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Copper(I)‐catalyzed azide‐alkyne cycloaddition‐assisted polymerization of linear glucose‐derived co/polymers
Journal of Polymer Science ( IF 3.9 ) Pub Date : 2020-04-20 , DOI: 10.1002/pol.20200147
Pascal Fuchs 1 , Philipp Vana 2 , Kai Zhang 1
Affiliation  

The synthesis of linear and controllable oligomers and polymers using sugar‐derived monomers is still highly challenging. Herein, we present a method allowing the linear polymerization of a bifunctional glucose derivative as monomer, which contained an azide group at C1 and a propargyl group at C4 position of the glucose ring. The reaction conditions were optimized by grafting the monomer onto the surface of silica nanoparticles (SiNPs) and at the end‐modified polyethylene glycol (PEG). For grafting the surface of SiNPs with the monomer, an azide‐bearing chlorosilane linker was synthesized and introduced onto SiNPs surface. The copper(I)‐catalyzed azide‐alkyne cycloaddition using the glucose‐derived monomer led to the growth of linear triazole‐linked oligosaccharide‐mimics on the surface of SiNPs with a degree of polymerization up to 13 and the formation of cyclic trimers and tetramers in the solution. Furthermore, during polymerization of the monomer at end‐modified PEG, various linear diblock‐copolymers pseudo‐cellulose‐block‐PEG and triblock‐copolymers pseudo‐cellulose‐block‐PEG‐block‐pseudo‐cellulose were obtained. The polymerization reactions expired with nearly complete consumption of the monomer and high yields between 88 and 94% were achieved. Obtained block‐copolymers showed amphiphilic properties that helped to fractionate obtained polymers into lower and higher molecular weight fractions with narrow polymer dispersity Đ.

中文翻译:

铜(I)催化的叠氮化物-炔烃环加成辅助线性葡萄糖衍生共聚物的聚合

使用糖衍生的单体合成线性和可控制的低聚物和聚合物仍然具有很高的挑战性。在此,我们提出了一种方法,该方法允许线性聚合双官能葡萄糖衍生物作为单体,该双官能葡萄糖衍生物在葡萄糖环的C1处具有叠氮基,在C4位置处具有炔丙基。通过将单体接枝到二氧化硅纳米颗粒(SiNPs)的表面和末端改性的聚乙二醇(PEG)上来优化反应条件。为了用单体接枝SiNPs的表面,合成了含叠氮化物的氯硅烷接头并将其引入SiNPs的表面。使用葡萄糖衍生的单体进行的铜(I)催化的叠氮化物-炔烃环加成反应导致SiNPs表面线性三唑连接的寡糖模拟物的生长,聚合度高达13,并形成环状三聚体和四聚体在解决方案中。此外,在末端改性PEG的单体聚合过程中,各种线性二嵌段共聚物为假纤维素。-PEG和三嵌段共聚物的伪纤维素-PEG-得到-伪纤维素。随着单体的几乎完全消耗,聚合反应终止,并且获得了88至94%之间的高产率。得到的嵌段共聚物表现出两亲性质,有助于所得的聚合物分馏成具有窄分散度聚合物较低和较高分子量部分Đ
更新日期:2020-04-20
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