Petroleum Aromatic hydrocarbons

Chem. Descrip. Petroleum aromatic hydrocarbon resin Uses Diluent, alkyd modifier, solvent substitute for meeting low VOC regulations, adhesion promoter, hardener, vise, reducer in high-solids, air-drying coalings... 

Edeleanu process An extraction process utilizing liquid sulphur dioxide for the removal of aromatic hydrocarbons and polar molecules from petroleum fractions. 

Burdett, R.A., L.W. Taylor and L.C. Jones Jr (1955), Determination of aromatic hydrocarbons in lubricating oil fractions by far UV absorption spectroscopy , p. 30. In Molecular Spectroscopy Report Conf. Institute of Petroleum, London. 

Petroleum ether fractions free from aromatic hydrocarbons are marketed, as are also n-hexane and n-heptane from petroleum. 

Acetyl chlotide reacts with aromatic hydrocarbons and olefins in suitably inert solvents, such as carbon disulfide or petroleum ether, to furnish ketones (16). These reactions ate catalyzed by anhydrous aluminum chlotide and by other inorganic chlotides (17). The order of catalytic activity increases in the order... 

Polycychc aromatic hydrocarbons (PAHs) are carcinogens produced by the thermal breakdown of organic materials. These are widely distributed in both food and the environment, and are some of the principal carcinogens in cigarette tar and air pollution. Of over 20 PAHs isolated, benzopyrene and quinoline compounds are the most commonly encountered in foods, particularly those which are broiled or fried (111). Shellfish living in petroleum contaminated waters may also contain PAHs (112). 

The first resins to be produced on a commercial scale were the coumarone—indene or coal-tar resins (1) production in the United States was started before 1920. These resins were dominant until the development of petroleum resins, which were estabHshed as important raw materials by the mid-1940s. Continued development of petroleum-based resins has led to a wide variety of aHphatic, cyclodiene, and aromatic hydrocarbon-based resins. The principal components of petroleum resins are based on piperylenes, dicyclopentadiene (DCPD), styrene, indene, and their respective alkylated derivatives. 

The fused 3+ ring aromatics in petroleum include both cata- and peri-condensed stmctures (see Table 4, Fig. 8). The cata-condensed species are those stmctures where only one face is shared between rings, the peri-condensed molecules are those that share more than one face. The fused ring aromatics form the class of compounds known as polynuclear aromatic hydrocarbons (PAH) which includes a number of recognized carcinogens in the 4+ ring family (33). Because of the potential health and environmental impact of PAH, these compounds have been studied extensively in petroleum. 

Table 4. Fused-Ring Polynuclear Aromatic Hydrocarbons Found in Petroleum ...

Extraction Solvent. Dimethyl sulfoxide is immiscible with alkanes but is a good solvent for most unsaturated and polar compounds. Thus, it can be used to separate olefins from paraffins (93). It is used in the Institute Fransais du Pntrole (IFF) process for extracting aromatic hydrocarbons from refinery streams (94). It is also used in the analytical procedure for determining polynuclear hydrocarbons in food additives (qv) of petroleum origin (95). 

Benzene is the simplest and most important member of the aromatic hydrocarbons and should not be confused with benzine, a low boiling petroleum fraction composed chiefly of aUphatic hydrocarbons. The term benzole, which denotes commercial products that are largely benzene, is not common in the United States, but is stiU used in Europe. 

Aromatic hydrocarbons can be purified as their picrates using the procedures described for amines. Instead of picric acid, 1,3,5-trinitrobenzene or 2,4,7-trinitrofluorenone can also be used. In all these cases, following recrystallisation, the hydrocarbon can be isolated either as described for amines or by passing a solution of the adduct through an activated alumina column and eluting with toluene or petroleum ether. The picric acid and nitro compounds are more strongly adsorbed on the column. 

The polymerization process of coal tar and petroleum fraction (from which aromatic hydrocarbon resins are obtained) are similar. The process is extensively described in the book by Mildenberg et al. [25]. There are three basic steps in the polymerization of coumarone-indene and hydrocarbon resins. 

The Ce-Cg aromatic hydrocarbons—though present in crude oil—are generally so low in concentration that it is not technically or economically feasible to separate them. However, an aromatic-rich mixture can be obtained from catalytic reforming and cracking processes, which can be further extracted to obtain the required aromatics for petrochemical use. Liquefied petroleum gases (C3-C4) from natural gas and refinery gas streams can also be catalytically converted into a liquid hydrocarbon mixture rich in C6-C8 aromatics. 

Simple aromatic hydrocarbons come from two main sources coal and petroleum. Coal is an enormously complex mixture made up primarily of large arrays of benzene-like rings joined together. Thermal breakdown of coal occurs when it is heated to 1000 °C in the absence of air, and a mixture of volatile products called coal for boils off. Fractional distillation of coal tar yields benzene, toluene, xylene (dimethylbenzene), naphthalene, and a host of other aromatic compounds (Figure 15.1). 

The dibutyl ester of the phosphorous acid is usually employed because of the good solubility of its sodium derivative in light petroleum and aromatic hydrocarbons, which are satisfactory reaction media. The Michaelis reaction has been... 

As we have seen, the primary sources of hydrocarbons are the fossil fuels petroleum and coal. Aliphatic hydrocarbons are obtained primarily from petroleum, which is a mixture of aliphatic and aromatic hydrocarbons, together with some organic compounds containing sulfur and nitrogen (Fig. 18.15). Coal is another major source of aromatic hydrocarbons. 

In fact, fluorinated polyphosphazenes are usually considered to be extremely stable towards chemical agents and aggressives due to the presence of C-F bonds in the side phosphorus substituents. PTFEP, for instance, appears to be completely insensitive to several, most common, solvents (aliphatic and aromatic hydrocarbons, alcohols and water), to acids (e.g. acetic acid), and to bases (e.g. pyridine and concentrated NaOH solutions), although some decomposition could be observed in triethylamine and in concentrated H2SO4 [41]. Phos-phazene fluoroelastomers, moreover, are known to be completely insoluble in aromatic solvents [533] and petroleum-resistant materials [502-506,552]. 

Herbes SE, LR Schwall (1978) Microbial transformation of polycyclic aromatic hydrocarbons in pristine and petroleum-contaminated sediments. Appl Environ Microbiol 35 306-316. 

Coates JD, J Woodward, J Allen, P Philip, DR Lovley (1997) Anaerobic degradation of polycyclic aromatic hydrocarbons and alkanes in petroleum-contaminated marine harbor sediments. Appl Environ Microbiol 63 3589-3593. 

It has also been proposed to inject a solvent [454], for example, jet fuel, petroleum naphtha, aromatic hydrocarbons, or naphthenic hydrocarbons, before injecting the surfactant solution. 

---