Precipitation of Mandelic Acid with a Supercritical Antisolvent Process:
Experimental and Theoretical Analysis, Optimization, and Scaleup
AÄ ngel Martı ´n,* Laura Gutie´ rrez, Facundo Mattea, and Marı ´a Jose´ Cocero
Departamento de Ingenierı ´a Quı ´mica y Tecnologı ´a del Medio Ambiente, Facultad de Ciencias,
UniVersidad de Valladolid, 47011 Valladolid, Spain
An experimental and theoretical analysis of the precipitation of mandelic acid with a semicontinuous
supercritical antisolvent (SAS) process is presented. The experimental section comprises a study of the effect
of different operating parameters on particle size, including pressure, temperature, solution concentration,
and flow rates. Prismatic or needlelike particles with lengths of 30-200 μm have been obtained, with
precipitation yields between 20% and 80%. The parameter with a stronger influence on particle size is
temperature, while an increase in the initial concentration allows a large increase in the precipitation yield
with small variations in particle size. Variations in the injection velocities in the nozzle had only a minor
influence on particle size. In the theoretical section the application of a detailed mathematical model of the
SAS process to this system is discussed. The model is used for the interpretation of the different experimental
trends and to propose the optimum process parameters. The model is also used to study the scale-up of the
process and particularly the design of the nozzle for higher flow rates. As experimentally it has been found
that the parameters of the nozzle do not affect particle characteristics, this discussion is focused on the
determination of the required precipitator volume for different nozzle designs. Finally, a scaled-up process
with a 5-20 times increase in flow rates and product amount has been tested experimentally, obtaining results
similar to those in the lower scale experiments.
Introduction
Since size, size distribution, and morphology of particles are
of the utmost importance in pharmaceuticals, cosmetics, and
other applications,
1
particle design technologies have an increas-
ing relevance. The supercritical antisolvent (SAS) processes for
the production of fine powders have several advantages over
other precipitation methods due to the peculiar properties of
supercritical fluids: the mixing between the supercritical
antisolvent and the liquid is much faster than in conventional
liquid antisolvent processes, thus leading to higher supersatu-
rations and smaller particle diameters. Moreover, it is possible
to control the particle size distribution (PSD) with changes in
the operating conditions. The supercritical antisolvent can be
easily removed from the final product by reducing pressure, in
contrast to the complex purification processes often required
when organic antisolvents are used. With a proper selection of
the antisolvent, it is possible to carry out the process at near-
ambient temperatures, avoiding the thermal degradation of the
product. For these reasons supercritical antisolvent processes
have been extensively studied in recent years for applications
which include pharmaceuticals, natural compounds, explosives,
polymers, and pigments.
2-4
One of the main challenges in the development and optimiza-
tion of an SAS process is the large number of process parameters
that affect the performance of the process. Further, the interac-
tions between these parameters due to their simultaneous
influence on different process steps such as the fluid mechanics,
mass transfer, and particle formation and growth kinetics make
it difficult to relate changes in the process conditions to changes
in product characteristics, or to predict the effect of a certain
variation in the operating parameters. For this reason the
development of an SAS process often requires an extensive
experimental study with different combinations of process
parameters.
5-7
Likewise, when an SAS process is scaled up, it
is difficult to predict the effects of the variations in the process
design on its performance, and particularly the variations in the
fluid mechanics and mass transfer behavior of the process. There
are very few references in the literature which deal with the
scale-up of SAS processes. Some of the most representative
are the papers of Reverchon et al.
8
and Jarmer et al.
9
In the
first, the authors applied their results on the precipitation of
amoxicillin in a laboratory scale
5
to develop a precipitation
process on a pilot scale. They found that the parameters that
determine the product characteristics were the same in the
laboratory scale and pilot scale. In particular, the initial
concentration of the solution had a strong effect on the particle
size and the PSD of the product. However, the design of the
nozzle had a limited influence on the process, and although
different nozzles were used in the laboratory- and pilot-scale
experiments, product characteristics remained almost the same.
In contrast, Jarmer et al.
9
studied a case (the precipitation of
poly(lactic acid)) in which the design of the nozzle had a strong
influence on the performance of the process. These authors
studied different criteria for scaling up the nozzle. They found
that the best scale-up criterion was a constant energy dissipation
rate in the nozzle, while maintaining a constant Reynolds
number or axial velocity was not enough to ensure the
reproducibility of the results. Those two papers illustrate which
are the critical parameters of the process depending on the
operating conditions and in particular on the position of the
operating point with respect to the mixture critical point: the
thermodynamic parameters above the mixture critical point, and
the fluid mechanic parameters under conditions of partial
miscibility.
In a previous work,
10
a mathematical model of the SAS
process was developed. This model considers the main steps
of the SAS process, including the fluid mechanics, the mass
transfer, and the kinetics of particle nucleation and growth. One
* To whom correspondence should be addressed. Tel.: (+34) 983-
423-174. Fax: (+34) 983-423-013. E-mail: mamaan@iq.uva.es.
1552 Ind. Eng. Chem. Res. 2007, 46, 1552-1562
10.1021/ie0608051 CCC: $37.00 © 2007 American Chemical Society
Published on Web 02/08/2007