Russian Journal of Applied Chemistry, 2013, Vol. 86, No. 6, pp. 939−941.
Pleiades Publishing, Ltd., 2013.
Original Russian Text © A.I. Akhmedov, D.Sh. Gamidova, S.T. Mekhtieva, 2013, published in Zhurnal Prikladnoi Khimii, 2013, Vol. 86, No. 6, pp. 998−1000.
Synthesis of Allyl Caproate Copolymers with Styrene
and Study of These Compounds as Viscous Additives
to Petroleum Oils
A. I. Akhmedov, D. Sh. Gamidova, and S. T. Mekhtieva
Academician Kuliev Institute of Dopant Chemistry, National Acad. Sci., Baku, Azerbaijan
Received December 18, 2012
Abstract—Viscous additives resistant to destructive actions and corresponding to increased requirements to
machines have been obtained. The copolymerization of allyl caproate with styrene by the radical mechanism in
presence of a radical initiator was carried out, and the inﬂ uence of various factors on the process and the quality
of the viscous additives to petroleum oils was studied.
One of actual problems of modern petrochemistry con-
sists in obtaining basic oils with high viscosity indexes.
The use of negligible amounts of polymeric compounds,
so-called viscous additives, for example polyisobutyl-
enes, polyalkyl methacrylates, etc. to the composition
of petroleum oils is considered to be most reliable and
economic among various methods of obtaining such oils.
However, these additives do not meet requirements of
modern engineering from the viewpoint of resistance to
destructive actions [1, 2].
The aim of this work was to obtain viscous additives
meeting increased requirements to machines and mecha-
nisms on the resistance to destructive actions. The copo-
lymerization of allyl caproate with styrene was fulﬁ lled,
as the viscous additives were obtained on the basis of
vinyl monomers. For the ﬁ rst time allyl monomers were
applied with the aim of expanding the source of monomer
raw materials used in the synthesis of viscous additives.
As is known, allyl monomers are not polymerized
separately , but enter a copolymerization. Therefore
we have chosen styrene as the comonomer of allyl ether,
which is one of low-cost petrochemical monomers. Its
involvement in the copolymerization with allyl capro-
ate makes it possible to increase thermal stability of the
We synthesized allyl caproate according to the known
etheriﬁ cation procedure  by the reaction of pentyl
formic acid and allyl alcohol:
COOH + CH
Synthesized allyl caproate had the following physi-
cochemical parameters (allyl caproate was synthesized
for the ﬁ rst time by the authors of the present work, its
characteristics were also determined in this work): M =
0.913 g cm
Allyl caproate and styrene were used in the copoly-
merization reaction in the freshly distilled state.
The copolymerization was carried out in presence of
azobisbutanoic acid dinitrile as the initiator in a solvent
medium (hexane or heptane). The effect of copolymeriza-
tion conditions on the properties of copolymers has been
studied. The results are given in Table 1.
It is seen from the presented data that, as the styrene
content in an original mixture of monomers increases
from 5 up to 25%, the yield of copolymers and their
molecular weight increase (from 25 up to 91% and from
3000 up to 9000, respectively). This fact is caused by a
higher reactivity of styrene in radical polymerization as
compared with allyl caproate.