Raman spectroscopic characterization of
high-vinyl polybutadienes produced from
anionic polymerization
Saran Poshyachinda, Howell G. M. Edwards* and Anthony F. Johnson
Chemistry and Chemical Technology, Department of Chemical Engineering,
University of Bradford, Bradford, West Yorkshire BD7 1DP
(Received 6 January 1990; accepted 2 March 1990)
High-vinyl polybutadienes have been prepared by anionic polymerization using n-butyllithium as initiator
in cyclohexane solvent and complexing agents in order to change the mode of addition of monomer to
(1,2)- or vinyl addition. The microstructure of these polymers was characterized by Raman spectroscopy
using the Raman active carbon-carbon double bond stretching bands of vinyl, cis and trans structures at
1640, 1650 and 1664cm -1, respectively. Band areas were analysed with the aid of a curve analysis
program and the data thus acquired used for subsequent calculations. The living-end concentration was
determined from the number average molecular weight of the polymer obtained by gel permeation
chromatography, which made it possible to calculate a more accurate value for the molar ratio, r, of the
complexing agent to living polyanions than is possible by more conventional means. It has been observed
that 1,2-dipiperidinoethane (DIPIP) is a very effective complexing agent for the control of polymer
microstructure as is diglyme at 0°C but their effectiveness decreases with increasing temperature.
(Keywords: anionic polymerization; high-vinyl polybutadiene; Raman spectroscopy; complexing agent; mierostructure)
INTRODUCTION
The polymerization of (1,3)-butadiene gives rise to pro-
ducts which have a (1,4)-polybutadiene or (1,2)-poly-
butadiene structure or a mixture of these. The (1,4)-
addition products may comprise the cis or trans isomer
while the (1,2)-addition may be isotactic, syndiotactic or
atactic, or some mixture of these structural types (Figure
1).
Anionic polymerization of butadiene in non-polar
media with alkyllithium initiators results in polybuta-
dienes with low-vinyl content. Langer I found that the
introduction of a relatively small amount of N,N,N',N'-
tetramethylethylenediamine (TMEDA) into the polymer-
izing solution gave rise to polybutadienes with a
predominantly vinyl microstructure with atactic pendant
vinyl groups. It is thought that TMEDA forms a complex
with living polybutadienyllithium chain ends and changes
the mode of addition of monomer from primarily (1,4)- to
(1,2)-addition. Antkowiak et al. 2 reported the effects of
temperature and concentration of complexing agent on
the microstructure of the resulting polybutadienes as
characterized by infrared spectroscopy. Polybutadienes
with vinyl microstructure as high as 80% can be ob-
tained using diglyme as the complexing agent at 30°C.
Later, 1,2-dipiperidinoethane (DIPIP) was found to be
the most effective complexing agent for butadiene
polymerization 3,4.
Determination of the microstructure of polybutadienes
by infrared spectroscopy is not simple because the
method requires calibration and, more importantly,
the carbon-carbon double bond stretching vibration,
v(C=C), of a trans unit is infrared inactive. Therefore,
* To whom correspondence should be addressed
0032-3861/91/020033845
© 1991 Butterworth-Heinemann Ltd.
338 POLYMER, 1991, Volume 32, Number 2
the infrared absorption of the skeletal backbone of the
polybutadienes cannot be used and carbon-hydrogen
deformations of the three microstructures were selected
for the analyses 5. Cornell et al. 6 reported the first Raman
spectroscopic studies of polybutadienes. The micro-
structure was quantitatively determined from the
v(C=C) Raman bands of vinyl, cis and trans units at
1640, 1650 and 1664 cm- ~, respectively, from peak height
determination. This method suffered from the inherent
disadvantage that derives from the incomplete resolution
of the v(C=C) Raman bands arising from the three
microstructures, especially when one or more of the
components is in a low species concentration.
In this work we report the use of Raman spectroscopy
for the microstructure determination of high-vinyl poly-
butadienes produced anionically in cyclohexane using an
alkyllithium initiator with different complexing agents.
A curve analysis program applied to the computerized
data acquisition enables the band areas of each compo-
nent band to be evaluated and makes it possible to obtain
accurate microstructure compositions from samples
which contain relatively small amounts of one or more
components. In addition, laser excitation of the Raman
spectra gives a means of testing sample homogeneity and
surface microstructure composition.
EXPERIMENTAL
The experiments were carried out under high vacuum
using well established techniques T which have been
described fully in an earlier paper 8. The solvent, cyclo-
hexane (May and Baker, h.p.l.c, grade), was distilled from
n-butyllithium prior to use. (1,3)-Butadiene (Aldrich) was
also freshly distilled from n-butyllithium into the reaction
vessel. The complexing agents, diglyme (Aldrich) and