ISSN 1070-4272, Russian Journal of Applied Chemistry, 2006, Vol. 79, No. 8, pp. 1347!1349. + Pleiades Publishing, Inc., 2006.
Original Russian Text + K.G. Guliev, 2006, published in Zhurnal Prikladnoi Khimii, 2006, Vol. 79, No. 8, pp. 1359!1362.
AND POLYMERIC MATERIALS
Synthesis of a Self-Cross-Linking Copolymer
and Maleic Anhydride
K. G. Guliev
Institute of Polymeric Materials, National Academy of Sciences of Azerbaijan, Sumgaiyt, Azerbaijan
Received May 4, 2006
Abstract-Radical copolymerization of 2-glycidyloxymethyl-1-(p-vinylphenyl)cyclopropane with maleic
anhydride in benzene was studied. The copolymerization constants, Alfrey3Price parameters, and complexa-
tion constant were calculated.
It is known that maleic anhydride (MA) forms
molecular complexes with donor monomers, which
promotes the formation of alternating copolymers .
The formation of donor3acceptor complexes was also
detected in the copolymerization of MA with cyclic
This study was aimed to prepare a new self-cross-
linking copolymer with epoxy and anhydride groups
pane and maleic anhydride and to examine features
of radical copolymerization in the system.
High physicomechanical and thermal parameters of
thermosetting polymers with pendant glycidyl groups
are mainly determined by their chemical structure.
Therefore, synthesis of such polymers and elucidation
of the structure3property relationships for them is
a topical problem of polymer chemistry. A charac-
teristic feature of such polymers is also their capacity
These polymers are most often cured with di-, tri-,
and polyfunctional compounds applied as curing
agents for ordinary epoxy resins.
The monomer, 2-glycidyloxymethyl-1-(p-vinyl-
), was prepared according to
 and had the following characteristics: bp 1503
153oC/1 mm Hg, n
1.04. Its purity, ac-
cording to GLC analysis, was 99.9%.
The copolymerization of M
with MA was per-
formed in benzene at 333 K, with AIBN as initiator
The copolymers were precipitated with diethyl eth-
er, filtered off, and vacuum-dried to constant weight.
The copolymer composition was determined by poten-
tiometric titration of anhydride groups; the structure
was determined by IR spectroscopy. The copolymer
yield was 87%.
Found, %: C 69.20, H 6.30, O 24.70.
Calculated, %: C 69.51, H 6.10, O 24.39.
The copolymerization kinetics was studied by dila-
To study the complexation of M
with MA, we
prepared isomolar series of their solutions in dioxane
and recorded the electronic absorption spectra on a
Specord UV-VIS spectrometer in the range l = 3003
400 nm at 298 K. The dependence of the optical den-
sity on the MA content was examined in the range l =
The total concentration of M
and MA was con-
stant (0.2 M), and their ratio was widely varied.
The structure of the macromolecular chain of
the copolymers isolated at various conversions and
the content of the units of both monomers were stud-
ied by IR spectroscopy. The spectra contain bands
at 1500 and 1605 cm
, characteristic of the benzene
ring, at 103531045 cm
, characteristic of the cyclo-
propane group, and at 174031780 cm
of the anhydride moiety.
The IR spectrum of the monomer contains the ab-
sorption bands of the epoxy groups at 8303850 and