Hydrocarbons alkylation

Figure 5.3-8 Loop reactor as used in aromatic hydrocarbon alkylation experiments.

Hydrocarbon alkylation process Alkylation catalyst based on H3P04/ 108... 

The petroleum-based oils contain hundreds to thousands of hydrocarbon compounds, including a substantial fraction of nitrogen- and sulfur-containing compounds. The hydrocarbons are mainly mixtures of snaight- and branched-chain hydrocarbons (alkanes), cycloalkanes, and aromatic hydrocarbons. Polynuclear aromatic hydrocarbons, alkyl polynuclear aromatic hydrocarbons, and metals are important components of motor oils and crankcase oils, with the used oils... 

Yang, G.-L. (1974) Hydrocarbon alkylation process using catalyst regeneration. U.S. Patent 3, 851,004. 

Non-chlorinated Lewis acids, such as scandium triflate, were found to be good catalysts for Friedel-Crafts alkylation reactions (167). Although no aromatic hydrocarbon alkylation occurred in CH2CI2, [BMIMJPFg, Sc(OTf)3 catalyzed the alkylation of benzene with high yields of the monoalkylated product. The lower acidity of the ionic liquid led to fewer byproducts and therefore higher yields. The products were separated by simple decantation and the catalyst was reused. 

BP Chemicals studied the use of chloroaluminates as acidic catalysts and solvents for aromatic hydrocarbon alkylation [41]. At present, the existing AICI3 technology (based on red oil catalyst) is still used industrially, but continues to suffer from poor catalyst separation and recycling [42]. The aim of the work was to evaluate the AlCl3-based ionic liquids, with the emphasis placed on the development of a clean... 

Sulphuric acid (concentrated). Widely used in desiccators. Suitable for drying bromine, saturated hydrocarbons, alkyl and aryl halides. Also suitable for drying the following gases hydrogen, nitrogen, carbon dioxide, carbon monoxide, chlorine, methane and paraffins. Unsuitable for alcohols, bases, ketones or phenols. Also available with an indicator (a cobalt salt, blue when dry and pink when wet) under the name Sicacide (from Merck) for desiccators. 

Reactivity The mobile phase must not react with the analytical sample or column packing. This does not present a major limitation since many relatively unreactive hydrocarbons, alkyl halides, and alcohols are suitable. 

The key to the mechanism of hydrocarbon alkylation was provided by the discovery by P. D. Bartlett, in 1940, that a carbocation can react rapidly with a hydrocarbon having a tertiary hydrogen to yield a new carbocation and a new hydrocarbon. Some of these hydrogen-transfer reactions are extraordinarily fast and may be complete in seconds or less. The hydrogen is transferred with both bonding electrons (H e). For example,... 

Aliphatic aldehydes and ketones and also aliphatic-aromatic ketones can be converted into the corresponding hydrocarbons alkyl-phenols can be obtained from phenolic-aldehydes and -ketones p-hydroxy-benzophenone yields p-benzylphenol benzoin and benzil yield dibenzyl anthraquinone yields anthracene dihydride. 

Finally, the metal-perfluoroalkyl linkage also appears to be less susceptible to facile decomposition by the a- or -elimination pathways that dominate much of the chemistry of hydrocarbon alkyls and lead to metal hydrides. The absence of these reaction pathways, at least for the later transition metals, may reflect the relative strength of the C—F bond versus the M—F bond compared to C—H/M—H analogues (32). However, a-fluoride abstraction reactions can be accomplished with exogenous fluoride acceptors to give fluorinated carbene complexes (see Section III,B,1). One example of an apparent -fluorine elimination reaction is shown in Eq. (2) (33) and presumably is driven by the stronger bond to fluorine formed by early transition... 

A hydrophobic moiety which is usually a hydrocarbon (alkyl or alkyl phenyl), sometimes extended by the inclusion of propylene oxide... 

Chemical modification of hydroxyethylcellulose or hydroxypropylcellulose with long-chain hydrocarbon alkylating reagents, such as C8-C24 epoxides or halides, has been reported to yield novel water-soluble compositions exhibiting enhanced low-shear-rate solution viscosities and polymeric surfactant properties [ 104,105]. Patents have also been issued for water-soluble phosphonomethylcellulose and phosphonomethylhydroxyethylcellulose [106,107]. 

Slightly over half of the papers deal with the alkylation of isobutane widi light olefins to produce high quality gasoline blending hydrocarbons. New information is presented for isobutane alkylation relative to die chemistry and mechanism, process improvements, recovery of acid catalyst, and status of commercial units. Papers are also presented for die alkylation of aromatics, heterocyclics, coal, and other hydrocarbons. Alkylations using transition metal catalysts, strong acids, free radicals, and bases are also reported. 

Hydrocarbons, alkyl halides, ethers, many esters... 

Extensive studies of the alkylation of thiophene and its derivatives with olefins and alcohols have been made. The catalysts are the same as those employed for the alkylation of hydrocarbons. Alkylation occurs predominently in the 2-position, and the yields ate in the range of 60% to 80%. 

Carbon monoxide Non-methane hydrocarbons Alkyl nitrates... 

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