Industrial Crops and Products 19 (2004) 113–118
Purification of meadowfoam monoestolide from polyestolide
Terry A. Isbell
∗
, Steven C. Cermak
New Crops and Processing Technology Research, National Center for Agricultural Utilization Research,
Agricultural Research Service-USDA, 1815 N. University Street, Peoria, IL 61604, USA
Received 12 December 2002; accepted 22 July 2003
Abstract
Cosmetic applications using meadowfoam estolide require products of high purity and low color. To meet these two require-
ments, meadowfoam estolide was fractionated into monoestolide (dimer) and polyestolide (oligomers) by short-path molecular
distillation. The distilled monoestolide had a Gardner Color of one compared with the undistilled material with a Gardner of
12. Flow rates and rotor temperatures were varied and the resultant fractionation of mono- and polyestolide were observed.
Monoestolide in the distillate was increased to 89% (unprocessed material had 64% monoestolide) in a single-pass distillation
(rotor temperature = 200
◦
C) with residual monoestolide concentration in the residue of 18%. Multiple-pass distillation removed
all of the monoestolide from the residue fraction. The split ratio (distillate to residue) was highest at the lower flow rate with the
highest rotor temperature (325
◦
C). However, considerable amount of co-distillation of polyestolide (50%) was observed. Rotor
temperatures beyond 250
◦
C gave significant declines in the purity of the distilled monoestolide even though the observed split
ratio increased. Residual monoestolide composition in the residue was identical for both the low and high flow rates. In conclu-
sion, meadowfoam estolide was successfully distilled into a low-color monoestolide fraction suitable for cosmetic applications
using a laboratory molecular distillation unit and high vacuum.
© 2003 Elsevier B.V. All rights reserved.
Keywords: Molecular distillation; Meadowfoam estolide; Monoestolide; Polyestolide
1. Introduction
Meadowfoam estolides are secondary esters of
meadowfoam fatty acids where the carboxyl group
of one fatty acid adds across the olefin of a sec-
ond fatty acid (Isbell and Kleiman, 1996). This acid
catalyzed process produces a mixture of oligomeric
products as the chemical reaction proceeds. The
main product from the acid catalyzed reaction is a
dimer, monoestolide (64%). Estolides from a num-
∗
Corresponding author. Tel.: +1-309-681-6235;
fax: +1-309-681-6524.
E-mail address: isbellta@ncaur.usda.gov (T.A. Isbell).
ber of fatty acids have been shown to have desirable
low-temperature properties (Isbell et al., 2000 and
Cermak and Isbell, 2002a,b) making them suitable for
lubricants. However, the current market price of mead-
owfoam precludes its use in these markets. Therefore,
meadowfoam has been marketed into cosmetics where
the estolide has shown good properties for use in hair
conditioners (Isbell et al., 2001), but dark colored
products have limited its use (Frykman and Isbell,
1999). Frykman and Isbell (1999) have shown that
some color reduction is possible by bleaching with
sodium borohydride, but further color reduction may
be required. A second method for estolide purifica-
tion was reported based on chromatography, but this
0926-6690/$ – see front matter © 2003 Elsevier B.V. All rights reserved.
doi:10.1016/j.indcrop.2003.07.006