ISSN 1070-4272, Russian Journal of Applied Chemistry, 2006, Vol. 79, No. 8, pp. 1297!1300. + Pleiades Publishing, Inc., 2006.
Original Russian Text + K.M. Imanbekov, E.E. Ergozhin, 2006, published in Zhurnal Prikladnoi Khimii, 2006, Vol. 79, No. 8, pp. 1311!1314.
AND POLYMERIC MATERIALS
Aminovinylpyridine Ion-Exchange Resins
K. M. Imanbekov and E. E. Ergozhin
Bekturov Institute of Chemical Sciences, Ministry of Education and Science
of the Republic of Kazakhstan, Almaty, Kazakhstan
Received March 1, 2006
Abstract-Highly permeable aminovinylpyridine ion-exchange resins are synthesized by the reaction of
epoxy/polyvinylpyridine prepolymers with aliphatic amines. Synthetic conditions are optimized and physico-
chemical and sorption characteristics of the resulting polyelectrolytes are examined.
Development of advanced ion-exchange processes
stimulates research in the area of synthesis of pyr-
idine-containing polycondensation polymers with
desired physicochemical and adsorption properties.
In this context, simple routes to ion-exchange res-
ins of the Ional series have been developed, based on
condensation of allyl glycidyl ether with polyethylen-
imine and poly(2-methyl-5-vinylpyridine)  or of
aliphatic amines and 2-methyl-5-vinylpyridine with
epichlorhydrin , and their sorption characteristics
with respect to noble and polyvalent metals have been
reported [3, 4].
In this study, we synthesized aminovinylpyridine
ion-exchange resins by condensation of prepolymers
based on various epoxy compounds and poly(2-meth-
yl-5-vinylpyridine) with aliphatic di- and polyamines
and characterized the physicochemical and sorption
properties of the products.
Di- and polyamines (DPA) were purified as fol-
lows. Hexamethylenediamine (HMDA) was vacuum-
distilled under Ar at 100oC and 2 mm Hg (mp 413
42oC); polyethylenepolyamine (PEPA) (MW 285,
23%) and polyethylenimine (PEI) (MW 10 0 10
32%) were allowed to stand over granulated NaOH
for six days. Poly(2-methyl-5-vinylpyridine) (PMVP)
(MW 30 0 10
) was prepared by radical polymeriza-
tion of 2-methyl-5-vinylpyridine .
Di-, tri-, and tetraglycidyl epoxy derivatives of
aniline, resorcinol, and ethylene glycol (DGA, DGER,
DGEE), m- and p-aminophenols (Tm-AP, Tp-AP),
p-phenylenediamine (TGEp-PDA), diaminodiphenyl-
methane (TGEM), diaminodiphenyl oxide (TGEO),
and benzidine (TGEB) were prepared as in .
The ion-exchange resins were synthesized by poly-
condensation of 15% PMVP in ethanol with an epoxy
compound (EC) at 50370oC for 335 h (until the epoxy
group content decreased by half). Then an aliphatic
DPA was added and the mixture was allowed to stand
for 2 h. The reaction mixture was poured on a tray
and the solvent was removed. The resulting gel was
cured at 803100oC for 335 h, crushed, and screened
to obtain the 0.25-mm fraction. Prior to addition of
an aliphatic DPA, the residual epoxy groups were
determined by argentometric back-titration according
to GOST (State Standard) 12497378.
The physicochemical characteristics of the resins
were studied using the standard procedures [7, 8].
The IR spectra of the starting reagents, intermediates,
and final products were recorded on a Specord M80
spectrophotometer (Carl Zeiss, Germany) using the KBr
technique or with samples placed between KRS-5
glasses. The electronic absorption spectra were re-
corded on a Jasco instrument, model 7850 (Japan).
Sorption of V, Mo, and W was carried out from
solutions of sodium metavanadate, molybdate, and
tungstate in the static and dynamic modes. The specia-
tion of the adsorbed metals was determined by IR
The model reaction between EC and PMVP was
studied IR- and UV-spectroscopically with an equi-
molar mixture of DGEE and 4-ethylpyridine (4EP)
. After 1 h of heating at 70oC, the initially trans-