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Epoxidized linseed lipids as a durable and fast-curing alternative to drying oils
Progress in Organic Coatings ( IF 6.6 ) Pub Date : 2021-07-09 , DOI: 10.1016/j.porgcoat.2021.106406
Magdalena Hubmann 1 , Konstantin von Gunten 2 , Daniel S. Alessi 2 , Jonathan M. Curtis 1
Affiliation  

Linseed and other unsaturated plant oils continue to be important natural finishes for wood protection. However, they suffer from long drying times and reduced durability due to their susceptibility to microbial colonization. Response surface modelling was used to study the effect of linseed fatty acid methyl ester (ELOME) addition on the curing of epoxidized linseed oil triacylglycerols (ELO) under ultraviolet (UV) light, as an alternative to air-drying of unmodified linseed oil. We found that the hydrolytic (abiotic and enzymatic) degradation was reduced by 20% compared to air-dried linseed oil due to ether cross-link formation at high degrees of epoxy group conversion (≥80%) in the presence of ELOME. Curing under solar irradiation was also tested using curcumin, a natural photosensitizer. In this case, it was found that that oxygen inhibition limited cross-linking on wood surfaces and in thin films unless a tertiary amine is present to scavenge oxygen. A desirability function approach concluded that epoxidized linseed lipids containing a high content of ELOME (75 wt% to 85 wt%) and moderate concentrations of the photoinitiator (35 wt% to 5 wt%), are good alternatives to linseed oil, resulting in films with a similar glass transition temperature but with the benefits of faster curing (seconds to minutes, compared to days or weeks) and improved hydrolytic stability. Such films still maintain a biorenewable content of >93%.



中文翻译:

环氧化亚麻籽脂作为干性油的耐用且快速固化的替代品

亚麻籽和其他不饱和植物油仍然是保护木材的重要天然饰面。然而,由于它们对微生物定植的敏感性,它们的干燥时间长且耐用性降低。响应面模型用于研究添加亚麻籽脂肪酸甲酯 (ELOME) 对紫外 (UV) 光下环氧化亚麻油三酰甘油 (ELO) 固化的影响,作为未改性亚麻籽油风干的替代方法。我们发现与风干亚麻籽油相比,由于在 ELOME 存在下在高环氧基转化率(≥80%)下形成醚交联,水解(非生物和酶促)降解减少了 20%。还使用天然光敏剂姜黄素测试了在太阳辐射下的固化。在这种情况下,发现氧抑制限制了木材表面和薄膜中的交联,除非存在叔胺来清除氧。合意性函数方法得出的结论是,含有高含量 ELOME(75 重量%至 85 重量%)和中等浓度光引发剂(35 重量%至 5 重量%)的环氧化亚麻籽脂质是亚麻油的良好替代品,从而产生薄膜具有相似的玻璃化转变温度,但具有固化速度更快(与几天或几周相比,几秒到几分钟)和改进的水解稳定性的优点。此类薄膜仍保持 > 93% 的生物可再生含量。合意性函数方法得出的结论是,含有高含量 ELOME(75 重量%至 85 重量%)和中等浓度光引发剂(35 重量%至 5 重量%)的环氧化亚麻籽脂质是亚麻油的良好替代品,从而产生薄膜具有相似的玻璃化转变温度,但具有固化速度更快(与几天或几周相比,几秒到几分钟)和改进的水解稳定性的优点。此类薄膜仍保持 > 93% 的生物可再生含量。合意性函数方法得出的结论是,含有高含量 ELOME(75 重量%至 85 重量%)和中等浓度光引发剂(35 重量%至 5 重量%)的环氧化亚麻籽脂质是亚麻油的良好替代品,从而产生薄膜具有相似的玻璃化转变温度,但具有固化速度更快(与几天或几周相比,几秒到几分钟)和改进的水解稳定性的优点。此类薄膜仍保持 > 93% 的生物可再生含量。

更新日期:2021-07-09
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