Toluene solvent extraction

TURBINE fuels), are both in demand. Solvent extraction is also extensively used to meet the growing demand for the high purity aromatics such as ben2ene, toluene, and xylene (BTX) as feedstocks for the petrochemical industry (see BTX PROCESSING FEEDSTOCKS,PETROCHEMICALS). Additionally, the separation of aromatics from aUphatics is one of the largest appHcations of solvent extraction (see Petroleum, refinery processes survey). 

Caprolactam Extraction. A high degree of purification is necessary for fiber-grade caprolactam, the monomer for nylon-6 (see Polyamides). Cmde aqueous caprolactam is purified by solvent extractions using aromatic hydrocarbons such as toluene as the solvent (233). Many of the well-known types of column contactors have been used a detailed description of the process is available (234). 

Polyethers prepared from propylene oxide are soluble in most organic solvents. The products with the highest hydroxyl number (lowest molecular weight) are soluble in water, not in nonpolar solvents such as hexane. The solubihty of 3000 molecular weight triols is high enough in solvents such as toluene, hexane, and methylene chloride that the triols can be purified by a solvent extraction process. 

Procedure has been proposed for the P(V) and As(V) determination based on the selective extraction of ionic associate of Crystal Violet with reduced molybdophosphate with mixture of inert (toluene) and active (methyl isobutyl ketone) solvents. Extraction of reagent is negligible. After concentration determination lower than 10 mol/1 of P(V) and As(V) is possible. 

Toluene is to be removed from a wastewater stream. The flowrate of the waste stream is 10 kg/s and its inlet composition of toluene is 5(X) ppmw. It is desired to reduced the toluene composition in water to 20 ppmw. Three external MSAs are considered air (S2) for stripping, activated carbon (S2) for adsorption, and a solvent extractant (S3). The data for the candidate MSAs are given in Table 3.6. The equilibrium data for the transfer of the pollutant from the waste stream to the yth MSA is given by... 

The Robinson annulation of ethyl acetoacetate and trans-chalcone proceeded smoothly to give 6-ethoxycarbonyl-3,5-diphenyl-2-cyclohexenone in 48 % yield. The product was separated from the ionic liquid by solvent extraction with toluene. In both these reactions, the ionic liquid [HMIM][PF6] was recycled and reused with no reduction in the product yield. 

The primary sources of toluene and xylenes are reformates from catalytic reforming units, gasoline from catcracking, and pyrolysis gasoline from steam reforming of naphtha and gas oils. As mentioned earlier, solvent extraction is used to separate these aromatics from the reformate mixture. 

Figure 10-14. The SNIA BPD process for producing caprolactam (1) toluene oxidation reactor, (2) fractionator, (3) hydrogenation reactor (stirred autoclave), (4) multistage reactor (conversion to caprolactam), (5) water dilution, (6) crystallizer, (7) solvent extraction, (8) fractionator.

The first step for the determination of PAHs is removal from the matrix by solvent extraction, which preferably is performed with boiling toluene or benzene (hot solvent extraction by refluxing see Jacob and Grimmer 1994), although other solvents (e.g. tol-uene/acetone, acetone, and dichloromethane) and other extraction procedures (ultrasonic treatment, Soxhlet extraction, and accelerated solvent extraction) can also be applied. 

Applications Caceres et al. [114] compared various methods for extraction of Tinuvin 770 and Chimas-sorb 944 from HDPE pellets, namely room temperature diffusion in CHC13 (20 % extraction), ultrasonica-tion (20% extraction), Soxtec extraction with DCM (nonsolvent) (50 % extraction), dissolution (dichloroben-zene)/precipitation (2-propanol) (65-70% recovery) and boiling under reflux with toluene (solvent) at 160 °C (95 % extraction). By changing conditions (nature of solvent, T, t) similar comparisons do not have much added value. Table 3.6 compares the results of reflux extraction and MAE for additives in LDPE [115]. 

Synthesis of 8,8-Bis(cyclopentadienyl)-7,9-bis(trimethylstannyl)-8-zirconabicyclo[4.3.0]nona-1 (9),6(7)-diene 109 (Scheme 7.31) [172] To a solution of bis(cyclopentadienyl)zirconium dichloride (585 mg, 2.0 mmol) in THF (10 mL) at — 78 °C was added dropwise a solution of w-butyllithium in hexane (2.4 mL, 4.0 mmol). After the reaction mixture had been stirred at — 78 °C for 1 h, a solution of l,8-bis(trimethylstannyl)-l,7-octadiyne (863 mg, 2.0 mmol) in THF (2 mL) was added at the same temperature. The temperature was then allowed to rise to ambient, and the mixture was stirred for a further 3 h. The solvent was then removed under reduced pressure and the product was extracted with toluene. The extracts were filtered and the filtrate was concentrated and kept at 0°C to afford the product 109 (723 mg, 55% yield). 

Thin layer chromatography of the solvent extracts was carried out on Whatman LKSDF silica gel 250pm plates. The plates were developed in ascending fashion with 1 1 1 hexane acetone toluene or hexane. After drying, the lanes were divided into 1cm sections and the silica gel recovered for counting of the labelled benzo[a]pyrene and anthracene. 

Gas chromatography of the benzene or toluene extracts was carried out on a borosilicate glass column (180cmx3mm o.d.) packed with 5% DC-200 and 7.5% QF-1 on Chromosorb W (80-100 mesh) operated at 190°C with nitrogen or argon as carrier gas and electron capture detection. Major peaks were obtained for S4, S6 and S8. Down to lpg L 1 of sulphur could be determined in the aromatic solvent extracts. 

Otera has reported that fluorous distannoxanes such as 23, which dissociate to give Lewis acidic species, catalyze transesterifications in or-ganic/fluorous solvent mixtures [8,9]. Although 23 was insoluble in toluene at room temperature, it dissolved at reflux and efficiently promoted the transformation in reaction D of Scheme 4, as well as others. The catalyst precipitated upon cooling, but a fluorous solvent extraction was utilized for recovery (100%). Another thermomorphic fluorous Lewis acid catalyst was developed by Mikami [11]. He found that the ytterbium tris(sulfonamide) 24 could be used for Friedel-Crafts acylations imder homogeneous conditions in CICH2CH2CI at 80 °C, and precipitated upon cooHng to -20 °C (reaction E, Scheme 4). 

Separation of toluene from the other components can be by solvent extraction or extractive distillation, just as described in the benzene chapter. The boiling points of benzene and toluene are far enough apart that the feed to separation unit of choice can be split (fractionated) rather easily into benzene concentrate and a toluene concentrate. Alternatively, the separation unit can be thought of as aromatics recovery unit. Then an aromatics concentrate stream is fed to the solvent extraction unit, and, the aromatics outturn can be split into benzene and toluene streams by fractionation. Both schemes are popular. 

There is an alternate process for recovering toluene from the reformate stream called azeotropic distillation. It also can be used to split toluene from the other hydrocarbons that have boiling points near toluene. Azeotropic distillation is like solvent extraction with an extra twist. The process can be more efficient than extraction when the toluene concentration is high. 

FIGURE 3 2 Solvent extraction efficiencies (EF) as functions of dielectric constants (D), solubility parameters (6), and polarity parameters (P and E -). Solvents studied silicon tetrachloride, carbon disulfide, n pentane. Freon 113, cyclopentane, n-hexane, carbon tetradiloride, diethylether, cyclohexane, isooctane, benzene (reference, EF 100), toluene, trichloroethylene, diethylamine, chloroform, triethylamine, methylene, chloride, tetra-hydrofuran, l,4 dioxane, pyridine, 2 propanol, acetone, ethanol, methanol, dimethyl sulfoxide, and water. Reprinted with permission from Grosjean. ... 

A number of solvent extraction experiments have demonstrated that individual crown ethers in combination with a lipophilic sulfonic acid (such as didodecylnaphthalene sulfonic acid) are efficient, synergistic phase transfer agents for manganese(II) from aqueous solution into an organic phase." The X-ray structure of the manganese di-t-butylnaphthalenesul-fonate with cyclohexano-15-crown-5 ether as its toluene solvate has been reported." ... 

Addition of hydrochloric acid to aqueous sodium thiosulfate results in the precipitation of elemental sulfur according to the above equation (Sect. 2). Solvent extraction (CHCI3 or toluene) of this sulfur yields yellow solutions from which Sg crystallizes... 

Carotenoids A large number of solvents have been used for extraction of carotenoids from vegetables matrices, such as acetone, tetrahydrofuran, n-hexane, pentane, ethanol, methanol, chloroform [427-431], or solvent mixtures such as dichloromethane/methanol, tetrahydrofuran/methanol, -hexane/acetone, or toluene or ethyl acetate [424,432-435], SPE has been used as an additional purification step by some authors [422,426], Supercritical fluid extraction (SEE) has been widely used, as an alternative method, also adding CO2 modifiers (such as methanol, ethanol, -hexane, water, methylene chloride) to increase extraction efficiency [436-438], In addition, saponification can be carried out, but a loss of the total carotenoid content has been observed and, furthermore, direct solvent extraction has been proved to be a valid alternative [439],... 

The main problem in the vitamin E analysis is that it is easily oxidized, thereby an antioxidant, such as butyl hydroxy toluene (BHT) or ascorbic acid, is added to prevent degradation during the extraction step. The traditional method for extraction of tocopherols and tocotrienols in foods is solvent extraction (like soxhlet) and saponification with KOH [457,458]. Some authors have recently proved that saponification is not necessary [459-462], nevertheless, it has been widely applied until the present day. 

Commonly used solvents inclnde liqnid carbon dioxide, propane, bntane, light oil, triethy-lamine, acetone, methanol, hexane, dimethyl ether, cmde oil, benzene, isopropyl ether, toluene, tricresyl phosphate, methyl isobutyl ketone, methyl chloride, and bntyl acetate. In addition to remediation uses, solvent extraction has been applied in a variety of indnstries, including food processing, pharmaceuticals, fine chemicals, and mining and minerals processing. 

Figure 4, Extractable organic profile (ethyl ether/hexane, 5/95) of a random lot of flexible PUF reconstructed ion chromatograms (GC-MS). A, solvent extract B, Soxhlet blank. Component identification (scan number, component) 232, phenol 391, hexanoic acid, 2-ethyl 490, 2,4- or 2,6-toluene diisocyanate (TDI) 507,2-propanamine, 2-methyl 592, phenol, 2,6-bis-(l,l-dimethylethyl)-4-methyl 696, chloroctane (isomer) 737, anthracene-dw (internal standard) 1047, isooctane, ethenyloxy. Continued on next page.

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