A. M. Magerramov

Investigation of the Molecular Dynamics of Some Phenols and Their Acetyl Isomers in Solutions by NMR Relaxation

The dynamics of relaxations and Fries rearrangements in phenol acetates and their acetyl isomers was studied by the NMR relaxation technique in acetone-d6. The results of 13C and 1H spin-lattice nuclear relaxation measurements show that these experiments can be used for determining the mobility and activation energies of the molecular motions of compounds in different systems.

Synthesis of hydrogen sulfide corrosion inhibitors for oil production

Pyridinium salts have been synthesized by reacting 2-allyl- and 4-propenylphenoxy(C2–C4)bromoalkanes with pyridine and further examined as inhibitors of hydrogen sulfide corrosion of St3 steel in water-salt systems containing H2S. The dependence of the protective properties of the test compounds on their structure has been revealed. It has been found that N-(2-propenylphenoxytetamethylene)pyridinium bromide exhibits the best inhibitory properties (degree of corrosion protection at a concentration of 100 mg L−1 is 96.0%).

Structure and properties of nanocomposites based on zinc sulfide and poly(vinylidene fluoride)

The structure and properties of nanocomposites based on zinc sulfide and poly(vinylidene fluoride) were studied. The nanocomposite material was prepared by the matrix isolation technique: ZnS nanoparticles are formed by chemical reactions in a poly(vinylidene fluoride) powder of particle size 0.5–1.0 μm.

Reaction of 3-chloro-1-(2,4,6-trimethylphenyl)propan-2-one with amines

While continuing our studies in the fields of synthesis and transformations of 1,2-chlorohydrins [1] obtained by reaction of arenes with 3-chloro-1,2-epoxypropane in the presence of aluminum chloride, we performed oxidation of 3-chloro-1-(2,4,6-trimethylphenyl)propan-2-ol (I) with chromium(VI) oxide and isolated 3-chloro-1-(2,4,6-trimethylphenyl)propan-2one (II). α-Chloro ketone II was brought into reaction with various primary amines in aqueous potassium hydroxide at room temperature. The reaction time was 20–45 min. Regardless of the amine nature, in all cases the products were the corresponding N-substituted 3-(2,4,6-trimethylphenyl)propionamides III–IX which were isolated in 50–97% yield as colorless crystalline substances and were recrystallized from ethanol.

The molecular mobility of 2-propenylphenols capable of hydrogen bonding

Hydrogen bonding and molecular mobility of 2-propenylphenols containing an aminomethyl fragment in the ortho position were studied by NMR. The results confirmed the importance of using relaxation times as a sensitive test for molecular dynamics studies.

Study of Radical Copolymerization of Aminomethylated Derivatives of Alkenylphenols with Styrene

Aminomethylated derivatives 2-propenyl-, 2-allyl-, and 4-isopropenylphenols are studied as comonomers in free-radical copolymerization with styrene in bulk. As evidenced by NMR studies, in o-aminomethyl derivatives of alkenylphenols, stable intramolecular hydrogen bonds form between nitrogen atom of the aminomethyl fragment and hydrogen atom of the hydroxyl group; these bonds are not destroyed up to 80°C Therefore, these compounds may be involved in free-radical copolymerization with styrene in which the inhibiting effect of OH groups is avoided at a temperature of 60°C. The values of rn 1 and rn 2 are determined for two pairs of comonomers: 6-morpholinomethyl-2-propenylphenol and styrene (rn 1 = 0.20 ± 0.01 and rn 2 = 2.40 ± 0.04) and 2-allyl-6-morpholinomethylphenol and styrene (rn 1 = 0.090 ± 0.009 and rn 2 = 2.40 ± 0.04).

Synthesis of 1-(4-isopropenylphenoxy)-bromo-C2-C4-alkanes and application of their transformation products

Reaction of 4-isopropenylphenol with α,ω-dibromo-C2-C4-alkanes by the Willamson reaction in the presence of potassium iodide as promoter, aiming to synthesize the corresponding monobromosubstituted derivatives and to study their some chemical transformation. Optimal conditions to obtain 1-(4-isopropenylphenoxy)-2-bromoethane, 1-(4-isopropenylphenoxy)-3-bromopropane and 1-(4-isopropenylphenoxy)-4-bromobutane were found. The nitrogen-containing derivatives, inhibitors of a hydrosulfuric corrosion in the water-salt solutions, were obtained on the basis of the first two compounds. The derivatives involving multiple bond and ester-group were synthesized from the third compound. Their incorporation into the polystyrene chains in the process synthesis gives them plasticize properties.

Synthesis of Schiff bases and oxazolidines from 2-amino-4-phenylthiazole

Reactions of 2-amino-4-phenylthiazole with aromatic aldehydes gave the corresponding Schiff bases which were reduced with sodium tetrahydridoborate to amines. Reactions of the Schiff bases with 2-methyloxirane, 2-chloromethyloxirane, and 2-phenoxymethyloxirane led to the formation of 2,5-disubstituted 3-(4-phenylthiazol-2-yl)oxazolidines.

[(Polyfluoroalkoxy)methyl]thiiranes and 2-anilinoethanethiols

By reaction of appropriate oxiranes with thiourea [(polyfluoroalkoxy)methyl]-substituted thiiranes were obtained that are key compounds for the synthesis of perfluoro-containing 1,2-aminopropanethiols.

Alkenylphenol-based pyridinium salts as hydrogen sulfide corrosion inhibitors and agents for inhibiting the growth of sulfate-reducing bacteria in oil production

The results of gravimetric and potentiostatic studies of pyridinium salts, derived from alkenylphenols, as inhibitors of hydrogen sulfide corrosion of steel St 3 in aqueous saline and hydrocarbon systems and testing the salts for bactericidal activity against sulfate-reducing bacteria (SRB) are reported. It has been found that the test compounds with a concentration of 50–150 mg/L slow down the cathodic and anodic reactions and significantly increase the polarization resistance (Rp) of St 3. The best protective properties have been shown by 1-(2-propenylphenoxytetramethylene)-N-pyridinium bromide (III) and 1-(2-allylphenoxytetramethylene)-N-pyridinium bromide (VI): the corrosion protection by III and VI is respectively 87 and 83% at a concentration of 50 mg/L or 96 and 93% at a concentration of 150 mg/L. The pyridinium salts synthesized in this study also exhibit bactericidal activity in a concentration of 50–200 mg/L. High bactericidal properties have been found for 1-(2-propenylphenoxytetramethylene)-N-pyridinium bromide. The SRB growth inhibition at its concentration of 50 or 75 mg/L is 75 or 100%, respectively.