FULL PAPER
1700544 (1 of 8) ©
2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
www.mcp-journal.de
Prediction of Initial Miscibility for Ternary Polyurethane
Reaction Mixtures on Basis of Solubility Parameters
and Flory–Huggins Theory
Christian Wenning, Stéphan Barbe, Dirk Achten, Annette M. Schmidt,
and Marc C. Leimenstoll*
C. Wenning, Prof. S. Barbe, Prof. M. C. Leimenstoll
Macromolecular Chemistry and Polymer Technology
TH Köln, Kaiser-Wilhelm-Allee E39, 51368 Leverkusen, Germany
E-mail: Marc.Leimenstoll@th-koeln.de
Dr. D. Achten
Coatings, Adhesives & Specialities
Covestro Deutschland AG
Kaiser-Wilhelm-Allee, 51368 Leverkusen, Germany
Prof. A. M. Schmidt
Department of Physical Chemistry
Universität zu Köln
Luxemburger Straße 116, 50939 Köln, Germany
DOI: 10.1002/macp.201700544
induced in order to obtain tailored mor-
phologies by phase separation of hard and
soft segments.
[4]
Most commonly this is
accomplished by conversion of a polar low
molecular weight polyol (e.g., 1,4-butane-
diol, chain extender) and a less polar mac-
romolecular or oligomeric polyol (soft seg-
ment forming component) with diisocy-
anates. It was shown that the mechanical
properties of such TPUs can be improved
by addition of a second soft segment
forming polyol leading to products known
as bi-soft segment PUs.
[5,6]
For instance,
mixtures of different soft segment struc-
tures lead to increased tensile strengths
of the resulting chain extended TPUs in
comparison to single soft segment TPU
analogs.
[5]
This finding was recently sup-
ported and described by a coarse-grained
simulation.
[7]
The results indicate that the
beneficial effect relies on a better control over microphase sepa-
ration due to application of soft segments with different polari-
ties. Hence, tailored interactions between soft and hard seg-
ments allow for specific morphologies and is used for a wide
range of applications, e.g., to produce materials shape-memory
polymers
[8]
to polymeric membranes.
[9]
Despite the vast number of published investigations aiming
on single soft segment TPUs
[3,10a,b]
the kinetics and thermody-
namics of phase separation in bi-soft segment PUs are quite
unexplored. Blending different soft segment forming polyols
creates further complexity in phase separation but allows for
tailoring the properties of the resulting bi-soft segment PUs. In
order to ensure a proper process control it is thus highly desir-
able to provide an easily accessible approach that allow for the
estimation of reactant miscibility.
The synthesis of PUs is often achieved by a two-step pro-
cess.
[3]
In the first step, soft segments react with a diisocyanate
to form the so-called prepolymer. Subsequent chain extension
leads to the desired high molecular weight polymer. To date
there is little information about the predictability of phase
behavior in diisocyanate/bi-soft segment mixtures. In our
study we focused on the miscibility of polyether polyols (PEPs),
namely, poly(ethylene oxide) (PEO) and poly(propylene oxide)
(PPG) with 1,6-hexamethylene diisocyanate (HDI). Aiming at a
description of the ternary system PPG/PEO/HDI, it was essen-
tial to start with the phase behavior of binary PEP mixtures. For
Polyurethane Reaction Mixtures
The initial miscibility in bi-soft segment polyurethane reaction mixtures is
investigated on the basis of Flory–Huggins (FH) theory and solubility para-
meters (SPs). Different group contribution theories are applied to estimate
the SPs of polyether polyol (PEP) structures and 1,6-hexamethylene diisocy-
anate (HDI). The PEP structure comprising starter molecule, ethylene oxide/
propylene oxide moieties, and end-functional hydroxyl groups is considered
in the calculations. Binodal curves are determined computationally for
binary PEP mixtures as well as for a ternary mixture consisting of HDI and
a binary mixture of partially miscible PEPs. The computed phase equilibria
are found to be in good agreement to experimental cloud points and binodal
compositions. The prediction of miscibility for practically relevant ternary
polyurethane systems on the basis of FH theory and SPs is thus feasible.
Additionally, the study demonstrates that HDI is acting as a compatibilizer for
partially miscible PEPs in the initial reaction mixture.
1. Introduction
It is well known in polyurethane (PU) chemistry that unequal
polarities and thus incompatibilities between the reactants (i.e.,
oligomeric polyols, low molecular weight polyols, and polyiso-
cyanates) can lead to heterogeneous reaction mixtures.
[1]
Thus,
compatibility and incompatibility are crucial phenomena in PU
synthesis.
[2]
The properties of the resulting products can strongly ben-
efit from the occurring phase separation and is technically
used for instance in segmented PUs (e.g., thermoplastic PUs
(TPUs)).
[3]
In case of TPUs, the incompatibility is purposely
Macromol. Chem. Phys. 2017, 1700544