2009
DOI: 10.1002/pola.23225
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A new route to acrylate oils: Crosslinking and properties of acrylate triglycerides from high oleic sunflower oil

Abstract: Triglycerides with acrylate functionality were prepared from a new route that involves the singlet oxygen photooxygenation of high oleic sunflower oil and further reduction of the resulting hydroperoxide derivatives to a mixture of secondary allylic alcohols. These unsaturated alcohols can be further reduced to saturated alcohols. These two new hydroxyl‐containing triglycerides were functionalized as acrylate esters and radically crosslinked in presence of different amounts of pentaerythritol tetraacrylate. Th… Show more

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Cited by 70 publications
(37 citation statements)
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“…Such materials offer exclusive advantages of environment affability, cost effectiveness, ease of availability, biodegradability, and sustainability 1, 2. Several bio‐based precursors have been modified by conventional reactions, e.g., epoxidation, hydroxylation, acrylation, vinylation, urethanation, and others 3–9. Recently, chitosan, starch, cellulose, polycaprolactone, and vegetable seed oil (VSOs) based polymeric resins have been modified by sol–gel and reinforcement techniques to improve their performance as well as broaden their areas of applications 10–17.…”
Section: Introductionmentioning
confidence: 99%
“…Such materials offer exclusive advantages of environment affability, cost effectiveness, ease of availability, biodegradability, and sustainability 1, 2. Several bio‐based precursors have been modified by conventional reactions, e.g., epoxidation, hydroxylation, acrylation, vinylation, urethanation, and others 3–9. Recently, chitosan, starch, cellulose, polycaprolactone, and vegetable seed oil (VSOs) based polymeric resins have been modified by sol–gel and reinforcement techniques to improve their performance as well as broaden their areas of applications 10–17.…”
Section: Introductionmentioning
confidence: 99%
“…Yields of ≈70% were obtained in this step. After purification, further esterification/acrylation by adding acryloyl chloride and trimethylamine led to the formation of methoxyacrylate (or ethoxyacrylate) fatty acid derivatives in yields of 72% . Noteworthy, purification by column was absolutely necessary, because it is well known that free radical polymerization is very sensitive toward impurities.…”
Section: Resultsmentioning
confidence: 99%
“…In other words, SO has to be first turned into intermediates containing free hydroxyl groups. Hydroxyls can be introduced to vegetable oil molecules through many different means, including transesterification of vegetable oil with polyols such as glycerol (9) and pentaerythritol (11), and oxidation on the allylic position of the double bond to yield a hydroperoxide which is subsequently reduced to a hydroxyl group (14). In addition, hydroxyl-containing fatty acids such as ricinoleic acid can be used directly (15).…”
Section: Unsaturated Polyester Resins From Soybean Oil (So)mentioning
confidence: 99%