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Sodium stannate promoted double bond cleavage of oleic acid by hydrogen peroxide over a heterogeneous WO3 catalyst
Green Chemistry ( IF 9.3 ) Pub Date : 2018-07-05 , DOI: 10.1039/c8gc00949j
Xiukai Li 1, 2, 3 , Joel Choo Ping Syong 1, 2, 3 , Yugen Zhang 1, 2, 3
Affiliation  

The production of valuable mono- and dicarboxylic acids from abundant and renewable vegetable oil sources is of great industrial interest. It is demonstrated by a simple and eco-friendly heterogeneous catalytic system for direct oleic acid (OA) cleavage by hydrogen peroxide to produce azelaic acid (AA) and nonanoic acid (NA). Commercially available tungsten oxide was used as a heterogeneous catalyst without any modification or pretreatment, and sodium stannate was used as a H2O2 stabilizer to improve the efficiency of the oxidant. The sodium stannate additive notably improved the product yields and it could be recycled together with the tungsten oxide catalyst. Isolated product yields up to 89% for azelaic acid and 65% for nonanoic acid were achieved from oleic acid in this simple system, which should be among the best results for oleic acid cleavage in heterogeneous systems. This strategy is also applicable for other catalytic systems for the cleavage of OA or its derivatives. This work provides a potential method for the large scale upgrading of oleic acid.

中文翻译:

锡酸钠在非均相WO 3催化剂上促进过氧化氢对油酸的双键裂解

从丰富的可再生植物油来源生产有价值的一元和二元羧酸具有重要的工业价值。简单,环保的多相催化体系证明了这一点,该体系可通过过氧化氢直接裂解油酸(OA)以生成壬二酸(AA)和壬酸(NA)。使用市售的氧化钨无需进行任何修饰或预处理即可用作非均相催化剂,锡酸钠用作H 2 O 2。稳定剂,以提高氧化剂的效率。锡酸钠添加剂显着提高了产品收率,可以与氧化钨催化剂一起循环使用。在这个简单的系统中,从油酸中分离出的壬二酸产品产率高达89%,壬酸的产率高达65%,这应该是在异质系统中裂解油酸的最佳结果之一。该策略也适用于裂解OA或其衍生物的其他催化体系。这项工作为大规模升级油酸提供了一种潜在的方法。
更新日期:2018-07-30
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