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Super Chirality Promotion of Helical Poly(Phenyl Isocyanide)s by Grafting onto Ethyl Cellulose
Macromolecular Chemistry and Physics ( IF 2.5 ) Pub Date : 2021-06-25 , DOI: 10.1002/macp.202100103
Xiaofei Shen 1 , Hailong Huang 2 , Hao Qian 1 , Longxiang Tang 1 , Yan Zhang 1 , Min Xu 2 , Huiqing Wang 1 , Zhongkai Wang 3
Affiliation  

Chiral property of cellulose can be transferred to final materials, here artificial helical polymer, right-handed helical poly(phenyl isocyanide) (PPI) is grafted onto ethyl cellulose (EC) with expecting to enhance the chiral effect of PPI. EC-2,3-g-PPIn copolymers are prepared via “click” chemistry of copper-catalyzed alkyne-azide cycloaddition, and confirmed by high-resolution 1H and 13C NMR, Fourier transform infrared spectroscopy (FTIR), and gel permeation chromatography (GPC). The resulting EC-2,3-g-PPIn copolymer takes a right-handed helical structure with super circular dichroism intensity which is 302% higher than that of PPI, which indicates that EC backbone promotes the right-handed chirality of PPIn. Furthermore, EC-2,3-g-PPIn exhibits good chiral recognition ability of the D/L-Ala-DNSP fluorescent probe, and induces a uniquely visible blue shift for L-Ala-DNSP. Therefore, a novel facile strategy is provided to highly improve chiral property and chiral recognition ability of artificial helical polymers by grafting onto EC.

中文翻译:

通过接枝到乙基纤维素上促进螺旋聚(苯基异氰化物)的超手性

纤维素的手性特性可以转移到最终材料中,这里人工螺旋聚合物,右手螺旋聚(异氰)(PPI)接枝到乙基纤维素(EC)上,以期增强PPI的手性效应。EC-2,3-g-PPI n共聚物是通过铜催化的炔-叠氮化物环加成的“点击”化学制备的,并通过高分辨率1 H 和13 C NMR、傅里叶变换红外光谱 (FTIR) 和凝胶确认渗透色谱 (GPC)。得到的 EC-2,3-g-PPI n共聚物呈右旋螺旋结构,超圆二色性强度比 PPI 高 302%,表明 EC 骨架促进了 PPI n的右手手性. 此外,EC-2,3-g-PPI n对 D/L-Ala-DNSP 荧光探针表现出良好的手性识别能力,并诱导 L-Ala-DNSP 的独特可见蓝移。因此,提供了一种新的简便策略,通过接枝到 EC 上来高度提高人工螺旋聚合物的手性性质和手性识别能力。
更新日期:2021-08-07
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