Homogeneous synthesis of partially substituted cellulose phenylcarbamates aiming at chiral recognition
文献类型：期刊论文
| 作者 | Chen, Weiwei1,2; Zhang, Mei3; Feng, Ye1,2; Wu, Jin1; Gao, Xia3; Zhang, Jinming1; He, Jiasong1; Zhang, Jun1 |
| 刊名 | POLYMER INTERNATIONAL
 |
| 出版日期 | 2015-08-01 |
| 卷号 | 64期号:8页码:1037-1044 |
| 关键词 | cellulose phenylcarbamate ionic liquid partial substitution chiral recognition |
| 英文摘要 | Homogeneous carbanilation of cellulose with nine kinds of substituted phenyl isocyanates, in which the substituents were varied from electron-donating to electron-withdrawing groups, was carried out in 1-allyl-3-methylimidazolium chloride (AmimCl) without any catalyst. The degree of substitution (DS) of cellulose phenylcarbamates in a range from 0 to 3 was readily controlled by altering reaction temperature, reaction time and molar ratio of phenyl isocyanate/anhydroglucose unit. Furthermore, the electronic effect of the substituents on the aromatic ring had a prominent impact on the reactivity of phenyl isocyanates. The phenyl isocyanates with stronger electron-withdrawing substituents exhibited a higher reactivity. A plot of DS and Hammett substituent constants exhibited linearity with a positive slope. Subsequently, four kinds of partially substituted cellulose phenylcarbamates with DS of 2.0 were synthesized successfully in AmimCl, and then employed as coated-type chiral stationary phases (CSPs) for high-performance liquid chromatography. The enantioseparation results demonstrated that these CSPs exhibited high chiral recognition abilities for some racemates. The substituents on the phenyl moieties had a considerable effect on the chiral recognition ability of cellulose phenylcarbamate-based CSPs. (c) 2015 Society of Chemical Industry |
| 收录类别 | SCI |
| 语种 | 英语 |
| 公开日期 | 2015-11-02 |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/27916]  |
| 专题 | 化学研究所_工程塑料实验室 |
| 作者单位 | 1.Chinese Acad Sci, Beijing Natl Lab Mol Sci, Inst Chem, Key Lab Engn Plast, Beijing 100190, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100039, Peoples R China 3.Beijing Ctr Phys & Chem Anal, Beijing Key Lab Organ Mat Testing Technol & Qual, Beijing 100089, Peoples R China |
| 推荐引用方式 GB/T 7714 | Chen, Weiwei,Zhang, Mei,Feng, Ye,et al. Homogeneous synthesis of partially substituted cellulose phenylcarbamates aiming at chiral recognition[J]. POLYMER INTERNATIONAL,2015,64(8):1037-1044. |
| APA | Chen, Weiwei.,Zhang, Mei.,Feng, Ye.,Wu, Jin.,Gao, Xia.,...&Zhang, Jun.(2015).Homogeneous synthesis of partially substituted cellulose phenylcarbamates aiming at chiral recognition.POLYMER INTERNATIONAL,64(8),1037-1044. |
| MLA | Chen, Weiwei,et al."Homogeneous synthesis of partially substituted cellulose phenylcarbamates aiming at chiral recognition".POLYMER INTERNATIONAL 64.8(2015):1037-1044. |
入库方式： OAI收割
来源：化学研究所
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