Design and Synthesis of a Cyclic Double-Grafted Polymer Using Active Ester Chemistry and Click Chemistry via A "Grafting onto" Method.

Meng Liu,Zhengbiao Zhang,Xiulin Zhu,Shuangshuang Zhang,Wei Zhang,Lu Yin

doi:10.3390/polym11020240

Abstract

Combing active ester chemistry and click chemistry, a cyclic double-grafted polymer was successfully demonstrated via a “grafting onto” method. Using active ester chemistry as post-functionalized modification approach, cyclic backbone (c-P2) was synthesized by reacting propargyl amine with cyclic precursor (poly(pentafluorophenyl 4-vinylbenzoate), c-PPF4VB6.5k). Hydroxyl-containing polymer double-chain (l-PS-PhOH) was prepared by reacting azide-functionalized polystyrene (l-PSN3) with 3,5-bis(propynyloxy)phenyl methanol, and further modified by azide group to generate azide-containing polymer double-chain (l-PS-PhN3). The cyclic backbone (c-P2) was then coupled with azide-containing polymer double-chain (l-PS-PhN3) via CuAAC reaction to construct a novel cyclic double-grafted polymer (c-P2-g-Ph-PS). This research realized diversity and complexity of side chains on cyclic-grafted polymers, and this cyclic double-grafted polymer (c-P2-g-Ph-PS) still exhibited narrow molecular weight distribution (Mw/Mn < 1.10).

Highlights

Grafted polymers, in conjunction with conventional linear polymers, have fascinating topological macromolecular structure with various side chains along their main backbones
According to the structure of polymeric main backbones, grafted polymers can be roughly divided into linear, star, cyclic, dendritic, hyperbranched-grafted polymers and so on
All the 1 H NMR and 13 C NMR spectra were measured on a Bruker (300 MHz) Nuclear Magnetic

Summary

Introduction

In conjunction with conventional linear polymers, have fascinating topological macromolecular structure with various side chains along their main backbones. Cyclic-grafted polymers consisting of one cyclic backbone and various side chains, as one kind of cyclic-macromonomers [35]; (2) “grafting from” approach, the growth of side chains from a of grafted polymers, have potential applications in biomaterials [32,33,34]. Supramolecular assembly, such as esterification [44,45,46,47,48], ester approach, cyclic backbone and grafting chains canreaction be independently synthesized andactive characterized. Diversity and complexity of side chains probably contribute to constructing functionalized “grafting onto” approach, cyclic backbone and grafting chains can be independently synthesized and topologies and exploring their potential applications.

Materials

Characterizations

Synthesis

Conclusions