Polyoxyethylene! 10 oleyl ether

Phase behavior of polyoxyethylene oleyl ether In water... 

Key words Polyoxyethylene oleyl ether - liquid crystal - phase behavior of nonionic surfactant - small-angle X-ray scattering... 

Various kinds of self-organizing structures are formed in polyoxyethylene-type nonionic surfactant/water systems depending on temperature, surfactant concentration, surfactant structures, etc. [1,2], In previous studies on the basic phase behavior of nonionic surfactants, dodecyl chain surfactants have been mainly used. In longer chain nonionic surfactant systems, more phases appear and they are more important for practical applications, although the phase behavior have not been extensively studied. Polyoxyethylene oleyl ethers are biocompatible surfactants used for cosmetics, medicines, etc. The purity of commercially available oleic acid (cis-9-octadecenoic acid) is usually around 60% and the rest contains more than 50 kinds of other fatty acids [3]. Since conventional commercial polyoxyethylene oleyl ethers are synthesized from the low-purity oleic acid, it is difficult to figure out the basic phase behavior of the nonionic surfactants in water. 

Recently, polyoxyethylene oleyl ethers were made of high-purity oleyl alcohol (99.7%) synthesized from high-purity oleic acid [3]. In this paper, the effect of hydrophilic chain length on the phase behavior and the structures of liquid crystals in polyoxyethylene oleyl ether/water system were investigated by means of phase study and small-angle X-ray scattering (SAXS). 

Polyoxyethylene oleyl ethers, POE(5), POE(IO) and POE(20) were kindly supplied by NOF CO., LTD. POE(5), POE(IO), and POE(20) were synthesized from high-purity oleyl alcohol (99.7%). The mean number of oxyethylene unit, which was determined by analyzing end hydroxyl group [4], are 5.1 for POE(5), 10.7 for POE(IO) and 19.2 for POE(20), respectively. The trace of oleyl alcohol was detected by high-performance liquid chromatography, but the distribution of number of oxyethylene unit(n) in POE(n) is narrow. Doubly distilled water was used. 

The lipophilic group of polyoxyethylene oleyl ethers (POEs) used in the present study is almost pure oleyl group because POEs were synthesized from high-purity oleyl alcohol (99.7%). On the other hand, their oxyethyl-ene chains have distribution. If a system contains a large amount of oil, one has to consider the effect of the hydrophilic-chain distribution on the phase behavior, because the solubility of each surfactant of the mixture in oil is largely different [5]. However, critical micelle concentrations of POEs are considered to be very low [6], the effect of the distribution of the hydrophilic chains on the phase behavior may be small except in a very dilute region. 

Systems and materials. The reaction was carried out at several compositions in an ionic and in a nonionic system. The ionic system consisted of an emulsifier (49.6 wt % cetyltrimethyl ammonium bromide (CTAB)/50.4% n-butanol), hexadecane, and water. The nonionic emulsifier consisted of 65.7% polyoxyethylene (10) oleyl ether (Brij 96) and 34.4% n-butanol, again with hexadecane and water. In both systems, mlcroemulslon (pE) compositions used were obtained by diluting an initial 90 weight percent (%) emulsifler/10% oil mixture with varying amounts of water. Micro-emulsion samples thus obtained had final compositions of 30 to 80% water. Phase maps describing these systems have been published (10-11). 

Polyoxyethylene alkyl ether and in particular decaoxyethylene oleyl ether CigHj5 (CH2CH20)io can be used as templating agent for silica mesoporous materials formation. The synthesis can be performed under both acidic or basic conditions with tetramethoxysilane (TMOS) as silica source while no mesoporous compound was obtained with sodium silicate. 

Some studies have examined the effects of surfactants on intestinal absorption of insulin, with variable results. Both rectal and jejunal absorption of insulin was increased by anionic and cationic surfactants. However, in humans, oral polyoxyethylene-20-oleyl ether resulted in poor and variable insulin absorption. " ... 

The polyoxyethylene alkyl ethers are a series of polyoxyethylene glycol ethers of n-alcohols (lauryl, oleyl, myristyl, cetyl, and stearyl alcohol). Of the large number of different materials commercially available, four types are listed in the USPNF 23, one type in the JP 2001, and four types in the PhEur 2005. BP Macrogol cetostearyl ether... 

The monomer n-butyl acrylate (BA, Acres, 99%) was pitrified by filtration through a basic alumina colurrm to remove irrhibitors before the synthesis. The procedme for the synthesis of l-(chlorodimethylsilyl)propyl 2-bromoisobntyrate and the subsequent functionalization of the silica (30 % wt. silica in methyl isobutyl ketone, diameter D = 16.5 rrm, MIBK-ST, Nissan) was described previously. Bis(2-pyridylmethyl)octadecylamine (BPMODA) was synthesized according to methods described previously. CuBr (Aldrich, 99 %) was purified via several slurries in acetic acid followed by filtration and washing with methanol and ethyl ether, and stored rmder rritrogen before use. CuBr2 (Aldrich, 99.999 %), polyoxyethylene (20) oleyl ether (Brij 98, Aldrich), hexadecane (Aldrich), L-ascorbic acid (AA, Aldrich, 99 %), dimethyl-2,6-... 

Figure 4 Estradiol flux through human stratum comeum when the drug is applied oedu-sively in liquid or gel state vesicles prepared from polyoxyethylene alkyl ethers and cholesterol. Ail formulations are saturated with respect to estradiol. (A) Plus estradiol applied in PBS , estradiol applied in liquid state vesicles prepared from decaoxyethylene oleyl ether (Q.gEOjo) and cholesterol , estradiol applied in phosphate buffered saline solution (PBS) after pretreatmem of vesicles prepared from C,.,EOjo and cholesterol. (B) Plus estradiol applied in PBS , estradiol applied in gel state vesicles prepared from trioxy-ethylene alky octadecyl ether (CitEOr) and cholesterol . estradiol applied in PBS after pretreatmem of vesicles prepared from C,i,EOj and cholesterol.

Synthetic phospholipids mixtures were also shown to form lyotropic liquid crystals with interesting properties. For example ternary lipid mixtures comprising of two lipids, dioleoylphosphatidylcholine (DOPC), dioleoylglycerol (DOG), and cholesterol, of molar ratios 1 2 1 and 1 2 2, in excess water induced formation of three dimensional (3D) hexagonal mesophases [12], Other synthetic such as polyoxyethylene-10-oleyl ether [13] also can form LLC but since these structures were less studied and have less potential to serve as delivery vehicles they will not be discussed in this chapter. 

Poly (oxy-1,2-ethanediyl), a-9-octadecenyl-w-hydroxy-, (Z)- Polyoxyethylene monooleyl ether Polyoxyl oleyl ether... 

Oleyl polyoxyethylene glycol ether. See Oleth N-Oleyl-1,3-propanediamine CAS 7173-62-8... 

To a flask with a condenser is added 492 gm of water and 20 gm of poly(vinyl alcohol) (100%). The mixture is stirred until the poly(vinyl alcohol) dissolves. Then 6 gm of Nonion E230 [polyoxyethylene (30) oleyl ether from Nippon Oils Fats Co., Ltd.] and 2.0 gm of calcium carbonate are added and stirred in order to dissolve them and then the solution purged with nitrogen for 5 min. The flask is heated to 65 C, and 40 gm of vinyl acetate and 40 gm of 2.5% potassium persulfate are added. The temperature is raised to 75 1°C, and the reaction allowed to proceed for 1 hr. Then 270 gm of vinyl acetate and 30 gm of 2.5% potassium persulfate (aqueous solution) are added to the flask separately (using two dropping funnels) over a 3-hr period at 75° 1°C. A solution of 70 gm vinyl acetate and 20 gm glycidyl methacrylate is then added dr op wise while 11 parts 2.5%... 

The tested enhancers were benzalkonium chloride (BZ), polyoxyethylene glycol lauryl ether (Brij 35), Polyoxyethylene glycol stearyl ether (Brij 78), Polyoxyethylene glycol oleyl ether (Brij 98), ethylenediaminetetraacetic acid, Na salt (EDTA), digitonin (DIG), sodium taurocholate (TC) and saponine (SAP). The results of the study are summarized in Table 3. In the absence of enhancers, the comeal permeability of the less lipophilic TM was lower than those of LB and CY, in agreement with literature data. In general, the enhancers increased the rate of permeation of TM more than those of the other two, more lipophilic... 

Abstract Phase behavior of penta-, deca- and eicosa-oxyethylene oleyl ether in water were investigated. Differently from ordinary oleyl surfactants, the lipophilic chains of the present surfactants consist of pure oleyl group. The basic feature of the phase behavior extremely resembles that of pure polyoxyethylene hexadecyl ether systems although the solid present regions in the oleyl surfactant systems are very narrow due to the low melting point of oleyl group. 

Other polyoxyethylated glycol monoethers are commercially available as the Brij series (Atlas) which includes polyoxyethylene lauryl ethers (Brij 30, 35) cetyl ethers (Brij 52, 56, 58), stearyl ethers (Brij 72, 76, 78) and oleyl ethers (Brij 92, 96,98). 

Synonyms Glycols, polyethylene, mono-9-octadecenyl ether, (Z)- Oleyl alcohol EO condensate Oleyl alcohol ethoxylates Oleyl polyoxyethylene glycol ether Polyethylene glycol oleyl ether Poly (oxy-1,2-ethan iyl), a-9-ocladecenyl-(D-hydroxy-, (Z)- Polyoxyethylene monooleyl ether Polyoxyl oleyl ether... 

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