Crucho Carina C, Petrova Krasimira T, Pinto Rui C, Barros Maria T
REQUIMTE, Departamento de Química - FCT, Universidade Nova de Lisboa, Quinta da Torre, 2829-516 Caparica, Portugal.
Molecules. 2007 Mar 28;13(4):762-70. doi: 10.3390/molecules13040762.
Novel unsaturated ethers were synthesised in good yields starting from sucrose,using a two-step mild and efficient procedure based on the Gassman method, which consists in forming a vinyl group by the elimination of ethanol from mixed acetals with trimethylsilyl trifluoromethanesulfonate in the presence of alkyl amines. Mixed acetals are readily obtained from the corresponding alcohols and ethyl vinyl ether, using an acidic catalyst. Conventional etherification involving a primary halide was also examined. The monomers thus obtained were successfully polymerised by a free radical mechanism,yielding unbranched linear and soluble polymers with pending sucrose moieties, and some of their physical properties were determined.
以蔗糖为起始原料，采用基于加斯曼法的两步温和高效的方法，成功合成了新型不饱和醚。该方法包括在烷基胺存在下，用三氟甲磺酸三甲基硅酯从混合缩醛中消除乙醇以形成乙烯基。使用酸性催化剂，可从相应的醇和乙烯基乙醚轻松获得混合缩醛。还研究了涉及伯卤化物的传统醚化反应。由此得到的单体通过自由基机理成功聚合，得到了带有蔗糖部分侧基的无支链线性可溶聚合物，并测定了它们的一些物理性质。
