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    • 1. 发明申请
    • REGIOSELECTIVELY SUBSTITUTED CELLULOSE ESTERS AND EFFICIENT METHODS OF PREPARING THEM
    • 选择性取代的纤维素酯和有效的制备方法
    • WO2013063336A1
    • 2013-05-02
    • PCT/US2012/062011
    • 2012-10-25
    • VIRGINIA TECH INTELLECTUAL PROPERTIES, INC.
    • EDGAR, Kevin, J.XU, DaiqiangZHENG, Xueyan
    • C08B3/06C08B3/00C08L1/10C08J5/18
    • C08B3/24C08B3/00C08B3/06C08B3/08C08B3/16C08J5/18C08J2301/10C08L1/10
    • Embodiments of the invention provide regioselectively substituted carbohydrate and polysaccharide derivatives, such as cellulose esters, and methods for preparing them. Particular methods of the invention include deacylation of esters using tetrabutyl ammonium fluoride to obtain selective substitution at desired hydroxyl position(s) of the ester. Preferred is deacylation of an ester, which shows selectivity for removal of acyl groups from the ester of the secondary alcohols at C-2 and C-3, and which affords cellulose-6- O - esters with high regioselectivity by a simple one-step process employing no protective groups. Inventive regioselectively substituted cellulose esters can be prepared by such methods to obtain esters with the anhydroglucose repeating units (I), wherein R 1 , R 2 , and R 3 are each independently chosen from a hydrogen atom, and, whether substituted or unsubstituted, branched or unbranched, an alkanoyl group, an aroyl group and a hetero aroyl group. In embodiments, the alkanoyl, aroyl and hetero aroyl groups can comprise from 1-20 carbon atoms.
    • 本发明的实施方案提供区域选择性取代的碳水化合物和多糖衍生物,例如纤维素酯,以及制备它们的方法。 本发明的具体方法包括使用四丁基氟化铵对酯进行脱酰化,以在酯的所需羟基位置获得选择性取代。 优选的是酯的脱酰基,其表现出在C-2和C-3上从仲醇的酯中除去酰基的选择性,并且通过简单的一步提供具有高区域选择性的纤维素-6-O-酯 不使用保护基的方法。 本发明的区域选择性纤维素酯可以通过这样的方法制备,以获得具有脱水葡萄糖重复单元(I)的酯,其中R 1,R 2和R 3各自独立地选自氢原子,并且无论是取代或未取代的,支链或非支链的, 烷酰基,芳酰基和杂芳酰基。 在实施方案中,烷酰基,芳酰基和杂芳基可以包含1-20个碳原子。