Chang Hochan, Bajaj Ishan, Huber George W, Maravelias Christos T, Dumesic James A
Department of Chemical and Biological Engineering, University of Wisconsin-Madison, Madison, WI, USA.
DOE Great Lakes Bioenergy Research Center, University of Wisconsin-Madison, 1552 University Ave, Madison, WI 53726, USA.
Green Chem. 2020 Aug 21;22(16):5285-5295. doi: 10.1039/d0gc01576h. Epub 2020 Jun 3.
We report a process to produce a versatile platform chemical from biomass-derived fructose for organic dye, polymer, and liquid fuel industries. An aldol-condensed chemical (HAH) is synthesized as a platform chemical from fructose by catalytic reactions in acetone/water solvent with non-noble metal catalysts (e.g., HCl, NaOH). Then, selective reactions (e.g., etherification, reduction, dimerization) of the functional groups, such as enone and hydroxyl groups, in the HAH molecule enable applications in organic dyes and polyether precursors. High yields of target products, such as 5-(hydroxymethyl) furfural (HMF) (85.9% from fructose) and HAH (86.3% from HMF) are achieved by sequential dehydration and aldol-condensation with a simple purification process (>99% HAH purity). The use of non-noble metal catalysts, the high yield of each reaction, and the simple purification of the target product allow for beneficial economics of the process. Techno-economic analysis indicates that the process produces HAH at minimum selling price (MSP) of $1958/ton. The MSP of HAH product allows the economic viability of applications in organic dye and polyether markets by replacing its counterparts, such as anthraquinone ($3200-$3900/ton) and bisphenol-A ($1360-$1720/ton).
我们报告了一种从生物质衍生的果糖制备通用平台化学品的工艺,该化学品可用于有机染料、聚合物和液体燃料行业。一种醛醇缩合化学品(HAH)通过在丙酮/水溶剂中使用非贵金属催化剂(如HCl、NaOH)进行催化反应,由果糖合成作为平台化学品。然后,HAH分子中烯酮和羟基等官能团的选择性反应(如醚化、还原、二聚化)使其可应用于有机染料和聚醚前体。通过连续脱水和醛醇缩合以及简单的纯化过程(HAH纯度>99%),可实现目标产物如5-(羟甲基)糠醛(HMF)(果糖转化率85.9%)和HAH(HMF转化率86.3%)的高产率。使用非贵金属催化剂、各反应的高产率以及目标产物的简单纯化使得该工艺具有良好的经济性。技术经济分析表明,该工艺生产HAH的最低销售价格(MSP)为1958美元/吨。HAH产品的MSP通过替代蒽醌(3200 - 3900美元/吨)和双酚A(1360 - 1720美元/吨)等同类产品,使得其在有机染料和聚醚市场的应用具有经济可行性。