Organoborane Strategy for Polymers Bearing Lactone, Ester, and Alcohol Functionality
Organoborane Strategy for Polymers Bearing Lactone, Ester, and Alcohol Functionality
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具有内酯、酯和醇官能团的聚合物的有机硼烷策略
DOI：
10.1021/acs.macromol.9b02201
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发表时间：
2019
期刊：
影响因子：
5.5
通讯作者：
Klausen, Rebekka S.
中科院分区：
文献类型：
--
作者：
Ji, Yuyang;Zhou, Tiffany;van de Wouw, Heidi L.;Klausen, Rebekka S.
乙烯醇-甲基丙烯酸酯聚合物具有令人感兴趣的功能丰富的结构，但无法从乙酸乙烯酯（聚乙烯醇的传统前体）合成。我们报告了一种通过BN 2-乙烯基萘（BN 2 VN），一种芳香族乙烯基硼烷单体的解决方案。BN 2 VN和甲基丙烯酸甲酯（MMA）的常规自由基共聚是容易的。BN_2VN侧链向VA侧链的转化是在含有Me_3NO·2H_2O的有机溶剂中完成的，并且避免了MMA水解。VA-MMA共聚物迅速内酯化，得到一个前所未有的大分子轴承无环和环状酯残基。甲基丙烯酸叔丁酯-BN 2 VN共聚物不发生内酯化反应。
Vinyl alcohol–methacrylatecopolymers have intriguing functionally rich structures but are synthetically inaccessible from vinyl acetate, the traditional precursor to polyvinyl alcohol. We report a solution via BN 2-vinylnaphthalene (BN2VN), an aromatic vinyl borane monomer. Conventional free radical copolymerization of BN2VN and methyl methacrylate (MMA) is facile. Conversion of BN2VN side chains to VA side chains is accomplished in organic solvents with Me3NO·2H2O and avoids MMA hydrolysis. The VA–MMA copolymer rapidly lactonizes to give an unprecedented macromolecule bearing both acyclic and cyclic ester residues. Methanolysis furnishes the statistical copolymer bearing vinyl alcohol, methyl methacrylate, and lactone residues.tert-Butyl methacrylate-BN2VN copolymers were shown to not lactonize.