1070-4272/03/7603-0487$25.00C2003 MAIK [Nauka/Interperiodica]
Russian Journal of Applied Chemistry, Vol. 76, No. 3, 2003, pp. 487!490. Translated from Zhurnal Prikladnoi Khimii, Vol. 76, No. 3,
2003, pp. 502!505.
Original Russian Text Copyright + 2003 by Elchueva, Nazipov, Tabachkov, Liakumovich.
AND POLYMERIC MATERIALS
Sealants Based on Oligodiene Urethane Epoxides
A. D. Elchueva, M. M. Nazipov, A. A. Tabachkov, and A. G. Liakumovich
Kazan State Technological University, Kazan, Tatarstan, Russia
Received March 7, 2000
Abstract-Sealants in which oligodiene urethane epoxide is used as polymeric base were studied. Sulfur-
containing oligomers were used for additional cross-linking via double bonds. The reaction with a polysulfide
oligomer at the terminal functional groups was studied taking into account the region of thermodynamic
compatibility of the reactive oligomers. Application fields were suggested for the sealants developed.
Advances in chemistry and chemical technology of
oligomers open the possibilities of widely using ure-
thane epoxy oligomers as a polymeric base for seal-
ing compounds. Oligodiene urethane epoxide (ODUE)
of PDI3ZAK brand [TU (Technical Specification)
38-10-34-10378] based on butadiene and isoprene
with terminal urethane epoxy groups exhibits good
cohesion and adhesion properties and is cured with
amines. In principle, any of the known mechanisms
of polymerization and polycondensation via terminal
epoxy groups is possible. In this work, we examined
the possibility of using an amine interchange product
of phenolic Mannich bases, ethylenediaminomethyl-
phenol (aminophenol Agidol AF-2, TU 33.3033403
88), for curing ODUE at room temperature to obtain
elastomeric materials with satisfactory physicome-
chanical parameters .
The working life of compounds was determined
according to TU 38-105463372; nominal tensile
strength and relative elongation at break, according to
GOST (State Standard) 21751376; adhesion strength
with metal, according to GOST 21981376; and hard-
ness in TIR scale, according to GOST 263376.
The optimal curing agent dosage is 135 wt parts
per 100 wt parts of ODUE, with active filler (carbon
black, Table 1) added. At higher contents of the ami-
nophenol, the physicomechanical parameters, espe-
cially the deformation properties of the sealants, get
worse. With inert fillers (chalk, diatomite), the curing
agent dosage can be increased to 6 wt parts. The max-
imal cohesion strength may be due to the effect of
carbon black on formation of the polymer network.
Fairly strong physical interactions of the oligomer and
active filler make the curing more efficient.
Oligodiene urethane epoxide is an unsaturated
oligomer. In this connection, the possibility of addi-
tional cross-linking via double bonds is of interest.
The main parameters of sealants prepared with addi-
tion of various cross-linking agents are listed in
Table 2. The enhanced cohesion strength and hardness
of the composite vulcanized with a sulfur vulcanizing
mixture confirms the occurrence of such cross-linking.
However, the use of powdered ingredients appreciably
complicates compounding, the adhesion gets worse,
and sulfur particles appear on the surface of compo-
sites. These drawbacks can be eliminated by using
a sulfur3styrene copolymer (SSC) containing 39 wt %
chemically bound sulfur. In this case, the adhesion is
enhanced. Another possible source of sulfur in sealing
compounds is a copolymer of sulfur with a resin bind-
er (SRBC), containing 15 wt % chemically bound
sulfur. The compounds developed can be used for
preparing corrosion-protective coatings and sealing
To enhance the deformation and elastic properties
of sealants based on ODUE, we modified the com-
pounds with EDOS (a mixture of dioxane alcohols
and formals, by-product from isoprene production),
polyoxyalkylenepolyol (POAP), and polyoxyalkylene
epoxide (POAE) (Table 3). POAE exerted a favorable
effect: The relative elongation increased to 3803
500%, and the working life decreased to 40 min.
These compounds can be suggested for use in repair
works when high curing rate is required. The maximal
cohesion strength of the composites is observed with
20 wt parts of EDOS per 100 wt parts of ODUE. To
obtain additional information on cross-linking of
ODUE in the presence of EDOS, we examined the
effect of heating for various times on the viscosity
of the composites (Table 4).