Chemistry Reference
In-Depth Information
Scheme 4.5 The synthesis of sulfide-modified vegetable oil.
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Scheme 4.6 The use of sulfide-modified vegetable oils for the remediation of water
contaminated with heavy metals.
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model example for the remediation of water contaminated with heavy
metals.
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Thus, a new technological use for thiol-ene products (in this case
ligand-modified vegetable oils) in a broad realm of applications, en-
compassing metal coordination, was demonstrated.
Epoxidized soybean oil (ESBO) was a feedstock for a similar reaction with
thiols using perchloric acid as the catalyst
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(see Scheme 4.7). BF
3
in hexane
(a Lewis acid) was reported to be ineffective as a catalyst for the reaction.
n-Butyl-, n-decyl-, n-octadecyl-, and cyclohexyl-thiols were successfully
reacted with ESBO to yield the corresponding alkyl thioethers of the hydroxy
vegetable oil (BTHV, DTHV, OTHV, and CTHV). The products were later
evaluated as anti-wear additives in soybean oil (SBO) and toluene.
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In a four-
ball test (15 min, 40 kg, 1200 rpm, 25 1C) 5% BTHV in soybean oil (SBO)
decreased the coecient of friction to lower values than comparative
