A unique pathway to platform chemicals: aldaric acids as stable intermediates for the synthesis of furandicarboxylic acid esters,Green Chemistry

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A unique pathway to platform chemicals: aldaric acids as stable intermediates for the synthesis of furandicarboxylic acid esters
Green Chemistry ( IF 9.3 ) Pub Date : 2020-08-24 , DOI: 10.1039/d0gc02293d
Nicolaas van Strien _{1,

2} , Sari Rautiainen _{1,

2} , Martta Asikainen _{1,

2} , David A. Thomas _{1,

2} , Juha Linnekoski _{1,

2} , Klaus Niemelä _{1,

2} , Ali Harlin _{1,

2}

Affiliation

2,5-Furandicarboxylic acid (FDCA) has received attention as an emerging bio-based building block with many applications, especially in renewable polyesters. The common route to FDCA uses the unstable 5-hydroxymethylfurfural (HMF) as an intermediate. Here, we present an alternative route to FDCA and its esters using C6 aldaric acids as stable intermediates. Aldaric acids, or sugar diacids, can be obtained by the oxidation of C6 sugars or uronic acids from pectin. Subsequent dehydration of aldaric acids by solid acid catalysts in butanol produces furancarboxylates. Using silica-supported acid catalysts, over 90% yields of furancarboxylates were achieved with the selectivity to FDCA and its esters reaching 80%.

中文翻译：

平台化学品的独特途径：醛酸作为合成呋喃二甲酸酯的稳定中间体

2,5-呋喃二甲酸（FDCA）作为一种新兴的生物基建筑材料受到了广泛关注，尤其是在可再生聚酯中，具有许多应用。到达FDCA的常用途径是使用不稳定的5-羟甲基糠醛（HMF）作为中间体。在这里，我们介绍了使用C6醛酸作为稳定中间体生产FDCA及其酯的另一种方法。醛糖酸或糖二酸可通过将C6糖或果胶酸从果胶中氧化而获得。随后在丁醇中通过固体酸催化剂使醛酸脱水，生成呋喃羧酸盐。使用二氧化硅负载的酸催化剂，呋喃羧酸盐的收率超过90％，对FDCA及其酯的选择性达到80％。

更新日期：2020-08-24

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