INTEGRATED FURFURAL OXIDATION AND FUROATE CARBOXYLATION PROCESS

    公开(公告)号:US20240109856A1

    公开(公告)日:2024-04-04

    申请号:US18469102

    申请日:2023-09-18

    申请人: UOP LLC

    IPC分类号: C07D307/68

    CPC分类号: C07D307/68

    摘要: An integrated process for making furan-2,5-dicarboxylic acid (FDCA) and FDCA derivatives combines a furfural oxidation reaction, an intermediate water removal step, and a furoate salt carboxylation reaction. A furfural feed stream is oxidized with an alkaline solution in the presence of a catalyst and excess base with air as the oxidant. The resulting furoate solution from the first process step is dried to remove water. The anhydrous solid products are sent to a carboxylation process to produce FDCA salt, which can optionally be further reacted to form FDCA or FDCA ester.

    OXIDATIVE PRETREATMENT OF CARBOHYDRATE DEHYDRATION PRODUCTS COMPRISING HUMINS

    公开(公告)号:US20230416215A1

    公开(公告)日:2023-12-28

    申请号:US18248846

    申请日:2021-10-11

    发明人: Andrew Ingram

    IPC分类号: C07D307/68

    CPC分类号: C07D307/68

    摘要: Processes for oxidative pretreatment of carbohydrate dehydration products are disclosed, which relate to the discovery that functional groups of humins, such as those that result in, or lead to, color formation (e.g., aldehyde groups and/or groups having conjugated double bonds) may be more readily converted by oxidation (in some cases “bleached”) than FDCA-forming furanics. This selective oxidation of humins may use milder oxidation conditions and/or a different reaction system, compared to respective conditions and systems used for oxidation of furan ring-containing compounds. Oxidative pretreatment can beneficially promote the selective oxidation of humin functional groups over FDCA-forming furanics, with the overall result of modifying humins in a manner that can provide a number of improvements. These may particularly reside in the further processing of the obtained, pretreated dehydration product, such as in the overall manufacture of bio-based poly(alkylene furan dicarboxylate) copolymers, a prominent example of these being poly(ethylene furan dicarboxylate), or PEF.

    PURIFICATION OF 2,5-FURANDICARBOXYLIC ACID, DIMETHYL ESTER AND OTHER ESTERIFIED PRODUCTS

    公开(公告)号:US20230348410A1

    公开(公告)日:2023-11-02

    申请号:US18041394

    申请日:2021-07-29

    IPC分类号: C07D307/68 C07B63/00

    CPC分类号: C07D307/68 C07B63/00

    摘要: Methods are disclosed for the purification of crude compositions comprising 2,5-furandicarboxylic acid, dimethyl ester (FDME) or other diester derivatives (e.g., dialkyl ester derivatives) of 2,5-furandicarboxylic acid (FDCA), by crystallization. In this regard, certain solvents, and classes of solvents, have been discovered to promote the selective crystallization of FDME over impurities often generated in its production by FDCA esterification and other upstream processing steps. Importantly, certain impurities that are selectively removed include those that would otherwise be detrimental to the color and/or color stability of the purified composition. Other improvements in crystallization reside in the use of techniques such as liquid-liquid extraction and pre-treatment of the crystallization solution by contact with a solid medium.

    Method and mixture to form functionalized cyclic compounds

    公开(公告)号:US11697634B2

    公开(公告)日:2023-07-11

    申请号:US17322798

    申请日:2021-05-17

    摘要: A method for producing a homocyclic or heterocyclic compound includes reacting a compound of formula (I) with a compound of formula (II) in presence of a base:

    R1—B-G  (I)





    In formula (I), B is an unsaturated moiety selected from substituted or unsubstituted vinylene, ethynylene, aryleneethynylene, substituted or unsubstituted arylenevinylene, and a combination thereof, the vinylene or arylenevinylene has n (=0, 1 or 2) substituent(s) R2, G is an electron-withdrawing group, R1 is hydrogen or a substituent, and two of R1, R2 and G may joint together to form a ring. In formula (II), R3 and R4 are independently hydrogen or a substituent, R5 is an electron-withdrawing group, and two of R3, R4 and R5 may joint together to form a ring. The conjugate acid of the base has a pKa in the range of 1 to 15.