Synthesis of Crystalline and Amphiphilic Polymers from d-Glucaric Acid
Synthesis of Crystalline and Amphiphilic Polymers from d-Glucaric Acid
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DOI：
10.1021/acssuschemeng.6b00530
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发表时间：
2016-06
影响因子：
8.4
通讯作者：
Wu Yuxin;Yukiko Enomoto-Rogers;Hisaharu Masaki;T. Iwata
中科院分区：
文献类型：
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作者：
Wu Yuxin;Yukiko Enomoto-Rogers;Hisaharu Masaki;T. Iwata
D-葡糖二酸（GA）是一种从各种蔬菜和水果中分离的醛糖二酸，是一种重要的生物基结构单元。在乙酸酐/硫酸混合物中合成了无环葡萄糖二酸乙酸酯（GAA）。将GAA转化为葡萄糖二酸氯乙酸酯（GACA），然后在二甲基乙酰胺溶液中或在水和氯仿溶液中通过界面聚合与各种二醇和二胺聚合。聚酯和聚酰胺是两亲性的，可溶于水和普通有机溶剂。聚酯的重均分子量为（0.4-0.7）× 103，溶液聚合法和界面聚合法所得聚酰胺的重均分子量分别为（5.9-8.0）× 103和（14.5-20.8）× 103。差示扫描量热法表明，聚酰胺是热塑性的，熔融温度约为100 ℃。140 °C，表明结晶度;熔点随着二胺烷基碳数的增加而增加。合成了新型的生物基结晶性两亲聚合物。
d-Glucaric acid (GA), an aldaric acid isolated from various vegetables and fruits, is an important biobased building block. Glucaric acid acetate (GAA), which is acyclic, was synthesized in an acetic anhydride/sulfuric acid mixture. GAA was converted to glucaric acid chloride acetate (GACA) and then polymerized with various diols and diamines in dimethylacetamide solution or by interfacial polymerization in water and chloroform solutions. The polyesters and polyamides were amphiphilic and soluble in water and common organic solvents. The weight-average molecular weights of the polyesters were (0.4–0.7) × 103; those of the polyamides obtained by solution and interfacial polymerizations were (5.9–8.0) × 103 and (14.5–20.8) × 103, respectively. Differential scanning calorimetry showed that the polyamides were thermoplastic and melted at ca. 140 °C, indicating crystallinity; the melting points increased with increasing number of diamine alkyl carbons. Novel biobased crystalline amphiphilic polymers were synth...