Greener extraction-chemical modification-polymerization pipeline of vernolic acid from Ethiopian ironweed plant

Greener extraction-chemical modification-polymerization pipeline of vernolic acid from Ethiopian ironweed plant
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埃塞俄比亚铁草植物斑鸠菊酸的绿色提取-化学改性-聚合管道

DOI:
10.1002/pol.20220050
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发表时间:
2022
影响因子:
3.4
通讯作者:
D'Almeida Gameiro M
D'Almeida Gameiro M
中科院分区:
化学3区
文献类型:
--
作者:
D'Almeida Gameiro M

文献摘要

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环氧油通常在塑料工业中用作聚氯乙烯(PVC)配方中的添加剂,并在涂料工业中用作单体。它们是从石化原料或天然油的化学环氧化反应中生产出来的。目前,这些材料的合成工艺昂贵,使用挥发性有机溶剂和危险的氧化剂,对环境不利。人们需要寻找天然的环氧化油。斑茅是埃塞俄比亚发现的一种丰富的植物,没有商业价值,但它的种子含有40 wt%的富含环氧化物的甘油三酯。V.Galamsensis土壤含有高达80 wt%的春酸(VA),这是一种具有额外环氧化物功能的单一不饱和脂肪酸。烯烃和环氧化物(环氧烷)基团的存在为合成用于聚合的新的构建基团提供了极好的机会。在这里,我们报道了一种绿色高效的提取方法(提取效率高达80%)。使用超临界二氧化碳(ScCO2)的氨基甲酸酯类药物。然后,我们报道了一系列可聚合单体的合成(单体转化率为%-99%)。最后,通过使用金属基催化剂和酶催化剂的混合物,通过缩聚将新单体聚合成不同的聚合物。
Epoxidized oils are commonly used in the plastics industry as additives in the formulation of polyvinyl chloride (PVC) and as monomers in the coating industry. They are produced from petrochemical feedstocks or by chemical epoxidation of natural oils. Currently, the synthesis processes of these materials are expensive, utilize volatile organic solvents and hazardous oxidants, which are unfavorable for the environment. There is a need to find natural epoxidized oils.Vernonia galamensis (ironweed) is a plant found in abundance in Ethiopia with no commercial value, but its seeds contain 40 wt% epoxide rich triglycerides.V. galamensisoil contains up to 80 wt% of vernolic acid (VA), a mono‐unsaturated fatty acid with an additional epoxide functionality. The presence of alkene and epoxide(oxirane) groups offers excellent opportunities to synthesize new building blocks for polymerisations. Here, we report a green and efficient extraction methodology (up to 80% of extraction‐efficiency) of the triglyceride vernonia oil fromV. galamensisusing supercritical carbon dioxide (scCO2). We then report the synthesis of a series of polymerisable monomers (conversion in monomers 64%–99%) based on the VA obtained from the saponification process. Finally, the novel monomers are polymerized into different polymers through polycondensation using a mixture of metal‐based and enzyme catalysts.