专利号:US-2016207894-A1 优先权日:2013-10-17 标 题:Synthesis of Diacids, Dialdehydes, or Diamines from THF-Diols 发明人:STENSRUD KENNETH 权利人:ARCHER DANIELS MIDLAND CO 摘要:A simple and elegant chemical process for the synthesis of oxygenated products, such as acids and aldehydes, or other derivative products, such as amines and nitriles, of cyclic bifunctional molecules made from renewable, bio-based sources such as HMF and/or its reduction product, 2,5-bis(hydroxymethyl)-tetrahydrofuran (bHMTHF) is described. In general, the process involves: a) generating a tetrahydrofuran-2,5-diyl-bis(methylene)-bis(sulfonate) from bHMTHFs using a sulfonate; b) displacing nucleophilically at least a sulfonate leaving group from the tetrahydrofuran-2,5-diyl-bis(methylene)-bis(sulfonate) to form a THF-dinitrile; and either c) oxidizing the THF-dinitrile with an acid having a pKa of ≦0 to generate a di-acid, or d) reducing partially the THF-dinitrile to generate a di-aldehyde, or e) reducing fully the THF-dinitrile to generate a di-amine.
专利号:WO-2015109451-A1 优先权日:2014-01-22 标 题 :Synthesis of compounds containing 8-oxa-3-azabicyclo (3.2.1)octane ring 发明人:LI PENG; DECAMPO FLORYAN; SHI FENG; CUI XINJIANG; YUAN HANGKONG 权利人:RHODIA OPERATIONS; LANZHOU INSTITUTION OF CHEMICAL PHYSICS CHINESE ACADEMY OF SCIENCE 摘要:The present invention mainly pertains to catalytic processes for the direct amination of 2, -bis(hydroxymethyl) tetrahydrofuran to obtain compounds containing the 8-oxa-3-azabicyclo (3.2.1) octane ring, in the presence of: a homogenous catalyst which is a complex comprising at least one element selected from the group consisting of Iridium or Ruthenium and at least one donor ligand, or a heterogeneous catalyst comprising at least one Group 8-11 transition metal element and one poor metal element in the p-block of the period table.
专利号:US-2017226075-A1 优先权日:2014-08-19 标题:Synthesis of Non-Ionic Surfactants From 5-Hydroxymethyl-2-Furfural, Furan-2,5-Dimethanol and Bis-2,5-Dihydroxymethyl-Tetrahydrofurans 发明人:STENSRUD KENNETH; WICKLUND LORI 权利人:ARCHER DANIELS MIDLAND CO 摘要:The present disclosure is directed to methods of making non-ionic, amphiphilic surfactants from 5-hydroxymethyl-2-furfural, furan-2,5-dimethanol and bis-2,5-dihydroxymethyltetrahydrofurans and the novel compounds that are made from those methods.
专利号:US-9487537-B2 优先权日:2013-06-12 标 题:Synthesis of isohexide dicarbamates and derivatives thereof 发明人:STENSRUD KENNETH 权利人:ARCHER DANIELS MIDLAND CO; ARCHER DANIELS MIDLAND CO 摘要:Dicarbamates of the reduction products of 2-hydroxymethyl-5-furfural (HMF) and a method of preparing the same are described. The method involves reacting a mixture of an isohexide and a cynate salt in a non-aqueous solvent, with a miscible acid having a pKa of about 3.7 or less. The dicarbamates of HMF-reduction products can serve as precursor materials from which various derivative compounds can be synthesized.
专利号:US-9890131-B2 优先权日:2013-12-20 标题 :Direct synthesis of bio-based alkyl and furanic diol ethers, acetates, ether-acetates, and carbonates 发明人:STENSRUD KENNETH; VENKITASUBRAMANIAN PADMESH 权利人:ARCHER DANIELS MIDLAND CO 摘要:A method of preparing a glycol mono-ether or mono-acetate, or carbonate involving either one of two pathways from alkylene glycols, HMF or its reduction derivative products (i.e., FDM, bHMTHFs), is provided. In particular, according to one pathway, the alkylene glycol, HMF or FDM, bHMTHFs are reacted with a dialkyl carbonate in the presence of a deprotonating agent, in substantial absence of an extrinsic catalyst, to produce an ether, and subsequently reacting the ether with an acid base. According to the other pathway, alkylene glycols are reacted with an acetate donor in the presence of an acid, base, to generate an alkylene mono-acetate, and etherified with a carbonate in the presence of a deprotonating agent.
专利号:EP-3057946-A2 优先权日:2013-10-17 标题:Synthesis of diacids, dialdehydes, or diamines from thf-diols