公开(公告)号：US09828354B2

公开(公告)日：2017-11-28

申请号：US15272324

申请日：2016-09-21

Applicant: COLORADO STATE UNIVERSITY RESEARCH FOUNDATION

Inventor： Eugene Y. Chen ,  Dajiang Liu

IPC: C07D307/46 ,  C07D407/06 ,  C07D307/12 ,  C10L1/02 ,  C10L1/185

CPC classification number: C07D307/46 ,  C07D307/12 ,  C07D407/06 ,  C10L1/026 ,  C10L1/1855 ,  Y02E50/13 ,  Y02P30/20

Abstract: The invention provides new methods for the direct umpolung self-condensation of 5-hydroxymethylfurfural (HMF) by organocatalysis, thereby upgrading the readily available substrate into 5,5′-di(hydroxymethyl) furoin (DHMF). While many efficient catalyst systems have been developed for conversion of plant biomass resources into HMF, the invention now provides methods to convert such nonfood biomass directly into DHMF by a simple process as described herein. The invention also provides highly effective new methods for upgrading other biomass furaldehydes and related compound to liquid fuels. The methods include the organocatalytic self-condensation (umpolung) of biomass furaldehydes into (C8-C12)furoin intermediates, followed by hydrogenation, etherification or esterification into oxygenated biodiesel, or hydrodeoxygenation by metal-acid tandem catalysis into premium hydrocarbon fuels.

公开(公告)号：US09469626B2

公开(公告)日：2016-10-18

申请号：US13934074

申请日：2013-07-02

Applicant: Colorado State University Research Foundation

Inventor： Eugene Y. Chen ,  Dajiang Liu

IPC: C07D307/00 ,  C07D407/06 ,  C07D307/12 ,  C10L1/02 ,  C07D307/46

CPC classification number: C07D307/46 ,  C07D307/12 ,  C07D407/06 ,  C10L1/026 ,  C10L1/1855 ,  Y02E50/13 ,  Y02P30/20

Abstract: The invention provides new methods for the direct umpolung self-condensation of 5-hydroxymethylfurfural (HMF) by organocatalysis, thereby upgrading the readily available substrate into 5,5′-di(hydroxymethyl)furoin (DHMF). While many efficient catalyst systems have been developed for conversion of plant biomass resources into HMF, the invention now provides methods to convert such nonfood biomass directly into DHMF by a simple process as described herein. The invention also provides highly effective new methods for upgrading other biomass furaldehydes and related compound to liquid fuels. The methods include the organocatalytic self-condensation (umpolung) of biomass furaldehydes into (C8-C12)furoin intermediates, followed by hydrogenation, etherification or esterification into oxygenated biodiesel, or hydrodeoxygenation by metal-acid tandem catalysis into premium hydrocarbon fuels.

Abstract translation: 本发明通过有机催化提供了5-羟甲基糠醛（HMF）的直接umpolung自缩合的新方法，从而将容易获得的底物升级成5,5'-二（羟甲基）呋喃蛋白（DHMF）。 虽然已经开发了许多有效的催化剂体系用于将植物生物质资源转化为HMF，但是本发明现在提供了通过本文所述的简单方法将这种非食用生物质直接转化成DHMF的方法。 本发明还提供了用于将其它生物物质的醛和相关化合物升级为液体燃料的高效的新方法。 方法包括将生物质糠醛的有机催化自缩合（umpolung）转化为（C8-C12）糠醛中间体，然后氢化，醚化或酯化成氧化生物柴油，或通过金属酸串联催化加氢脱氧成优质烃燃料。