ISSN 1070-4272, Russian Journal of Applied Chemistry, 2014, Vol. 87, No. 4, pp. 456−460. © Pleiades Publishing, Ltd., 2014.
Original Russian Text © A.M. Magerramov, M.R. Bairamov, N.V. Azimova, I.G. Mamedov, M.A. Agaeva, S.G. Alieva, 2014, published in Zhurnal Prikladnoi
Khimii, 2014, Vol. 87, No. 4, pp. 463−467.
AND CORROSION PROTECTION OF METALS
Synthesis of Co-Oligomers of 2-Propenylphenol
with Maleic Anhydride and Study of Products
of Their Transformations with Amines
as Steel Corrosion Inhibitors
A. M. Magerramov, M. R. Bairamov, N. V. Azimova, I. G. Mamedov,
M. A. Agaeva, and S. G. Alieva
Baku State University, ul. Akademika Zakhid Khalilova 23, Baku, AZ 1148 Azerbaijan
Received December 29, 2013
Abstract—Modiﬁ cation with diethylamine and diethanolamine of co-oligomers of 2-propenylphenol with maleic
anhydride yielded water-soluble nitrogen-containing derivatives inhibiting the corrosion of St.3 steel in water-
One of topical economical and ecological problems
especially currently pressing for the oil industry is the cor-
rosion of metals in corrosive media composed of aqueous
solutions of salts, hydrocarbons, hydrogen sulﬁ de, and
other compounds [1–3].
It has been calculated that the damage from metal
corrosion in industrially developed countries exceeds
5% of the national product . Therefore, development
of new effective corrosion inhibitors on the basis of vari-
ous classes of organic compounds exhibiting surfactant
properties is a topical task.
Our communication reports the results obtained in a
study of the synthesis of double co-oligomers of 2-pro-
penylphenol with maleic anhydride and their subsequent
chemical transformations with diethylamine and dietha-
nolamine in order to obtain new water-soluble inhibitors
containing in their structure a nitrogen atom and several
active functional groups favoring their strong adsorption
on a metal.
To synthesize co-oligomers of 2-propenylphenol with
maleic anhydride, we performed their block radical co-
oligomerization in the presence of an initiating agent,
azoisobutyric acid dinitrile.
2-Propenylphenol was produced by isomerization of
2-allylphenol in the presence of an ethanolic solution
of KOH by the known procedure  [bp = 110–113°C
(12 mmHg), mp = 36.5–37°C]. Maleic anhydride of re-
active grade was recrystallized from a benzene solution
and used in the fresh form (mp = 54°C).
The monomers were co-oligomerized in glass ampules
in the absence of air. The preliminary prepared ampules
were charged with calculated amounts of the monomers
and initiating agent and then the mass was thoroughly
cooled with dry ice. Further, the ampules were evacu-
ated and sealed in a ﬂ ow of nitrogen. The ampules were
transferred into an oil bath and kept there at a prescribed
temperature during a certain time. After the runs were
complete, the contents of the ampules were dissolved
in acetone and the target co-oligomers were isolated by
precipitation in cooled hexane.
The yield of a co-oligomer, its reduced viscosity (in
dioxane), softening point, and other characteristics were
The structures of the resulting co-oligomers were
conﬁ rmed by IR, UV, and NMR spectroscopic data.