Russian Journal of Applied Chemistry, 2013, Vol. 86, No. 10, pp. 1587−1593.
Pleiades Publishing, Ltd., 2013.
Original Russian Text © S. S. Ivanchev, O.N. Primachenko, S.Ya. Khaikin, V.N. Pavlyuchenko, E.A. Marinenko, V.F. Danilichev, 2013, published in Zhurnal
Prikladnoi Khimii, 2013, Vol. 86, No. 10, pp. 1634−1641.
AND POLYMERIC MATERIALS
Polymeric Hydrogels with Memory Effect
for Immobilization of Binary Drug Combinations
S. S. Ivanchev
, O. N. Primachenko
, S. Ya. Khaikin
, V. N. Pavlyuchenko
E. A. Marinenko
, and V. F. Danilichev
St. Petersburg Branch, Boreskov Institute of Catalysis, Siberian Branch,
Russian Academy of Sciences, St. Petersburg, Russia
Kirov Academy of Military Medicine, St. Petersburg, Russia
Received September 23, 2013
Abstract—Hydrogels with memory effect (imprinted hydrogels) with respect to a combination of cefotaxime and
diclofenac were synthesized from 2-hydroxyethyl methacrylate and functional monomers (acrylic acid and N,N-
dimethylacrylamide). The hydrogels obtained show increased ability to sorb cefotaxime and especially diclofenac.
Prolonged release of cefotaxime was revealed, becoming more pronounced with an increase in the cefotaxime
concentration in the solution from which it is sorbed with the hydrogel. The effect of selective sorption of diclof-
enac with imprinted hydrogels from the diclofenac–cefotaxime drug combination was discovered.
Previously  we demonstrated the possibility of
using the memory effect of structurally modiﬁ ed ma-
trix polymer hydrogels (imprinted hydrogels) based on
cross-linked copolymers of 2-hydroxyethyl methacrylate
(HEMA) with acrylic acid (AA) or 2-dimethylaminoethyl
methacrylate (DMAEMA). These polymer hydrogels
prepared by matrix synthesis using cefazolin exhibit
increased ability to sorb cefazolin and under deﬁ nite
conditions ensure decreased rate of cefazolin release from
the imprinted hydrogel. These results conﬁ rmed the pos-
sibility of preparing a drug form of prolonged action in
the form of therapeutic soft contact lenses (TSCLs) for
treatment of infectious diseases in ophthalmology [2–11].
The monomers were commercial products. 2-Hy-
droxyethyl methacrylate (HEMA), bp 87°С/665 Pa,
1.4510, and acrylic acid (AA), bp 86°С/1.33 × 10
1.4224, were puriﬁ ed by vacuum distillation;
N,N-dimethylacrylamide (DMAA, Aldrich) and the
cross-linking monomer, N,N’-methylenebisacrylamide
(MBAA), mp 300°С (Sigma–Aldrich), were used without
additional puriﬁ cation.
The initiator, ammonium peroxydisulfate (AP), was
puriﬁ ed by recrystallization from water; N,N,N',N'-tetra-
methylethylenediamine (TMEDA, Vekton Public Joint-
Stock Company, St. Petersburg, Russia), bp 121.5°С, n
1.4148, was used without additional puriﬁ cation.
Cefotaxime (Biosintez Public Joint-Stock Company,
Penza, Russia) was used as sodium salt. Diclofenac was
purchased from Hemofarm (Serbia). Sodium chloride
(Krasfarma Public Joint-Stock Company, Krasnoyarsk,
Russia) was used as an isotonic solution (0.9 wt %).
Disodium hydrogen phosphate (SP) (Vekton) was used
as 0.05 M aqueous solution, and hydrochloric acid, as
0.1 M solution.
Distilled water was used for performing copolymeriza-
tion, preparing solutions, and studying the physicochemi-
cal properties of hydrogels.
Copolymerization of the monomers in aqueous solu-
tion using the AP–TMEDA redox initiation system was
performed at 20°С for 1.5–24 h in Teﬂ on molds. Prior
to copolymerization, the reaction mixtures were bubbled
with an inert gas to remove the dissolved oxygen. The
copolymerization was performed until the conversion of
the monomers to the copolymers was virtually complete.