Russian Journal of Applied Chemistry, 2013, Vol. 86, No. 9, pp. 1423−1429.
Pleiades Publishing, Ltd., 2013.
Original Russian Text © O.S. Goncharova, D.A. Aronovich, Z.S. Khamidulova, K.V. Shirshin, 2013, published in Zhurnal Prikladnoi Khimii, 2013, Vol. 86,
No. 9, pp. 1456−1462.
AND POLYMERIC MATERIALS
Adhesion and Thermal Properties of Acrylic Anaerobic
Adhesives Modiﬁ ed with Maleimides
O. S. Goncharova
, D. A. Aronovich
, Z. S. Khamidulova
, and K. V. Shirshin
Kargin Research Institute of Polymer Chemistry and Technology with Pilot Plant, Dzerzhinsk,
Nizhni Novgorod oblast, Russia
Alekseev Nizhni Novgorod State Technical University, Nizhni Novgorod, Russia
Received March 26, 2013
Abstract—The possibility of enhancing the heat resistance of acrylic anaerobic adhesives by introducing maleic
acid imides was examined. The inﬂ uence of the structure of the maleimides on the heat resistance of the com-
pounds was studied. It was demonstrated by the example of the maleimide–diethylene glycol monomethyl ether
methacrylate pair that imides are capable of copolymerization with acrylic monomers under the conditions of
anaerobic curing at 25°С.
The commercially produced anaerobic acrylic adhe-
sives (AAs) are used for locking and sealing of threaded
joints, for ﬁ xation of shaft–bushing sliding joints, for
bearing ﬁ tting, for sealing of pipe threads and ﬂ ange
joints, for impregnation of porous casting, welding seams,
and parts fabricated by powder metallurgy, and for struc-
tural gluing . AAs can be stored for a long time without
changes in properties owing to polymerization inhibition
by atmospheric oxygen and can be rapidly cured at room
temperature in narrow gaps between metallic parts when
the contact with atmospheric oxygen is disrupted, with
the formation of a strong polymer layer.
The redox system hydroperoxide–tertiary amine–o-
benzosulﬁ mide is traditionally used as initiator in AAs.
A charge-transfer complex tertiary amine–o-benzosulﬁ -
mide is formed in AAs in the course of storage. On contact
of the adhesive with a metal surface, the metals pass into
the solution in the form of saccharinates. Saccharinates
of variable-valence metals (e.g., Fe, Cu) catalyze the
homolytic cleavage of the hydroperoxide:
As a consequence, AA undergoes polymerization at
20–25°С in narrow gaps between metallic parts when
the contact with atmospheric oxygen is disrupted .
The cured compounds preserve their properties in the
temperature interval from –60 to +150°С. In modern en-
gineering, heavy demands are often imposed on the heat
resistance of items. Therefore, the development of AAs
preserving their performance at elevated temperatures is
a topical problem.
The heat resistance of AAs can be enhanced by using
various heat-resistant polymerizing compounds, thicken-
ers, and modifying additives . Imides and polyimides
of various structures are efﬁ cient heat-resistant additives
, because they have a number of valuable properties:
O + HO .