公开(公告)号：US09624311B2

公开(公告)日：2017-04-18

申请号：US14513855

申请日：2014-10-14

申请人： Kevin Edgar ,  Daiqiang Xu ,  Xueyan Zheng

发明人： Kevin Edgar ,  Daiqiang Xu ,  Xueyan Zheng

IPC分类号： C08B3/24 ,  C08B3/00 ,  C08B3/06 ,  C08J5/18 ,  C08L1/10 ,  C08B3/08 ,  C08B3/16

CPC分类号： C08B3/24 ,  C08B3/00 ,  C08B3/06 ,  C08B3/08 ,  C08B3/16 ,  C08J5/18 ,  C08J2301/10 ,  C08L1/10

摘要： 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 tetrabutylammonium 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 following anhydroglucose repeating units: wherein R1, R2, and R3 are each independently chosen from a hydrogen atom, and, whether substituted or unsubstituted, branched or unbranched, an alkanoyl group, an aroyl group, and a heteroaroyl group. In embodiments, the alkanoyl, aroyl and heteroaroyl groups can comprise from 1-20 carbon atoms.

公开(公告)号：US20150038695A1

公开(公告)日：2015-02-05

申请号：US14513855

申请日：2014-10-14

申请人： Kevin Edgar ,  Daiqiang Xu ,  Xueyan Zheng

发明人： Kevin Edgar ,  Daiqiang Xu ,  Xueyan Zheng

IPC分类号： C08B3/24

CPC分类号： C08B3/24 ,  C08B3/00 ,  C08B3/06 ,  C08B3/08 ,  C08B3/16 ,  C08J5/18 ,  C08J2301/10 ,  C08L1/10

摘要： 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 tetrabutylammonium 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 following anhydroglucose repeating units: wherein R1, R2, and R3 are each independently chosen from a hydrogen atom, and, whether substituted or unsubstituted, branched or unbranched, an alkanoyl group, an aroyl group, and a heteroaroyl group. In embodiments, the alkanoyl, aroyl and heteroaroyl groups can comprise from 1-20 carbon atoms.

摘要翻译： 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去酯化酯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得到具有以下脱水葡萄糖重复单元的酯：其中R 1，R 2和R 3各自独立地选自氢原子，以及无论取代或未取代的支链或非支链烷酰基 基团，芳酰基和杂芳酰基。 在实施方案中，烷酰基，芳酰基和杂芳酰基可以包含1-20个碳原子。