Phenols phenol solvent extraction

Several techniques can be used to separate phenol. Solvent extraction using gas oil or lube oil (process MSAs Sj and S2, respectively) is a potential option. Besides the purification of wastewater, the transfer of phenol to gas oil and lube oil is a useful process for the oils. Phenol tends to act as an oxidation inhibitor and serves to improve color stability and reduce sediment formation. The data for the waste streams and the process MSAs are given in Tables 3.4 and 3.5, respectively. 

Caesium Cs complexed with 4-tetrabutyl-2(a-methyl benzyl) phenol and solvent extracted AAS [149]... 

Phenol Processes—Anhydrous and Aqueous. The original patent describing utilization of phenol for solvent extraction is dated July 1908 (2). This was followed in 1922 by Polish patents (20) and in 1926 by a British (11) and a German (24) patent. These processes describe the use of phenol, either aqueous or mixed, with a variety of... 

A flow diagram of an anhydrous phenol solvent extraction plant is shown in Figure 8. Raw distillate is passed through a tower in which it absorbs phenol from the recovery system vapor. The oil is then passed to the treating tower, generally a few sections above the bottom. Anhydrous phenol is introduced at the top of this tower. Phenolic water condensate from the solvent recovery system (about 9.5% phenol) is introduced at the bottom of the tower to effect reflux. A temperature gradient of 10° to 75° F. may be... 

Figure 10. Aqueous Phenol Solvent Extraction Plant...

Extraction of free fatty acids from naturally occurring glycerides removal of HCl from chlorinated organic compounds recovery of aliphatic acids HE and HCl from aqueous solutions nitration of phenol solvent extraction in mineral processing interfacial polycondensation and esterification manufacture of organo-phosphate pesticides. 

The final step is the purification of phenol by solvent extraction (water and benzene) and distillation. 

An effective and reliable extraction method is important for studies of phenolics. Different solvent extractions may provide different types of compounds due to their variable chemical nature and sensitivity toward extraction or hydrolysis methods. For instance, phenolic compounds extracted from almond skins and hulls with diethyl ether [2], methanol [7], ethyl acetate, and -butanol [8] may result in different yields and compositions of the extracts. 

Cannabinoids were extracted from plant material (Indian hemp) with light petroleum (with active carbon, and after evaporation at ambient temperature the residue was examined by TLC in methanol solution (7). Phenolic acids solvent extracted from Saxifraga vayredana, Centranthus ruber, and Lythrum salicaria have been examined (8). Phenolic metabolites in microbial extracts have been isolated by solvent extraction (9). This technique has invariably been only one step in more complex recoveries,... 

Antioxidants, amine and phenolic solvent extraction, gas chromatography 254... 

Other Organic Processes. Solvent extraction has found appHcation in the coal-tar industry for many years, as for example in the recovery of phenols from coal-tar distillates by washing with caustic soda solution. Solvent extraction of fatty and resimic acid from tall oil has been reported (250). Dissociation extraction is used to separate y -cresol fromT -cresol (251) and 2,4-x5lenol from 2,5-x5lenol (252). Solvent extraction can play a role in the direct manufacture of chemicals from coal (253) (see Eeedstocks, coal chemicals). 

The Phenox process (254) removes phenol (qv) from the efduent from catalytic cracking in the petroleum industry. Extraction of phenols from ammoniacal coke-oven Hquor may show a small profit. Acetic acid can be recovered by extraction from dilute waste streams (255). Oils are recovered by extraction from oily wastewater from petroleum and petrochemical operations. Solvent extraction is employed commercially for the removal of valuable... 

Solvent Treatment. Solvent processes can be divided into two main categories, solvent extraction and solvent dewaxing. The solvent used in the extraction processes include propane and cresyHc acid, 2,2 -dichlorodiethyl ether, phenol (qv), furfural, sulfur dioxide, benzene, and nitrobenzene. In the dewaxing process (28), the principal solvents are benzene, methyl ethyl ketone, methyl isobutyl ketone, propane, petroleum naphtha, ethylene dichloride, methylene chloride, sulfur dioxide, and iV-methylpyrroHdinone. 

Decomposition with Bases. Alkaline decomposition of poUucite can be carried out by roasting poUucite with either a calcium carbonate—calcium chloride mix at 800—900°C or a sodium carbonate—sodium chloride mix at 600—800°C foUowed by a water leach of the roasted mass, to give an impure cesium chloride solution that is separated from the gangue by filtration (22). The solution can then be converted to cesium alum [7784-17-OJ, CS2SO4 Al2(S0 2 24H20. Extraction of cesium from the poUucite is almost complete. Solvent extraction of cesium carbonate from the cesium chloride solution using a phenol in kerosene has also been developed (23). 

FIG. 13-75 Number of theoretical stages versus solvent-to-feed ratio for extractive distillation, a) Close-boiling vinyl acetate-etbyl acetate system with phenol solvent, (h) A2eotropic acetone-methanol system with water solvent. 

Because phenols are weak acids, they can be freed from neutral impurities by dissolution in aqueous N sodium hydroxide and extraction with a solvent such as diethyl ether, or by steam distillation to remove the non-acidic material. The phenol is recovered by acidification of the aqueous phase with 2N sulfuric acid, and either extracted with ether or steam distilled. In the second case the phenol is extracted from the steam distillate after saturating it with sodium chloride (salting out). A solvent is necessary when large quantities of liquid phenols are purified. The phenol is fractionated by distillation under reduced pressure, preferably in an atmosphere of nitrogen to minimise oxidation. Solid phenols can be crystallised from toluene, petroleum ether or a mixture of these solvents, and can be sublimed under vacuum. Purification can also be effected by fractional crystallisation or zone refining. For further purification of phenols via their acetyl or benzoyl derivatives (vide supra). 

Solvent Extraction - Solvent extraction uses solvents to dissolve and remove aromatics from lube oil feed stocks, improving viscosity, oxidation resistance, color, and gum formation. A number of different solvents are used, with the two most common being furfural and phenol. Typically, feed lube stocks are contacted with the solvent in a packed tower or rotating disc contactor. Each solvent has a different solvent-to-oil ratio and recycle ratio within the tower. 

Lube oil extraction plants often use phenol as solvent. Phenol is used because of its solvent power with a wide range of feed stocks and its ease of recovery. Phenol preferentially dissolves aromatic-type hydrocarbons from the feed stock and improves its oxidation stability and to some extent its color. Phenol extraction can be used over the entire viscosity range of lube distillates and deasphalted oils. The phenol solvent extraction separation is primarily by molecular type or composition. In order to accomplish a separation by solvent extraction, it is necessary that two liquid phases be present. In phenol solvent extraction of lubricating oils these two phases are an oil-rich phase and a phenol-rich phase. Tne oil-rich phase or raffinate solution consists of the "treated" oil from which undesirable naphthenic and aromatic components have been removed plus some dissolved phenol. The phenol-rich phase or extract solution consists mainly of the bulk of the phenol plus the undesirable components removed from the oil feed. The oil materials remaining... 

Solvent extraction removes harmful constituents such as heavy aromatic compounds from lubricating oils to improve the viscosity-temperature relationship. The usual solvents for extracting lubricating oil are phenol and furfural. 

Polyphenols are ubiquitous in all plant organs where they are found as monomers or in polymerised forms (Schofield et al, 2001). In addition to the beneficial effect of poljq)henols, they also bind minerals and precipitate proteins and carbohydrates, in effect reducing the nutritive value of foods. Polyphenols have been classified for nutritional purposes into extractable and non-extractable types (Bravo, 1998). Extractable polyphenols are low-and intermediate-weight phenolics while non-extractable polyphenols have high molecular weight and are insoluble in normal solvents. 

Plasticiser/oil in rubber is usually determined by solvent extraction (ISO 1407) and FTIR identification [57] TGA can usually provide good quantifications of plasticiser contents. Antidegradants in rubber compounds may be determined by HS-GC-MS for volatile species (e.g. BHT, IPPD), but usually solvent extraction is required, followed by GC-MS, HPLC, UV or DP-MS analysis. Since cross-linked rubbers are insoluble, more complex extraction procedures must be carried out. The determination of antioxidants in rubbers by means of HPLC and TLC has been reviewed [58], The TLC technique for antidegradants in rubbers is described in ASTM D 3156 and ISO 4645.2 (1984). Direct probe EIMS was also used to analyse antioxidants (hindered phenols and aromatic amines) in rubber extracts [59]. ISO 11089 (1997) deals with the determination of /V-phenyl-/9-naphthylamine and poly-2,2,4-trimethyl-1,2-dihydroquinoline (TMDQ) as well as other generic types of antiozonants such as IV-alkyl-AL-phenyl-p-phenylenediamines (e.g. IPPD and 6PPD) and A-aryl-AL-aryl-p-phenylenediamines (e.g. DPPD), by means of HPLC. 

Polymer/additive analysis then usually proceeds by separation of polymer and additives (cf. Scheme 2.12) using one out of many solvent extraction techniques (cf. Chapter 3). After extraction the residue is pressed into a thin film to verify that all extractables have been removed. UV spectroscopy is used for verification of the presence of components with a chromophoric moiety (phenolic antioxidants and/or UV absorbers) and IR spectroscopy to verify the absence of IR bands extraneous to the polymer. The XRF results before and after extraction are compared, especially when the elemental analysis does not comply with the preliminary indications of the nature of the additive package. This may occur for example in PA6/PA6.6 blends where... 

Potentiometric titration procedures with sodium methoxide have been reported for non-sulfur-containing organotin compounds in solvent extracts of polymers, and for phenolic antioxidants with sodium isopropox-ide in pyridine medium [21]. Organotin compounds in solvent extracts of PVC can be determined by potentiometric and manual titration procedures [487,488]. 

Amino acids Solvent extraction of 2,4-dinitro phenol AAS and TLC [267]... 

Phenolsolvan A process for extracting phenols from coke-oven liquor and tar acids from tar by selective solvent extraction with di-isopropyl ether (formerly with -butyl acetate). Developed by Luigi in 1937. 

Among the most important indirect methods of analysis which employ redox reactions are the bromination procedures for the determination of aromatic amines, phenols, and other compounds which undergo stoichiometric bromine substitution or addition. Bromine may be liberated quantitatively by the acidification of a bromate-bromide solution mixed with the sample. The excess, unreacted bromine can then be determined by reaction with iodide ions to liberate iodine, followed by titration of the iodine with sodium thiosulphate. An interesting extension of the bromination method employs 8-hydroxyquinoline (oxine) to effect a separation of a metal by solvent extraction or precipitation. The metal-oxine complex can then be determined by bromine substitution. 

Analytical methods for detecting phenol in environmental samples are summarized in Table 6-2. The accuracy and sensitivity of phenol determination in environmental samples depends on sample preconcentration and pretreatment and the analytical method employed. The recovery of phenol from air and water by the various preconcentration methods is usually low for samples containing low levels of phenol. The two preconcentration methods commonly used for phenols in water are adsorption on XAD resin and adsorption on carbon. Both can give low recoveries, as shown by Van Rossum and Webb (1978). Solvent extraction at acidic pH with subsequent solvent concentration also gives unsatisfactory recovery for phenol. Even during carefully controlled conditions, phenol losses of up to 60% may occur during solvent evaporation (Handson and Hanrahan 1983). The in situ acetylation with subsequent solvent extraction as developed by Sithole et al. (1986) is probably one of the most promising methods. 

Phenol extraction Solvent extraction Absorption/thermal Improve viscosity index, color Lube oil base stocks High-quality lube oils... 

The previous chapters have demonstrated that liquid-liquid extraction is a mass transfer unit operation involving two liquid phases, the raffinate and the extract phase, which have very small mutual solubihty. Let us assume that the raffinate phase is wastewater from a coke plant polluted with phenol. To separate the phenol from the water, there must be close contact with the extract phase, toluene in this case. Water and toluene are not mutually soluble, but toluene is a better solvent for phenol and can extract it from water. Thus, toluene and phenol together are the extract phase. If the solvent reacts with the extracted substance during the extraction, the whole process is called reactive extraction. The reaction is usually used to alter the properties of inorganic cations and anions so they can be extracted from an aqueous solution into the nonpolar organic phase. The mechanisms for these reactions involve ion pah-formation, solvation of an ionic compound, or formation of covalent metal-extractant complexes (see Chapters 3 and 4). Often formation of these new species is a slow process and, in many cases, it is not possible to use columns for this type of extraction mixer-settlers are used instead (Chapter 8). 

In this process developed by Lurgi [17], the phenolic effluent is contacted with the solvent in a multistage mixer-settler countercurrent extractor (Fig. 10.8). The extract, containing phenol, is separated into phenol and solvent by distillation and solvent is recycled to the extractor. The aqueous raffinate phase is stripped from solvent with gas, and the solvent is recovered from the stripping gas by washing with crude phenol and passed to the extract distillation column. 

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