Nanotubos

©Sociedad Mexicana de Ciencia y Tecnología de Superficies y Materiales

Superficies y Vacío 22(1) 5-10, marzo de 2009

Characterization of linseed oil epoxidized at different percentages
G. López Téllez, E. Vigueras-Santiago, S. Hernández-López*
Laboratorio de Investigación y Desarrollo de Materiales Avanzados (LIDMA), Facultad de Química, Universidad
Autónoma del Estado de México
PaseoColón esquina con Paseo Tollocan s/n, Col. Moderna de la Cruz. C.P. 50000, Toluca, México.
(Recibido: 10 de junio de 2008; Aceptado: 7 de enero de 2009)
Several degree-epoxidized linseed oils (8, 20, 35, 40, 47 and 54%) were prepared for changing different reaction
parameters such as temperature, amount of peroxide and enzyme of the well studied chemoenzymatic epoxidation
method. Theepoxidation reaction following was carried out by Infrared spectroscopy (FTIR) and Proton Nuclear
Magnetic Resonance (H1NMR) which are the most usual spectroscopes for this propose. However, microRaman
spectroscopy and Differential Scanning Calorimetry (DSC) characterization were used in this work as complementary
techniques. Particularly, DSC permitted to correlate the epoxy-aperture energy to eachepoxidation percentage making it
another optional technique for quantify epoxidation levels in triglycerides.
Keywords: Linseed oil; Enthalpic heat; Epoxy aperture; Chemoenzymatic reaction

interesting materials as polyester resins [15], blends [16],
nanocomposites [17],
thermal and oxidative stable
compounds [18]. Acrylate-epoxidized oils had been very
studied derivates for obtaining polymerand composites
with important mechanical [19,20], thermal [21], and
electrical properties [22,23] comparable to those of the
petrochemical-derivated materials. In this last topic,
composites based on acrylate-epoxidized soybean oil
(AESO), poly(butylmethacrylate) and carbon black, have
shown very low percolation concentration (less than 2%
w/w CB) [23] than those composites based onoilpolymers.
The synthesis and characterization of epoxidized linseed oil
is analyzed in this work with special focus on the
characterization of the desired product. Usually, the
following of epoxidation reaction and its products are
qualitative or semi quantitative characterized by
spectroscopic techniques such as Nuclear Magnetic
Resonance (NMR) [3], Infrared Spectroscopy (FTIR)
[3,9,25], massspectrometry, chromatography [6,9,25,27],
and Near Infrared spectroscopy (NIR) [24]. However, they
are usually quantitative supported by analytical methods as
iodo index, oxirane index [9,24,25,26] and viscosity [9],
mainly. In this work, epoxidized products at different
percentages were additionally to Infrared spectroscopy (IR)
and Proton Nuclear Magnetic Resonance (H1-NMR) alsocharacterized by MicroRaman spectroscopy and
Differential Scanning Calorimetry (DSC). Double bonds
number and then epoxidation conversion were calculated
by H1NMR based on the well accepted and reliable method
described by Diaz and Joseph-Nattan [28]. On the other
hand, DSC renders information of the heat changes in a
sample by heating or cooling it. The changes could be
physical, chemical evenbiological. Due to the oxirane
aperture is a chemical exothermic process, we suggest the
possibility of establish a relationship between the released

1. Introduction
Due to the recent concerns about contaminants and their
effects in nature, there has been an increased interest in
producing environmentally friendly products that substitute
the oleo-chemical derived ones. Hardly biodegradablenatural oils that come from renewable resources are a good
choice as raw materials for producing a variety of products
such a coatings, paints, lubricants, soaps [1], inks [2],
among others [3,4]. For more complex molecules such
polymers, copolymers and their composites, the oils have
to be chemically modified. One of the most interesting
functional group for this purpose is the epoxy...