Solubilization organic solvents

Finally, micellar systems are useful in separation methods. Micelles may bind heavy-metal ions, or, through solubilization, organic impurities. Ultrafiltration, chromatography, or solvent extraction may then be used to separate out such contaminants [220-222]. 

The protecting groups are also used to solubilize synthetic intermediates in organic solvents, e.g. methylene chloride. Chromatography is then possible on a larger scale, since silica gel can be used as adsorbent. Six synthetic strategies have been developed (H. Kdster, 1979) ... 

The covalent character of mercury compounds and the corresponding abiUty to complex with various organic compounds explains the unusually wide solubihty characteristics. Mercury compounds are soluble in alcohols, ethyl ether, benzene, and other organic solvents. Moreover, small amounts of chemicals such as amines, ammonia (qv), and ammonium acetate can have a profound solubilizing effect (see COORDINATION COMPOUNDS). The solubihty of mercury and a wide variety of mercury salts and complexes in water and aqueous electrolyte solutions has been well outlined (5). 

Butyl glycol ethers, the largest volume derivatives of -butyl alcohol used ia solvent appHcations (10), are obtained from the reaction of 1-butanol with ethylene oxide. The most important of these derivatives, 2-butoxyethanol, is used principally ia vinyl and acryHc paints as well as ia lacquers and varnishes. It is also employed ia aqueous cleaners to solubilize organic surfactants. 2-Butoxyethanol [111-76-2] has achieved some growth at the expense of the lower alkoxyethanols (ie, methoxy and ethoxyethanol) because of 2-butoxyethanol s lower toxicity. 

Aromatic steroids are virtually insoluble in liquid ammonia and a cosolvent must be added to solubilize them or reduction will not occur. Ether, ethylene glycol dimethyl ether, dioxane and tetrahydrofuran have been used and, of these, tetrahydrofuran is the preferred solvent. Although dioxane is often a better solvent for steroids at room temperature, it freezes at 12° and its solvent effectiveness in ammonia is diminished. Tetrahydrofuran is infinitely miscible with liquid ammonia, but the addition of lithium to a 1 1 mixture causes the separation of two liquid phases, one blue and one colorless, together with the separation of a lithium-ammonia bronze phase. Thus tetrahydrofuran and lithium depress the solubilities of each other in ammonia. A tetrahydrofuran-ammonia mixture containing much over 50 % of tetrahydrofuran does not become blue when lithium is added. In general, a 1 1 ratio of ammonia to organic solvents represents a reasonable compromise between maximum solubility of steroid and dissolution of the metal with ionization. 

Yang and Jenekhe [186,187] reported a successful solubilization of aromatic polyimines in organic solvents via their soluble coordination complexes, which facilitated their solution characterization by NMR and processing films and coatings by spin coating and other techniques. This has created opportunities for various studies of the aromatic polyimines. 

It may not be appropriate to compare the thermal stability characteristics of VC/VAc copolymer to that of a VC homopolymer (PVC). The copolymerization would involve different kinetics and mechanism as compared to homopolymerization resulting structurally in quite different polymers. Hence, copolymerization of VC with VAc cannot be regarded as a substitution of chlorines in PVC by acetate groups. To eliminate the possibility of these differences Naqvi [45] substituted chlorines in PVC by acetate groups, using crown ethers (18-crown-6) to solubilize potassium acetate in organic solvents, and studied the thermal stability of the modified PVC. Following is the mechanism of the substitution reaction ... 

Naqvi and Joseph [139] studied the kinetics of acet-oxylation of PVC using 18-crown-6 to solubilize KOAc in organic solvents under mild reaction conditions. They concluded that the substitution of chlorines in PVC by acetoxy groups proceeded by an Sn mechanism. 

Poly[2,5-dialkoxy-l,4-phenylene) vinylenejs with long solubilizing alkoxy chains dissolve in conventional organic solvents such as chloroform, toluene, or tetrahydrofuran [21, 28, 32-36]. Their emission and absorption spectra are red-shifted relative to PPV itself, and the polymers fluorescence and electroluminescence quantum yields are greater than parent PPV. This benefit may be a consequence of the long alkyl chains isolating the polymer chains from each other. 

The charged segments of the AMPS units in these amphiphilic copolymers effectively solubilize the sequences of hydrophobic monomer units to water. In fact, the copolymers ASt-72 (7 with x = 72), APh-50 (8 with x = 50), APy-50 (9 with x = 50), and ALa-44 (10 with x = 44) were all soluble in water. The copolymer ACh-x was a little less water soluble ACh-23 (11 with x = 23) was almost soluble, whereas ACh-60 was insoluble. All these copolymers were soluble in methanol, N, AT-dimethylformamide, and dimethylsulfoxide, but insoluble in most of other common organic solvents. 

When secondary or primary amines are used in place of ammonia the corresponding dialkylaminomethylenephosphonic acids (7) or alkyliminobismethyl-enephosphonic acids (8) are formed. These are used as lime soap dispersants and solubilizers of water in organic solvents [131-135]. 

Emulsions containing a water-solubile herbicide salt and a herbicide soluble in an organic solvent are prepared by a mixture of water, dioctyl phthalate, and isophorone. In this case ethoxylated poly ary lphenol phosphate neutralized with triethanolamine and ethoxylated acid phosphoric acid esters is used as emulsifier [231],... 

Heteroaromatic copolymers, formed from heteroaromatic comonomers [Fig. 13(c)], giving films of oligomers that can solubilize in organic solvents following faradaic electrodissolution in some electrolytes.77 81... 

Adsorption on solid matrices, which improves (at optimal protein/support ratios) enzyme dispersion, reduces diffusion limitations and favors substrate access to individual enzyme molecules. Immobilized lipases with excellent activity and stability were obtained by entrapping the enzymes in hydrophobic sol-gel materials [20]. Finally, in order to minimize substrate diffusion limitations and maximize enzyme dispersion, various approaches have been attempted to solubilize the biocatalysts in organic solvents. The most widespread method is the one based on the covalent linking of the amphiphilic polymer polyethylene glycol (PEG) to enzyme molecules [21]. 

Soluble organic solvents have often been used as cosolvents to solubilize miscible organic substrates. Since organic compounds including solvents are possibly incorporated inside of the enzyme, they may affect the stereoselectivity of enzymatic reactions. For example, dimethyl sulfoxide (DMSO) (10%) enhance not only chemical yield but also enantioselectivity of yeast reduction. Thus, the poor yield of 23% with 80% ee was increased to 65% yield with >99% ee (Figure 8.20) [17]. 

Recent development of the use of reversed micelles (aqueous surfactant aggregates in organic solvents) to solubilize significant quantities of nonpolar materials within their polar cores can be exploited in the development of new concepts for the continuous selective concentration and recovery of heavy metal ions from dilute aqueous streams. The ability of reversed micelle solutions to extract proteins and amino acids selectively from aqueous media has been recently demonstrated the results indicate that strong electrostatic interactions are the primary basis for selectivity. The high charge-to-surface ratio of the valuable heavy metal ions suggests that they too should be extractable from dilute aqueous solutions. 

Researchers studying polypeptide and polypeptide hybrid systems have also processed vesicles using two solvents. This method usually involves a common organic solvent that solubilizes both blocks and an aqueous solvent that solublizes only the hydrophilic block. The two solvents can be mixed with the polypeptide or polypeptide hybrid system at the same time or added sequentially. The choice of organic solvent depends heavily upon the properties of the polypeptide material, and commonly used solvents include dimethylformamide (DMF) [46, 59], methanol (MeOH) [49], dimethyl sulfoxide (DMSO) [50, 72], and tetrahydrofuran (THF) [44, 55]. Vesicles are usually formed when the organic solvent is slowly replaced with an aqueous solution via dialysis or removed through evaporation however, some vesicles have been reported to be present in the organic/aqueous mixture [49]. 

At infinite dilution, 1-pentanol monomers distribute between AOT-reversed micelles and the continuous organic phase, whereas at finite alcohol concentration, given the ability of alcohol to self-assemble in the apolar organic solvent, a coexistence between reversed micelles (solubilizing 1-pentanol) and alcoholic aggregates (incorporating AOT molecules) is realized [25],... 

Crown ethers (Fig. 3.57) and cryptands (Fig. 3.58) can solubilize organic and inorganic alkali metal salts even in nonpolar organic solvents they form a complex with the cation (see Fig. 3.57c), and thus act as an organic mask (Gates, 1992). 

Screening groups have experimented with several different solvent systems for manipulating and storing compounds. Solubilization of compounds in an organic solvent converts dry powders, oils and gums into liquids with more uniform properties that can be more readily and quantitatively transferred from container to container in massively parallel fashion with automated precision pipettors. Once... 

It should be noted that the purpose of using organic solvent is to help delivery of substrate evenly into the reaction mixture, but not to help solubilize substrate in the reaction mixture. So the amount of organic solvent should be kept to a minimum, just enough to dissolve substrate. 

---