Synthesis of a bead-like multicyclic polymer by UV-induced coupling of an anthracene-telechelic monocyclic precursor and its reversible topological conversion,Polymer Chemistry

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Synthesis of a bead-like multicyclic polymer by UV-induced coupling of an anthracene-telechelic monocyclic precursor and its reversible topological conversion
Polymer Chemistry ( IF 4.1 ) Pub Date : 2021-08-30 , DOI: 10.1039/d1py00341k
Hua-long Zhang ₁ , Wen Xu ₁ , Chao Liu ₁ , Chun-yan Hong _{1,

2}

Affiliation

In this study, a bead-like multicyclic polymer was synthesized by the UV-induced coupling reaction of an anthracene-telechelic monocyclic precursor and the reversible topological transformation between the monocyclic polymer and the multicyclic polymer was realized. Poly(ethylene oxide) (PEO) containing bromine and anthryl groups at both ends was used as a macroinitiator for the atom transfer radical polymerization (ATRP) of styrene to afford a linear block polymer (PS-PEO-Br). After azidation, the azide-terminated linear polymer (PEO-PS-N₃) underwent bimolecular ring-closure using sym-dibenzo-1,5-cyclooctadiene-3,7-diyne (DIBOD) as a bifunctional linker via a self-accelerating click reaction, and the corresponding monocyclic polymer with two pendant anthryl groups (C(PEO-PS)-ant) was synthesized. Considering the photo-responsive nature of anthracene, the monocyclic polymer was taken as a macromonomer for synthesizing a bead-like multicyclic polymer through the dimerization reaction of anthryl groups under 365 nm UV irradiation. The obtained polymers were characterized by NMR, FT-IR and GPC. According to the result of GPC, there were about 14 “monocyclic units” in the bead-like multicyclic polymer on average. Moreover, the bead-like multicyclic polymer could be cleaved at the nodal points and converted back to the monocyclic structure when exposed to 254 nm UV light.

中文翻译：

蒽-遥爪单环前驱体紫外诱导偶联合成珠状多环聚合物及其可逆拓扑转换

在这项研究中，通过蒽-遥爪单环前驱体的紫外诱导偶联反应合成了珠状多环聚合物，并实现了单环聚合物和多环聚合物之间的可逆拓扑转换。两端含有溴和蒽基的聚（环氧乙烷）（PEO）用作苯乙烯原子转移自由基聚合（ATRP）的大分子引发剂，得到线性嵌段聚合物（PS-PEO-Br）。叠氮化后，叠氮化物封端的线性聚合物 (PEO-PS-N ₃ ) 使用sym -dibenzo-1,5-cyclooctadiene-3,7-diyne (DIBOD) 作为双功能接头通过自加速点击反应，并合成了相应的具有两个蒽基侧基的单环聚合物（C（PEO-PS）-ant）。考虑到蒽的光响应性，将单环聚合物作为大分子单体，在365 nm紫外光照射下通过蒽基的二聚反应合成珠状多环聚合物。所得聚合物通过NMR、FT-IR和GPC表征。根据GPC的结果，珠状多环聚合物中平均约有14个“单环单元”。此外，当暴露于 254 nm 紫外线时，珠状多环聚合物可以在节点处裂解并转化回单环结构。

更新日期：2021-09-08

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