Russian Journal of Applied Chemistry, 2012, Vol. 85, No. 7, pp. 1109−1112.
Pleiades Publishing, Ltd., 2012.
Original Russian Text © A.V. Kalinin, A.S. Gavrilov, 2012, published in Zhurnal Prikladnoi Khimii, 2012, Vol. 85, No. 7, pp. 1140−1144.
AND POLYMERIC MATERIALS
Modiﬁ cation of an Urethane Polymer by Introducing
Terminal Trimethoxysilyl Groups and Effect
of Fullerene Black on the Mechanical Properties
A. V. Kalinin and A. S. Gavrilov
Lebedev Research Institute of Synthetic Rubber, St. Petersburg, Russia
Received December 29, 2011
Abstract—A polyether oligomer with terminal hydroxy groups was modiﬁ ed in succession with 2,4-toluene
diisocyanate, allyl alcohol, and trimethoxysilane (hydrosilation). The modiﬁ ed oligomer was vulcanized by the
method used for vulcanization of organosilicon elastomers. The effect of additions of SF-2 fullerene-containing
black on the mechanical properties of the vulcanizate was examined.
Polyurethanes exhibit unique, compared to other
elastomers, physical properties and are widely used in
various branches of engineering [1, 2]. Recently much
attention of producers and developers of polymeric ma-
terials has been attracted by urethanes with terminal
alkoxysilane groups. Such materials are used as mo-
nomeric base for coatings and for adhesive and sealing
compounds [3–5]. Advantages of urethane–alkoxysilane
oligomers are the absence of free isocyanate groups, so
that the ﬁ nal product is nontoxic, and curing under the
action of atmospheric moisture.
The possible routes to such polymers are as follows:
reaction of a polyether containing terminal hydroxy
groups with an organosilicon compound containing an
isocyanate group in one of substituents at the Si atom,
e.g., with 3-isocyanatopropyltrimethoxysilane; reaction
of a polyether containing terminal isocyanate groups
with an organosilicon compound containing a primary
amino group in one of substituents at the Si atom, e.g.,
with 3-aminopropyltrimethoxysilane .
Here we demonstrate the possibility of preparing
polyether oligomers with terminal alkoxysilane frag-
ments by a procedure alternative to the above two
routes. As starting compound we used a commercially
produced polyether oligomer, polypropylene oxide. Be-
cause both termini of the macromolecule of this polymer
bear hydroxy groups, it can be modiﬁ ed by the scheme
The polypropylene oxide modiﬁ ed by this procedure is
theoretically capable of forming cold-cured vulcanizates
by the mechanisms known for organosilicon polymers.
Numerous papers on introduction of fullerenes into
polymers have been published [7–10]. They deal both
with products of chemical reactions of fullerene and its
derivatives with polymers [7, 10] and with composites
prepared by mechanical introduction of С
into a polymer without formation of a chemical bond
. Therefore, our goal was also to examine the effect
of small С
additions on the mechanical properties of
the vulcanizate. Because pure С
is very expensive,
we decided to use as modiﬁ er fullerene black of SF-2U
grade prepared by electric-arc evaporation of graphite.
The weight fraction of С
in commercial SF-2U reach-
(1) Modiﬁ cation of polypropylene oxide with 2,4-tol-
uene diisocyanate. A 1-l three-necked round-bottomed
ﬂ ask equipped with a wide-blade stirrer and a dropping