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Production of tung oil epoxy resin using low frequency high power ultrasound
Ultrasonics Sonochemistry ( IF 8.7 ) Pub Date : 2021-09-25 , DOI: 10.1016/j.ultsonch.2021.105765
Raquel S Silva 1 , Dayanne L H Maia 1 , Fabiano A N Fernandes 1
Affiliation  

Epoxy resins made from vegetable oils are an alternative to synthesize epoxy resins from renewable sources. Tung oil is rich in α -eleostearic fatty acid, which contains three double bonds producing epoxy resins with up to three epoxy groups per fatty acid. This work studied the production of tung oil epoxy resin using hydrogen peroxide as an oxidizing agent and acetic and formic acid as percarboxylic acid precursors, applying low frequency high power ultrasound. This study evaluated the effects of ultrasound power density, hydrogen peroxide concentration, acetic acid concentration, and formic acid concentration on the yield into epoxy resin, selectivity, and by-products formation. Application of ultrasound was carried out using a 19 kHz probe ultrasound (horn ultrasound) with a 1.3 cm diameter titanium probe, 500 W nominal power, 2940 W L−1 maximum effective power density applied to the reaction mixture. Ultrasound technology yielded up to 85% of epoxy resin in 3 h of reaction. The use of formic acid resulted in a slightly lower oil conversion than acetic acid but with a much higher selectivity towards epoxidized tung oil. However, using acetic acid resulted in the production of high-value by-products, such as 2-heptenal and 2,4-nonadienal. The ultrasound-assisted epoxidation showed to be particularly efficient when applied to oils containing conjugated double-bonds.



中文翻译:

低频大功率超声生产桐油环氧树脂

由植物油制成的环氧树脂是从可再生资源合成环氧树脂的替代品。桐油富含α-桐油脂肪酸,其中含有三个双键,产生环氧树脂,每个脂肪酸最多三个环氧基团。这项工作研究了使用过氧化氢作为氧化剂,醋酸和甲酸作为过羧酸前体,应用低频高功率超声生产桐油环氧树脂。该研究评估了超声功率密度、过氧化氢浓度、乙酸浓度和甲酸浓度对环氧树脂的产率、选择性和副产物形成的影响。使用 19 kHz 探头超声(喇叭超声)和 1.3 cm 直径钛探头、500 W 标称功率、2940 WL 进行超声应用-1应用于反应混合物的最大有效功率密度。超声技术在反应 3 小时内产生高达 85% 的环氧树脂。使用甲酸导致油转化率略低于乙酸,但对环氧化桐油的选择性高得多。然而,使用乙酸会产生高价值的副产品,例如 2-庚烯醛和 2,4-壬二烯醛。当应用于含有共轭双键的油时,超声辅助环氧化显示出特别有效。

更新日期:2021-09-30
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