Solvents hydrocarbons

Extraction of oils has largely relied on mechanical or heat rendering process for centuries. Increased demand of productivity to separate oils from oilseeds has been the principal factor driving the changes of oilseed processing from the ancient hydraulic press to a continuous screw press or expeller in early 1900 s. This operation still left more than 4-5% residual oil in the pressed cake. More complete recovery of oil can only be effectively accomplished by solvent extraction.  

The conversion of polyethylene blended with vacuum gas oil (VGO) to transporation fuels via catalytic cracking was examined by Ng. Blends of VGO and 5 and 10 wt% high density polyethylene were thermally and catalytically cracked in a fixed bed reactor at 783 K and 20 h WHSV. Thermal cracking led 

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Volatility is one of the most important properties of a hydrocarbon solvent. Volatility has a direct relation to the time it takes to evaporate the solvent and, therefore, to the drying time for the dissolved product. The desired value of volatility varies greatly with the nature of the dissolved product and its application temperature. Therefore, whether it be an ink that needs to dry at ambient temperature, sometimes very fast, or whether it be an extraction solvent, the volatility needs are not the same. 

Table 7.8, which gathers the French government specifications and test methods concerning hydrocarbon solvents, is divided into three parts ... 

Miscible processes are aimed at recovering oil which would normally be left behind as residual oil, by using a displacing fluid which actually mixes with the oil. Because the miscible drive fluid is usually more mobile than oil, it tends to bypass the oil giving rise to a low macroscopic sweep efficiency. The method is therefore best suited to high dip reservoirs. Typical miscible drive fluids include hydrocarbon solvents, hydrocarbon gases, carbon dioxide and nitrogen. 

Saltiel J and Sun Y-P 1989 Intrinsic potential energy barrier for twisting in the f/ a/rs-stilbene SI State in hydrocarbon solvents J. Phys. Chem. 93 6246-50... 

Sodamide may be readily pulverised by grinding in a glass mortar under an inert hydrocarbon solvent (benzene, toluene, xylene, etc.). 

Firestone at al. " demonstrated the importance of solvent density in the special case of intramolecular Diels-Alder reaction in highly viscous media. Efficient packing of the hydrocarbon solvent was... 

The formation of the above anions ("enolate type) depend on equilibria between the carbon compounds, the base, and the solvent. To ensure a substantial concentration of the anionic synthons in solution the pA" of both the conjugated acid of the base and of the solvent must be higher than the pAT -value of the carbon compound. Alkali hydroxides in water (p/T, 16), alkoxides in the corresponding alcohols (pAT, 20), sodium amide in liquid ammonia (pATj 35), dimsyl sodium in dimethyl sulfoxide (pAT, = 35), sodium hydride, lithium amides, or lithium alkyls in ether or hydrocarbon solvents (pAT, > 40) are common combinations used in synthesis. Sometimes the bases (e.g. methoxides, amides, lithium alkyls) react as nucleophiles, in other words they do not abstract a proton, but their anion undergoes addition and substitution reactions with the carbon compound. If such is the case, sterically hindered bases are employed. A few examples are given below (H.O. House, 1972 I. Kuwajima, 1976). 

The ultraviolet absorption spectrum of thiazole was first determined in 1955 in ethanolic solution by Leandri et al. (172), then in 1957 by Sheinker et al. (173), and in 1967 by Coltbourne et al. (174). Albert in 1957 gave the spectrum in aqueous solution at pH 5 and in acidic solution (NHCl) (175). Nonhydroxylic solvents were employed (176, 177), and the vapor-phase spectrum was also determined (123). The results summarized in Table 1-15 are homogeneous except for the first data of Leandri (172). Both bands A and B have a red shift of about 3 nm when thiazole is dissolved in hydrocarbon solvents. This red shift of band A increases when the solvent is hydroxylic and, in the case of water, especially when the solution becomes acidic and the extinction coefficient increases simultaneously. 

Hydrocarbons C1-C6 Hydrocarbon separation Hydrocarbon solvents Hydrocarbons Survey Hydrocarbon waxes Hydrocarbonylation Hydrocarboxylation Hydrochloric... 

The selective addition of the second HCN to provide ADN requires the concurrent isomerisation of 3PN to 4-pentenenitrile [592-51 -8] 4PN (eq. 5), and HCN addition to 4PN (eq. 6). A Lewis acid promoter is added to control selectivity and increase rate in these latter steps. Temperatures in the second addition are significandy lower and practical rates may be achieved above 20°C at atmospheric pressure. A key to the success of this homogeneous catalytic process is the abiUty to recover the nickel catalyst from product mixture by extraction with a hydrocarbon solvent. 2-Methylglutaronitrile [4553-62-2] MGN, ethylsuccinonitfile [17611-82-4] ESN, and 2-pentenenitrile [25899-50-7] 2PN, are by-products of this process and are separated from adiponitrile by distillation. 

Polyacetaldehyde, a mbbery polymer with an acetal stmcture, was first discovered in 1936 (49,50). More recentiy, it has been shown that a white, nontacky, and highly elastic polymer can be formed by cationic polymerization using BF in Hquid ethylene (51). At temperatures below —75° C using anionic initiators, such as metal alkyls in a hydrocarbon solvent, a crystalline, isotactic polymer is obtained (52). This polymer also has an acetal [poly(oxymethylene)] stmcture. Molecular weights in the range of 800,000—3,000,000 have been reported. Polyacetaldehyde is unstable and depolymerizes in a few days to acetaldehyde. The methods used for stabilizing polyformaldehyde have not been successful with poly acetaldehyde and the polymer has no practical significance (see Acetalresins). 

SAN resins show considerable resistance to solvents and are insoluble in carbon tetrachloride, ethyl alcohol, gasoline, and hydrocarbon solvents. They are swelled by solvents such as ben2ene, ether, and toluene. Polar solvents such as acetone, chloroform, dioxane, methyl ethyl ketone, and pyridine will dissolve SAN (14). The interactions of various solvents and SAN copolymers containing up to 52% acrylonitrile have been studied along with their thermodynamic parameters, ie, the second virial coefficient, free-energy parameter, expansion factor, and intrinsic viscosity (15). 

Solvent Resistance. Elastomeric fibers tend to swell in certain organic solvents mbber fibers swell in hydrocarbon solvents such as hexane. Spandex fibers become highly swollen in chlorinated solvents such as tetrachloroethylene [127-18-4] (Perclene). Although the physical properties of spandex fibers return to normal after the solvent evaporates, considerable amounts of its stabilizers may have been extracted. Therefore, the development of stabilizers that are more resistant to solvent extraction has become important as solvent scouring during mill processing replaces aqueous scouring at many mills, especially in Europe (26). 

Friedel-Crafts acids such as AlCl, AIBr. (molten), or AIBr. (ia CS2 or low boiling hydrocarbon solvents) were found to be useful ia the... 

Glycohc acid is soluble ia water, methanol, ethanol, acetone, acetic acid, and ethyl acetate. It is slightly soluble ia ethyl ether and spatingly soluble ia hydrocarbon solvents. 

Anionic polymerization of vinyl monomers can be effected with a variety of organometaUic compounds alkyllithium compounds are the most useful class (1,33—35). A variety of simple alkyllithium compounds are available commercially. Most simple alkyllithium compounds are soluble in hydrocarbon solvents such as hexane and cyclohexane and they can be prepared by reaction of the corresponding alkyl chlorides with lithium metal. Methyllithium [917-54-4] and phenyllithium [591-51-5] are available in diethyl ether and cyclohexane—ether solutions, respectively, because they are not soluble in hydrocarbon solvents vinyllithium [917-57-7] and allyllithium [3052-45-7] are also insoluble in hydrocarbon solutions and can only be prepared in ether solutions (38,39). Hydrocarbon-soluble alkyllithium initiators are used directiy to initiate polymerization of styrene and diene monomers quantitatively one unique aspect of hthium-based initiators in hydrocarbon solution is that elastomeric polydienes with high 1,4-microstmcture are obtained (1,24,33—37). Certain alkyllithium compounds can be purified by recrystallization (ethyllithium), sublimation (ethyllithium, /-butyUithium [594-19-4] isopropyllithium [2417-93-8] or distillation (j -butyUithium) (40,41). Unfortunately, / -butyUithium is noncrystaUine and too high boiling to be purified by distiUation (38). Since methyllithium and phenyllithium are crystalline soUds which are insoluble in hydrocarbon solution, they can be precipitated into these solutions and then redissolved in appropriate polar solvents (42,43). OrganometaUic compounds of other alkaU metals are insoluble in hydrocarbon solution and possess negligible vapor pressures as expected for salt-like compounds. 

Web Heat-Set Publication and Commercial Inks. Almost all heat-set inks are now printed on web offset presses, and are based on vehicles containing synthetic resins and/or some natural resins. These are dissolved in hydrocarbon solvent fractions which are specially fractionated for use in the ink industry. They vary in boiling range between 180 and 300 °C. Small percentages of alkyd resins (qv) may be contained in these inks. They dry in less than one second by means of solvent evaporation in a heatset oven. These ovens utilize high velocity hot air to raise the web temperature to 120-150 °C. 

Plastics. Vehicles in offset inks for plastics (polyethylene, polystyrene, vinyl) are based on hard drying oleoresinous varnishes which sometimes are diluted with hydrocarbon solvents. Letterset inks for polystyrene employ vehicles of somewhat more polar nature. Polyester or other synthetic resins (acryhc) dissolved in glycol ethers and/or esters are used in some of the older inks. Uv inks are widely used for decoration of these preformed plastic containers. 

The alcohols, proprietary denatured ethyl alcohol and isopropyl alcohol, are commonly used for E-type inks. Many E-type inks benefit from the addition of small amounts of ethyl acetate, MEK, or normal propyl acetate to the solvent blends. Aromatic hydrocarbon solvents are used for M-type inks. Polystyrene resins are used to reduce the cost of top lacquers. T-type inks are also reduced with aromatic hydrocarbons. Acryflc resins are used to achieve specific properties for V-type inks. Vehicles containing vinyl chloride and vinyl acetate copolymer resins make up the vinyl ink category. Ketones are commonly used solvents for these inks. 

From the time that isoprene was isolated from the pyrolysis products of natural mbber (1), scientific researchers have been attempting to reverse the process. In 1879, Bouchardat prepared a synthetic mbbery product by treating isoprene with hydrochloric acid (2). It was not until 1954—1955 that methods were found to prepare a high i i -polyisoprene which dupHcates the stmcture of natural mbber. In one method (3,4) a Ziegler-type catalyst of tri alkyl aluminum and titanium tetrachloride was used to polymerize isoprene in an air-free, moisture-free hydrocarbon solvent to an all i7j -l,4-polyisoprene. A polyisoprene with 90% 1,4-units was synthesized with lithium catalysts as early as 1949 (5). 

Other Organolithium Compounds. Organoddithium compounds have utiHty in anionic polymerization of butadiene and styrene. The lithium chain ends can then be converted to useflil functional groups, eg, carboxyl, hydroxyl, etc (139). Lewis bases are requHed for solubdity in hydrocarbon solvents. 

Other, even milder bases than LDA and LHS, such as lithium methoxide and lithium /-butoxide, may be used in organic syntheses (143,144). Lithium methoxide is available commercially as a 10% solution in methanol and lithium /-butoxide as an 18% solution in tetrahydrofuran (145). Lithium /-butoxide is also soluble in hydrocarbon solvents (146). Both lithium alkoxides are also available as soHds (147) (see Alkoxides, metal). 

Anhydrous Mgl2 is used in a process for producing organometaUic and organobimetaUic compositions, which are important in the preparation of pharmaceutical and special chemicals. An organic haUde, an alkaU metal, and magnesium haUde react in a Hquid hydrocarbon solvent (66). 

Oakmoss. Extracts of oakmoss are extensively used in perfumery to furnisli parts of the notes of the fougnre or chypre type. The first step in the preparation of an oakmoss extract is treatment of the Hchen Evemiaprunastri (L.) Ach., collected from oak trees mainly in southern and central Europe, with a hydrocarbon solvent to obtain a concrete. The concrete is then further processed by solvent extraction or distillation to more usable products, of which absolutes are the most versatile for perfumery use. A definitive analysis of oakmoss volatiles was performed in 1975 (52). The principal constituents of a Yugoslav oakmoss are shown in Table 15 (53). A number of phenoHc compounds are responsible for the total odor impression. Of these, methyl P-orcinol carboxylate is the most characteristic of oakmoss. 

Polymerization in Solution or Slurry. Many hydrocarbon solvents dissolve PE at elevated temperatures of 120—150°C. Polymerization reactions in solution requite, as theit last step, the stripping of solvent. A variety of catalysts can be used in these processes. 

Eastman Chemical has utilized a unique, high temperature solution process for propylene polymerization. Polymerization temperatures are maintained above 150°C to prevent precipitation of the isotactic polypropylene product in the hydrocarbon solvent. At these temperatures, the high rate of polymerization decreases rapidly, requiring low residence times (127). Stereoregularity is also adversely affected by high temperatures. Consequentiy, the... 

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