@article{GraciaBarberán:69204,
author = "Gracia Barberán, Sara and García Laureiro, José Ignacio
and Pires Ezquerra, Elisabet",
title = "{Disolventes sostenibles: síntesis de diéteres derivados
de glicerol a partir de epiclorhidrina utilizando
catálisis ácida y básica}",
year = "2018",
note = "Nowadays one of the most attractive research lines within
Green Chemistry is the development of new solvents from
renewable raw materials that may be capable to substitute
traditional organic solvents, often polluting, hazardous
and toxic. One of the most interesting starting compound
for these new solvents synthesis is glycerol, a renewable
raw material that can be easily obtained from vegetal oils.
Amongst their derivatives we will focus on ethers, because
of their chemical stability, structure versatility and low
toxicity. In this dissertation a new synthesis of
non-symmetric glycerol diethers from epichlorohydrin (ECH)
has been developed via a two-step process. First, the
synthesis of 1-alkoxy-3-chloropropan-2-ols has been carried
out by reaction of epichlorohydrin and an alcohol using
acid catalysis. Several heterogeneous acid catalysts have
been studied, together with the influence of the nature of
the different alcohols. The best results have been obtained
with Nafion NR50 and K-10-H+ catalysts, which can also be
easily recovered and reused in several reaction runs.
Regarding reaction yield, short chain alcohols (i.e.
methanol and ethanol) have been proven to be the best
candidates. All the products obtained in this first
reaction have been purified and characterized using 1H and
13C-NMR. Second, the 1-alkoxy-3-chloropropan-2-ols obtained
from the above reactions have been made react with several
alcohols in the presence of a basic catalyst (KOH). In this
way, the synthesis of nine different non-symmetric glycerol
diethers has been achieved with outstanding yields.",
}