ISSN 1070-4272, Russian Journal of Applied Chemistry, 2015, Vol. 88, No. 6, pp. 1047−1051. © Pleiades Publishing, Ltd., 2015.
Original Russian Text © K.G. Guliyev, A.A. Garayeva, G.Z. Ponomareva, A.M. Aliyeva, A.M. Guliyev, 2015, published in Zhurnal Prikladnoi Khimii, 2015,
Vol. 88, No. 6, pp. 952−956.
Radical Copolymerization of p-(2,2-Dichlorocyclopropyl)styrene
with Glycidyl Methacrylate and Properties
of the Polymer Obtained
K. G. Guliyev, A. A. Garayeva, G. Z. Ponomareva, A. M. Aliyeva, and A. M. Guliyev
Institute of Polymeric Materials, National Academy of Sciences of Azerbaijan,
Badalbayli ave. 43, Sumgayit, AZ5008 Azerbaijan
Received June 10, 2015
Abstract—Copolymer of p-(2,2-dichlorocyclopropyl)styrene with glycidyl methacrylate was prepared by radi-
cal copolymerization of the monomers. The copolymerization constants and Alfrey–Price Q–e parameters were
calculated. The photosensitivity of materials based on the synthesized copolymer was evaluated. Photochemical
cross-linking of the copolymer containing photosensitive groups ( ) in the macromolecule
was studied. The copolymer exhibits relatively high photosensitivity (54 cm
) and can be used for preparing
The development of new polymers exhibiting pho-
tosensitivity, high physicomechanical and thermal
characteristics, and in many cases good adhesion and
ﬁ lm-forming properties is a topical problem, because
such polymers can be used in lithographic processes as
photoresist materials [1, 2].
Despite active studies of photochemical properties
of polyconjugated polymers and wide and diverse
possibilities of their use, there are still a number of
problems to be solved in this ﬁ eld [3, 4].
Functionally substituted cyclopropylstyrenes show
much promise for the development of new photosensitive
This study deals with radical copolymerization of
p-(2,2-dichlorocyclopropyl)styrene (DCCPS) with
glycidyl methacrylate (GMA) and with determination of
the activity of the monomers and of the properties of the
The concentration and chemical nature of double
bonds and the presence of the cyclopropane and
epoxy rings in combination with the carbonyl group
in the starting monomers open unique possibilities
for the development of a new polyfunctional reactive
The GMA properties are due to the presence of the
double bond and reactive epoxy group.
The starting monomer, DCCPS, was prepared by the
procedure described in  and was vacuum-distilled (bp
108–110°С/1 mmHg) prior to use. Found, %: С 61.99,
Н 4,61, Cl 33.32. Calculated, %: С 61.97, Н 4,69,
The purity of the monomers was checked by chroma-
tography with an LKhM-8 MD chromatograph; it was
99.9%. The copolymerization of the synthesized DCCPS
with GMA was performed in sealed ampules in the bulk
and in a benzene solution at 70°С under nitrogen in the
presence of azobis(isobutyronitrile) as initiator (0.1 wt %
relative to the sum of the monomers). After a deﬁ nite con-
version (10%) was reached, the copolymer was isolated
and vacuum-dried at 40°С to constant weight.
The polymer obtained was a white powder soluble in
aromatic and chlorinated hydrocarbons.