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Development of New Chiral Packing Material for HPLC Based on the Structure Control of Polysaccharide Derivatives and Their Immobilization onto Silica Gel

Development of New Chiral Packing Material for HPLC Based on the Structure Control of Polysaccharide Derivatives and Their Immobilization onto Silica Gel
基于多糖衍生物结构控制及其硅胶固定化的新型高效液相色谱手性填料的研制
批准号:
13355033
负责人:
OKAMOTO Yoshio
金额:
$26.62万
依托单位:
依托单位国家:
日本
项目类别:
Grant-in-Aid for Scientific Research (A)
财政年份:
2001
资助国家:
日本
项目状态:
已结题
起止时间:
2001 至 2003

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中文摘要
翻译
在HPLC中,纤维素和淀粉样蛋白衍生物的Phenylcarbamate衍生物已知以显示高手性识别为手性静态相位(CSPs)。However,这些溶剂如氯福姆和四氢呋喃,无论是溶解还是吞噬多氯联苯衍生物,都不能作为CSP的主要移动阶段使用。如果要克服这一缺陷,纤维素3,5-二甲基苯基碳甲酯衍生出一种区域性乙烯基组将通过硅凝胶通过各种非流动性条件下的基本协同作用实现非流动性。当乙烯基单体的含量较低时,所获得的CSP的手性识别能力与那些涂层CSP的手性识别能力相似。“非流动性是通过使用硅胶凝胶制成乙烯基的乙烯基组合来实现的。”纤维素衍生出一个随机乙烯基组在2-、3-和6-位置是由一个pot过程准备的,以避免复杂的合成过程。所产生的衍生物在硅胶凝胶上量化地不流动化,如良好的纤维素衍生物在区域性乙烯基组中使用。当纤维素衍生物的乙烯基组与2,3-二甲基丁二烯一起聚合时,非流动CSP的手性识别能力接近于那些涂层CSP。这种非流动化方法对纤维素和淀粉酶的其他苯甲酸衍生物起作用,表明它必须是有价值的,以为下一代聚碳酸酯基包装材料的制备制备。
英文摘要
Phenylcarbamate derivatives of cellulose and amylose are known to show high chiral recognition as chiral stationary phases (CSPs) in HPLC. However, the solvents such as chloroform and tetrahydrofuran, which dissolve or swell the polysacoharide derivatives, cannot be used as main mobile phases for the CSPs. In order to overcome this defect, the cellulose 3,5-dimethylphenylcarbamate derivative having a regioselective vinyl group was immobilized to silica gel via the radical copolymerization with vinyl monomer under various immobilization conditions.・When the content of the vinyl monomer was low, the chiral recognition abilities of the obtained CSPs were similar to those of the coated CSP.・The immobilization was attained more effectively by using silica gel having a vinyl group.・Cellulose derivative having a random vinyl group at the 2-, 3-, and 6-positions were prepared by the one-pot process to avoid the complicated synthetic process. The obtained derivative was quantitatively immobilized on silica gel as well as the cellulose derivatives having the regioselective vinyl group.・When the cellulose derivative having a vinyl group was copolymerized with 2,3-dimethylbutadiene, the chiral recognition ability of the immobilized CSP was close to those of the coated CSP.This immobilization method was effective for other phenylcarbamate derivatives of cellulose and amylose, indicating that it must be valuable for the preparation of the polysaccharide-based packing materials for the next generation.
期刊论文(34)
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会议论文
Tsuchida, T.Hasegawa, K.Kobayashi, C.Yamamoto, Y.Okamoto: "Resolution of Enantiomers Using Sugar-Carrying Polyisocyanides as Chiral Stationary Phases for HPLC"Bull.Chem.Soc.Jpn.. 75. 2681-2685 (2002)
Tsuchida、T.Hasekawa、K.Kobayashi、C.Yamamoto、Y.Okamoto:“使用携带糖的多异氰化物作为 HPLC 手性固定相来解析对映体”Bull.Chem.Soc.Jpn.. 75. 2681-2685 (2002
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通讯作者:
Yamamoto, Y.Okamoto: "Optically Active Polymers for Chiral Separation"Bull.Chem.Soc.Jpn.. 77. 227-257 (2004)
Yamamoto, Y.Okamoto:“用于手性分离的光学活性聚合物”Bull.Chem.Soc.Jpn.. 77. 227-257 (2004)
DOI: --
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通讯作者:
T.Kubota: "Phenylcarbamate Derivatives of Cellulose and Amylose Immobilized onto Silica Gel as Chiral Stationary Phases for High-Performance Liquid Chromatography"J.Polym.Sci., Part A. 42(印刷中). (2004)
T.Kubota:“纤维素和直链淀粉的苯基氨基甲酸酯衍生物作为高效液相色谱的手性固定相固定在硅胶上”,J.Polym.Sci.,A. 42 部分(出版中)。
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作者: []
通讯作者:
C.Yamamoto: "Optically Active Polymers for Chiral Separation"Bull.Chem.Soc.Jpn. 77・2. 227-257 (2004)
C.Yamamoto:“用于手性分离的光学活性聚合物”Bull.Chem.Soc.Jpn. 77・2 (2004)。
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