Russian Journal of Applied Chemistry, 2012, Vol. 85, No. 8, pp. 11821185.
Pleiades Publishing, Ltd., 2012.
Original Russian Text © R.N. Khusnitdinov, E.M. Khamitov, K.R. Khusnitdinov, R.R. Gataullin, S.L. Khursan, A.G. Mustaﬁ n, I.B. Abdrakhmanov, 2012,
published in Zhurnal Prikladnoi Khimii, 2012, Vol. 85, No. 8, pp. 12431246.
OF SYSTEMS AND PROCESSES
Prognostication of the Anticorrosive Activity in the Series
of Pentenylarylamines and Their Industrial Introduction
R. N. Khusnitdinov
, E. M. Khamitov
, K. R. Khusnitdinov
, R. R. Gataullin
S. L. Khursan
, A. G. Mustaﬁ n
, and I. B. Abdrakhmanov
Bashkir State University, Bashkortostan, Russia
Institute of Organic Chemistry, Ufa Scientiﬁ c Center, Russian Academy of Sciences, Bashkortostan, Russia
Received March 6, 2012
Abstract—Quantum-chemical parameters and regression analysis were used to predict and synthesize a number
of compounds with the highest inhibiting activity in the series of pentenylarylamines. For the compounds with the
highest inhibiting activity, tri-2,4,6-(1'-methyl-2'-butenyl)aniline and di-2,6-(1'-methyl-2'-butenyl)-4-methylaniline,
technical documentation was developed and their inhibiting activity in media as close as possible to real oilﬁ eld
conditions were performed. On the basis of results of these tests, the given compounds are recommended for pilot
The correlation between the structure and inhibiting
properties has been extensively studied [1–3]. Of
particular interest in recent years has been use, for this
purpose, of quantum-chemical calculations of molecule
properties [4–6], depending on which a tendency toward
an increase in the inhibition efﬁ ciency can be revealed.
However, examples of obtaining optimal structures with
the highest inhibiting activity cannot be found in these
It has been shown that alkenylanilines readily acces-
sible via condensation of anilines with hydrohalogenated
1,4-adducts of piperilene or cyclopentadiene are poten-
tial corrosion inhibitors [7, 8]. However, the dependence
of the anticorrosive activity on structural parameters has
not been studied for compounds of this series.
The goal of our study was to examine the relationship
between the electronic structure of molecules and their
corrosion inhibiting activity in the series of pentenyl
derivatives of aniline, predict and synthesize optimal
corrosion inhibitors, and introduce compounds with the
highest anticorrosive activity into industrial practice.
Pentenylarylamines were synthesized by the known
procedures . Anticorrosive studies were performed in
conformity with GOST (State Standard) 9.506–87 .
The maximum anticorrosive activity was evaluated by
the degree of protection Z (%) in conformity with GOST
9.506–87, determined by the formula
Z = –———–
are the metal dissolution rates
in media without and with an inhibitor, respectively
As witness samples served steels 20, the amounts
of the compounds being tested were 0.033 M, and
the temperature of the hydrochloric acid solution was
maintained at 25 ± 1°.
The quantum-chemical parameters [energy of higher
occupied molecular orbitals, E
(a.u.); energy of