Russian Journal of Applied Chemistry, 2011, Vol. 84, No. 1, pp. 170−172.
Pleiades Publishing, Ltd., 2011.
Original Russian Text © A.I. Akhmedov, R.Kh. Nazarov, D.S. Gamidova, E.U. Isakov, 2011, published in Zhurnal Prikladnoi Khimii, 2011, Vol. 84, No. 1,
Synthesis of Hexene-1 Oligomers with Indene: Feed Materials
for the Preparation of Functional Additives
A. I. Akhmedov, R. Kh. Nazarov, D. S. Gamidova, and E. U. Isakov
Academician Kuliev Institute of Chemistry of Dopants, National Academy of Sciences of Azerbaijan, Baku, Azerbaijan
Received March 16, 2010
Abstract—The inﬂ uence of various factors on the hexene-1 cooligomerization with indene in the presence
aluminum chloride aquacomplex was studied. Composition and structure of the synthesized cooligomers were
studied by the methods of IR and PMR spectroscopy and elemental analysis.
As is known, lubricating oils are characterized by
a complex of operation properties, among which vis-
cous-temperature characteristics are of importance. To
obtain lubricating oils with good viscous-temperature
properties, polymeric compounds were included in their
composition, as this path is considered the most simple
and trusty [1, 2].
In this connection functionalized polymeric com-
pounds as lubricant additives represent certain interest.
Such additives allow obtaining simpler lubricating com-
positions, which is economic.
To functionalize polymeric compounds, it is expedient
to create a reactive center in their molecules, for example,
by copolymerization of α-oleﬁ nes with vinylaromatic
and carbocyclic compounds [3, 4]. Indene combines
both aromatic and carbocyclic fragments in its composi-
tion, therefore the cooligomerization of hexene-1 with
indene can expand a source of raw materials of oligomer
compounds applied in the synthesis of multifunctional
Hexene and indene are accessible monomers produced
Соoligomerization of hexene-1 with indene was
carried out in the presence of the AlCl
toluene and water. A rated amount of a solvent (hexane
or heptane) and a mixture of hexene-1 with indene in
a certain proportion were placed in a three-necked ﬂ ask
supplied with a mechanical stirrer, a thermometer, and
a drop funnel. The reaction mixture was stirred on cool-
ing up to a required temperature. Then the aquacomplex
of aluminum chloride was delivered through the drop
funnel. The feed rate of the catalyst was adjusted so that
the temperature rise was no more than 1–2°. The catalyst
was delivered up to the temperature rise termination. Then
the catalytic complex was decomposed by a 3% NaOH
solution. The reaction mass was washed out by a water-
isopropyl alcohol mixture up to a neutral reaction and
ﬁ ltrated. The solvent and light distillates were distilled
off in vacuum. Then the oligomer yield and kinematic
viscosity were determined. Its molecular weight was
calculated by the formula
is a kinematic viscosity of an oligomer at
); K and α are constants, for this oligomer
K = 0.9 × 10
, α = 2.
After substituting K and α values equation (1) takes
The study of the temperature effect on the
соoligomerization of hexene-1 and indene has shown