol ethers, alkali builders, alkylphenol ethoxylates, EDTA and ethanolamine. 

Alkylphenol ethoxylates (APEOs) are a class of surfactants that have been used widely in the drilling fluid industry. The popularity of these surfactants is based on their cost-effectiveness, availability, and range of obtainable hydrophilic-lipophilic balance values [693]. Studies have shown that APEOs exhibit oestrogenic effects and can cause sterility in some male aquatic species. This may have subsequent human consequences, and such problems have led to a banning of their use in some countries and agreements to phase out their use. Alternatives to products containing APEOs are available, and in some cases they show an even better technical performance. 

FD-MS is also an effective analytical method for direct analysis of many rubber and plastic additives. Lattimer and Welch [113,114] showed that FD-MS gives excellent molecular ion spectra for a variety of polymer additives, including rubber accelerators (dithiocar-bamates, guanidines, benzothiazyl, and thiuram derivatives), antioxidants (hindered phenols, aromatic amines), p-phcnylenediamine-based antiozonants, processing oils and phthalate plasticisers. Alkylphenol ethoxylate surfactants have been characterised by FD-MS [115]. Jack-son et al. [116] analysed some plastic additives (hindered phenol AOs and benzotriazole UVA) by FD-MS. Reaction products of a p-phenylenediaminc antiozonant and d.v-9-lricoscnc (a model olefin) were assessed by FD-MS [117],... 

It is important that any method for surfactant analysis maintains the same oligomer distribution in the extracted samples. LLE and SPE are generally combined with chromatographic methods for separation and resolution of non-ionic surfactants into their ethoxamers. An alternative is the use of SPME-HPLC, recently reported by Chen and Pawliszyn [141]. Alkylphenol ethoxylate surfactants such as Triton X-100 and various Rexol grades in water were determined by means of SPME-NPLC-UV (at 220 nm) [142]. Detection limits for individual alkylphenol ethoxamers were at low ppb level. 

Nonionic Polyoxyethylenated alkyl-phenols, alkylphenol ethoxylates Emulsifying agents Generally water-soluble Good chemical stability... 

Surfactants are also used to break low mobility oil emulsions. Organic amines and quaternary ammonium salts (128), alkylphenol ethoxylates (128), poly(ethylene oxide-co-propylene oxide-co-propylene glycol) (129) and alkyl- or alkylaryl polyoxyalkylene phosphate esters (130) are among the surfactants that have been used. 

Vega Morales T, Torres PadronME, Sosa FerreraZ, Santana Rodriguez JJ (2009) Determination of alkylphenol ethoxylates and their degradation products in liquid and solid samples. TrAC,... 

Actually, according to newer German investigations [31], dibutyl phthalate and mineral oil components have been found in recycled paper used for food packaging, giving rise to serious concern about potential human exposure. Also bisphenol A, DEHP and alkylphenol ethoxylates have recently been found in recycled paper-based food packaging on the Italian market [32]. 

Similar results were shown for the analysis of alkylphenol ethoxylates, which could only be separated on Spherisorb silica using acetonitrile and water (Rissler 1994). Since water-acetonitrile gradients give better resolution over water-methanol gradients for the analysis of PEG S, it was proposed that methanol shields residual... 

Jahnke, A., Gandrass, J., Ruck, W. (2004). Simultaneous determination of alkylphenol ethoxylates and their biotransformation products by liquid chromatography/electrospray ionisation tandem mass spectrometry. J. Chromatogr. A 1035(1), 115-122. 

The environmental compatibility of silicone softeners is generally favourable [495,496]. The discussion here concerns only the silicone component of the formulation and not the supporting emulsifying system. For the most part this is nonionic, preferably based on linear ethoxylated fatty alcohols, although alkylphenol ethoxylates are still used in some countries [496]. The salient points regarding the environmental influence of silicones can be summarised as follows ... 

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