Living cationic polymerization of a vinyl ether with an unprotected pendant alkynyl group and their use for the protecting group‐free synthesis of macromonomer‐type glycopolymers via CuAAC with maltosyl azides,Journal of Polymer Science Part A: Polymer Chemistry

当前位置： X-MOL 学术 › J. Polym. Sci. A Polym. Chem. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Living cationic polymerization of a vinyl ether with an unprotected pendant alkynyl group and their use for the protecting group‐free synthesis of macromonomer‐type glycopolymers via CuAAC with maltosyl azides
Journal of Polymer Science Part A: Polymer Chemistry Pub Date : 2018-12-30 , DOI: 10.1002/pola.29309
Nguyen Minh Tan ₁ , Ryota Mori ₁ , Tomonari Tanaka ₂ , Jin Motoyanagi ₁ , Masahiko Minoda ₁

Affiliation

An asymmetric bifunctional monomer having both an unprotected alkynyl group and a vinyl ether (VE) group (3‐[2‐(2‐vinyloxyethoxy)‐ethoxy]‐propyne [VEEP]) was newly designed and found that the polymerization of VEEP smoothly proceeded in a controlled manner under a living cationic polymerization condition to give alkyne‐substituted polyVE (polyVEEP) without any protection of the pendant alkynyl function. Next, the use of an initiator with a methacryloyl moiety for the living cationic polymerization of VEEP afforded macromonomer‐type polyVE (MA‐PVEEP) carrying pendant alkynyl groups. The potential ability of the resultant macromonomer as an alkyne‐substituted polymer for the copper(I)‐catalyzed alkyne‐azide cycloaddition (CuAAC) was also confirmed. A novel macromonomer‐type glycopolymer [MA‐P(VE‐Mal)] having pendant maltose residues and a terminal methacryloyl group was successfully synthesized by CuAAC of MA‐PVEEP with maltosyl azide. Thus, a new pathway to the controlled synthesis of macromonomer‐type glycopolymers of free from any protecting/deprotecting processes was demonstrated. © 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 681–688

中文翻译：

带有未保护的侧链炔基的乙烯基醚的活性阳离子聚合及其在无保护基的情况下通过CuAAC与麦芽糖基叠氮化物合成大单体型糖聚合物的用途

新设计了同时具有未保护的炔基和乙烯基醚（VE）基团（3- [2-（2-乙烯基氧基乙氧基）-乙氧基]-丙炔[VEEP]）的不对称双官能单体，发现VEEP的聚合反应顺利进行在活性阳离子聚合条件下以受控方式得到炔烃取代的polyVE（polyVEEP），而对炔基侧基功能没有任何保护。接下来，使用具有甲基丙烯酰基部分的引发剂进行VEEP的活性阳离子聚合，可得到带有侧链炔基的大分子单体型polyVE（MA-PVEEP）。还证实了所得大分子单体作为炔烃取代的聚合物对铜（I）催化的炔叠氮化物环加成（CuAAC）的潜在能力。MA-PVEEP的CuAAC与麦芽糖基叠氮化物成功合成了一种新型的大分子单体型糖聚合物[MA-P（VE-Mal）]，其具有麦芽糖侧基残基和甲基丙烯酰基末端。因此，证明了一种不受任何保护/脱保护过程影响的大分子单体型糖聚合物受控合成的新途径。©2018 Wiley Periodicals，Inc.J.Polym。科学，A部分：Polym。化学2019，57，681-688

更新日期：2018-12-30

点击分享查看原文

点击收藏

阅读更多本刊新发论文