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Vol 59, No 6 (2019)

Article

Use of Wave Effect in Processing of the Hydrocarbonic Raw Material (Review)

Pivovarova N.A.

Abstract

The review summarizes information on the effect of wave effects on various processes in chemistry and petrochemistry. Their classification by nature and by the physical bases of the processes taking place in this process is given. The main stages in the technology of oil refining (production, primary and deep oil refining, the use of fuels, environmental problems), in which wave processing plays a significant role, are considered. The questions of the mechanism of the effect of wave processes on oil systems are discussed.

Petroleum Chemistry. 2019;59(6):559-569
pages 559-569 views

Synthesis and Investigation of a Spiro Diborate as a Clean Viscosity-Reducer and Pour Point Depressor for Crude Oil

Xuefan Gu ., Li Y., Yan J., Zhang J., Wu Y., Wang M., Zhao J., Chen G.

Abstract

In this work, a spiro diborate (SDB), different from the traditional polymers, was synthesized from glycerol monolaurate and boric acid, and was evaluated as viscosity-reducer and pour point depressor for crude oil. The evaluation showed that this spiro compound can improve the flow properties of crude oil samples by reducing the viscosity of crude oil by 82.3% at most and depressing the pour point by 8.0°C. The role of SDB in limiting the degree of cocrystallization can be further confirmed by the average particle size and the particle morphology analysis of saturated hydrocarbons (HC) component illustrated from microscopic crystal morphology. So it can be concluded that the high content of saturated HC makes for the effective viscosity reduction.

Petroleum Chemistry. 2019;59(6):570-574
pages 570-574 views

Nickel–Tungsten and Nickel–Molybdenum Sulfide Diesel Hydrocarbon Hydrogenation Catalysts Synthesized in Pores of Aromatic Polymer Materials

Batryshin R.A., Makeeva D.A., Kulikov L.A., Kardasheva Y.S., Maksimov A.L., Karakhanov E.A.

Abstract

Porous aromatic polymer materials based on tetraphenylmethane molecules linked by methylene groups have been synthesized. By impregnating these materials with nickel–tungsten and nickel–molybdenum thiosalts, catalysts for the hydrogenation of bicyclic aromatic hydrocarbons of the diesel fraction have been prepared. Nanoparticles of the active sulfide phase are formed in support pores during the reaction; it is assumed that after the formation of the nanoparticles, the support material will undergo partial degradation to rearrange the mesoporous structure into a macroporous structure providing the best diffusion of substrates to the surface of the sulfide nanoparticles. The synthesized catalysts have been tested in the hydrogenation of naphthalene and naphthalene derivatives at a hydrogen pressure of 5 MPa and a temperature of 380°C.

Petroleum Chemistry. 2019;59(6):575-580
pages 575-580 views

Alkylation of Aromatic Hydrocarbons with 2-Methyl-2-Vinyl-gem-Dichlorocyclopropane over Zeolite Catalysts

Baiburtli A.V., Raskil’dina G.Z., Grigor’eva N.G., Zlotskii S.S.

Abstract

It has been found as a result of the investigation of the catalytic properties of various microporous zeolites (of FAU, BEA, MOR, and MFI structural types) and a micro–meso–macroporous H-Ymmm zeolite (FAU) in the alkylation reaction of arenes (benzene (II) and toluene (III)) with the unsaturated compound 2-methyl-2-vinyl-gem-dichlorocyclopropane (I) that the reaction proceeds with the formation of chloroalkylarenes [1-(2,2-dichloro-1-methylcyclopropyl)ethyl]benzene (IV) and 1-[1-(2,2-dichloro-1-methylcyclopropyl)ethyl]-4-methylbenzene(V). Compounds IV and V are the most selectively formed over H-Beta (up to 82%) and H-Ymmm (up to 79%) zeolite catalysts with a high conversion of I (from 90% to full). It has been shown that high selectivity for chloroalkylarenes IV and V is achieved at 100°C, an arene : unsaturated compound molar ratio of 8 : 1, a catalyst concentration of 20 wt % of the reaction mass, and a reaction time of 2 h.

Petroleum Chemistry. 2019;59(6):581-586
pages 581-586 views

Routes of Formation of Bifunctional C6 Carboxylic Acids in the Cyclohexane Oxidation Process

Perkel’ A.L., Voronina S.G.

Abstract

The buildup kinetics of the main and side products during uncatalyzed and cobalt naphthenate-catalyzed oxidation of cyclohexane at 150°C have been studied. 6-Hydroxyhexanoic, 6-oxohexanoic, and adipic acids are accumulated in parallel during the oxidation of cyclohexane, cyclohexanone, and 2-hydroxycyclohexanone. The critical consideration of their known formation pathways and the reactivity of possible precursors gives evidence for the predominant formation of 6-hydroxyhexanoic acid at the step of cyclohexanol oxidation and adipic acid from 2-hydroxycyclohexanol.

Petroleum Chemistry. 2019;59(6):587-595
pages 587-595 views

Activity of Zeolites of Different Types in n-Alkane Cracking in a Three-Phase Reactor

Dement’ev K.I., Palankoev T.A., Abramova D.S., Kuznetsov P.S., Zolotukhina A.V., Maksimov A.L., Khadzhiev S.N.

Abstract

The catalytic activity of zeolites of three types—Y, ZSM-5, and Beta—in the cracking of С20–С35n-alkanes in a three-phase reactor has been studied under the following conditions: a temperature of 300–380°C, a hydrogen pressure of 7 atm, and a catalyst content of 1 wt %. It has been shown that the activity of zeolite Beta in cracking reactions is several times higher than the activity of zeolites of the other types. This finding can be apparently attributed to a large mesopore volume in the Beta structure.

Petroleum Chemistry. 2019;59(6):596-602
pages 596-602 views

Synthesis of Unsaturated Spiroacetals, Cyclopentanone Derivatives, in the Presence of Natural Aluminosilicate Modified with Zirconium Cations

Abbasov M.F., Alimardanov K.M., Abbaszade N.S., Guseinova F.A., Azimli A.M.

Abstract

Conditions for the condensation of cyclopentanone and n-valeric aldehyde to 2-pentylidenecyclopentanone in the presence of an alcoholic solution of piperidine have been developed. The isomerization of the latter in a continuous-flow system over γ-Al2O3 yields 2-pentylcyclopent-2-en-1-one. The condensation of the obtained unsaturated ketones with ethane-1,2-diol in the presence of a heterogeneous catalyst, a natural aluminosilicate (perlite) modified with zirconyl sulfate, has been studied. The optimum conditions for the preparation of the corresponding unsaturated spiroacetals have been found. The synthesized compounds can be used as synthetic fragrances for different purposes.

Petroleum Chemistry. 2019;59(6):603-607
pages 603-607 views

Desulfurization of Light Distillates by Oxidation and Rectification of Gas Condensate

Akopyan A.V., Polikarpova P.D., Plotnikov D.A., Eseva E.A., Tarakanova A.V., Anisimov A.V., Karakhanov E.A.

Abstract

The possibility that a process comprising the oxidation of sulfur compounds present in gas condensate and its subsequent rectification can be used to desulfurize light petroleum fractions has been explored. Oxidation of gas condensate with hydrogen peroxide in the presence of transition metal salts followed by its rectification makes it possible to decrease the sulfur content in the gasoline and diesel fractions by 95 and 75%, respectively in the fraction, with the sulfur content of -the residual fraction (350°C–FBP) remaining almost unchanged.

Petroleum Chemistry. 2019;59(6):608-614
pages 608-614 views

γ-Ketosulfides and Hydroxysulfides from Sodium Methanthiolate of Sulfidic Spent Caustics

Baeva L.A., Biktasheva L.F., Fatykhov A.A., Lyapina N.K.

Abstract

Condensation of pentan-3-one, hexan-2-one, 4-methylpentan-2-one, 5-methylhexan-3-one, or 2,6-dimethylheptan-4-one with formaldehyde and sodium methanethiolate, which is present in sulfidic spent caustic from the Orenburg gas processing plant, yields the corresponding mono- and bis[(methylsulfanyl)methyl]-substituted ketones or their mixtures depending on the reactant ketone structure. Alkylthiomethylation of butan-2-one with equimolar amounts of formaldehyde and sodium methanethiolate results in 3-methyl-5-thiahexan-2-one or, in the case of a twofold excess of the reagents, in 2-methyl-1,5-bis(methylsulfanyl)-4-[(methylsulfanyl)methyl]pentan-3-one. On the basis of 3-methyl-5-thiahexan-2-one, new polyfunctional [(methylsulfanyl)methyl]-substituted alcohol, α-hydroxymethylketone, 1,3-diol, and 1,3-dioxane have been obtained.

Petroleum Chemistry. 2019;59(6):615-621
pages 615-621 views

The Effect of the Active Component Content on the Catalytic Activity of Nickel Sulfide Catalysts in Olefin Synthesis from Stearic Acid

Katsman E.A., Danyushevsky V.Y., Karpov V.M., Kuznetsov P.S., Shishilov O.N., Berenblyum A.S.

Abstract

The effect of active component content on the catalytic activity of supported sulfide catalysts in the synthesis of C17 olefins from stearic acid has been studied. It has been shown that an increase in the nickel content leads to a decrease in the catalyst activity; in addition, there is a negative correlation between the activity and the fraction of large particles on the support surface. The highest heptadecene selectivity (50–60%) is observed for alumina-supported catalysts owing to the higher degree of dispersion of the active component.

Petroleum Chemistry. 2019;59(6):622-628
pages 622-628 views

Thermodynamic Analysis of Synthesis Gas Production by Brown Coal Gasification

Lapidus A.L., Sultanova E.I., Golovin I.O., Zhagfarov F.G., Kulikova M.V., Gyul’maliev A.M.

Abstract

To obtain synthesis gas of the required composition, a thermodynamic study of the process of Kansk–Achinsk brown coal gasification with various oxidants has been carried out, and the equilibrium composition of gasification has been calculated. It has been shown that under the process conditions of an air/coal ratio of α = 0.3, a steam flow rate of 2 mol H2O/(100 g OMC), a temperature of T = 1078.15 K, and a pressure of P = 0.1 MPa, the equilibrium number of moles of the useful gases H2 and CO are 3.99 and 4.86 mol, respectively, and the CO + H2 gas volume is V = 0.37 (STP)m3/(100 g OMC).

Petroleum Chemistry. 2019;59(6):629-631
pages 629-631 views

Computer Simulation of Hydrogen Peroxide Decomposition in a Complex with Dienes and Isopropyl Alcohol

Solov’ev M.E., Boiko V.P., Grishchenko V.K., Pliss E.M.

Abstract

The conformations of molecules in a diene (butadiene, isoprene) complex with hydrogen peroxide and isopropyl alcohol, for which local energy minima are identified, and a mechanism of hydrogen peroxide decomposition have been studied by the quantum-chemical density functional theory method. It has been shown that depending on the initial multiplicity of the system, the decomposition can result in the formation of different intermediate and final products, which indicates the probability of singlet to triplet conversion of hydrogen peroxide in the real system.

Petroleum Chemistry. 2019;59(6):632-640
pages 632-640 views

Thermodynamic Study of Associated Petroleum Gas Reforming to Methane

Ilyin V.B., Yakovenko R.E., Belashov D.M., Zemlyakov N.D., Savost’yanov A.P.

Abstract

: associated petroleum gas, pre-reforming, equilibrium constant, equilibrium composition, cocking

Petroleum Chemistry. 2019;59(6):641-649
pages 641-649 views

Interaction of 2-Monosubstituted 1,3-Dioxolanes with Aluminacyclopentanes

Dekhtyar’ T.F., Vostrikova O.S., Zlotskii S.S., Bogomazova A.A., Mikhailova N.N.

Abstract

The interaction of 2-monosubstituted 1,3-dioxolanes with 3-hexyl-1-ethylaluminacyclopentane leads to the cleavage of the Al–C bond of the metallocycle and the formation of ethylene glycol monoethers after hydrolysis of the resulting reaction mixture. Catalytic amounts of ZrCl4 or Ni(acac)2 activate the process. The reaction of 2-monosubstituted 1,3-dioxolanes with 1-ethyl-3-naphthylaluminacyclopentane yields the product of cleavage of the exocyclic Al–Et bond of aluminacyclopentane.

Petroleum Chemistry. 2019;59(6):650-655
pages 650-655 views