位置:成果数据库 > 期刊 > 期刊详情页
壳聚糖苯甲酰化衍生物固定相的制备及其手性识别
  • ISSN号:1000-3304
  • 期刊名称:《高分子学报》
  • 时间:0
  • 分类:O636.1[理学—高分子化学;理学—化学]
  • 作者机构:[1]武汉工程大学化学与环境工程学院,武汉430073, [2]中国科学院青岛生物能源与过程研究所,青岛266101
  • 相关基金:国家自然科学基金(基金号51373127)资助项目
中文摘要:

为制备新型手性分离材料,用含不同取代基的苯甲酰氯修饰壳聚糖,合成了壳聚糖-二(4-甲基苯甲酸酯)-(4-甲基苯甲酰胺)、壳聚糖-二(苯甲酸酯)-(苯甲酰胺)、壳聚糖-二(3,5-二甲基苯甲酸酯)-(3,5-二甲基苯甲酰胺)和壳聚糖-二(4-氯苯甲酸酯)-(4-氯苯甲酰胺)4种新的衍生物,以N,N-二甲基甲酰胺为溶剂,将壳聚糖衍生物涂敷于大孔的3-氨丙基硅胶上,制得相应的手性固定相.测试了固定相的手性识别性能,结果表明这些固定相均有较好的对映体选择性.涂覆量为16%的固定相比涂覆量为20%的固定相有更好的手性分离性能,以壳聚糖-二(3,5-二甲基苯基甲酸酯)-(3,5-二甲基苯基甲酰胺)制备的固定相有最强的手性识别性能,以壳聚糖-二(4-甲基苯甲酸酯)-(4-甲基苯甲酰胺)制备的固定相对手性化合物有最大的分离度.

英文摘要:

In order to develop novel chiral stationary phases (CSPs), chitosan was modified by benzoyl chlorides with various substituents, successively using methylsulfonic acid and N, N-dimethylaeetamide as the solvents. In this way, new derivatives of chitosan bis (benzoate)-( benzamide ), chitosan bis (4- methylbenzoate ) - ( 4-methylbenzamide ) , ehitosan bis ( 3,5 -dimethylbenzoate ) - ( 3,5 -dimethylbenzamide ) and chitosan bis ( 4-ehlorobenzoate )-( 4-chlorobenzamide ) were synthesized. The corresponding CSPs were prepared by coating the chitosan derivatives on porous 3-aminopropyl silica gel employing N, N- dimethylforamide as the solvent. The chiral recognition capability of the CSPs was evaluated towards structurally various chiral compounds in normal phase conditions, and the results showed that these CSPs possessed satisfactory enantioselectivity. The CSP prepared from chitosan bis (4-methylbenzoate)-( 4- methylbenzamide) with a coating ratio of 16% exhibited better chiral recognition capability than that prepared from the same derivative with a coating ratio of 20%. The C SP based on ehitosan bis (3,5-dimethylbenzoate)- (3,5-dimethylbenzamide) showed stronger chiral recognition capability than the CSPs based on the other derivatives. Meanwhile, the CSP derived from chitosan bis (4-methylbenzoate) - (4-methylbenzamide) separated the chiral compounds with highest resolutions. This feature is similar to that of the CSP derived from cellulose tris (4-methylbenzoate), and different from that of the CSP prepared from amylose tris (4-methylbenozate) that bear poor chiral recognition capability. The reason may be related to the similarity of chitosan and cellulose in which the repeating units are all connected by β-1,4-glycosidic bond, other than or-1,4-glycosidic bond in amylose. In addition, the CSPs generally demonstrated better resolutions in the mobile phases simultaneously containing ethanol and methanol.

同期刊论文项目
同项目期刊论文
期刊信息
  • 《高分子学报》
  • 中国科技核心期刊
  • 主管单位:中国科学院
  • 主办单位:中国化学会 中国科学院化学研究所
  • 主编:张希
  • 地址:北京市海淀区中关村北一街2号
  • 邮编:100190
  • 邮箱:gfzxb@iccas.ac.cn
  • 电话:010-62588927
  • 国际标准刊号:ISSN:1000-3304
  • 国内统一刊号:ISSN:11-1857/O6
  • 邮发代号:2-498
  • 获奖情况:
  • 国家优秀期刊二等奖,中科院优秀期刊二等奖,中国科协优秀期刊
  • 国内外数据库收录:
  • 俄罗斯文摘杂志,美国化学文摘(网络版),荷兰文摘与引文数据库,美国科学引文索引(扩展库),英国高分子图书馆,日本日本科学技术振兴机构数据库,中国中国科技核心期刊,中国北大核心期刊(2004版),中国北大核心期刊(2008版),中国北大核心期刊(2011版),中国北大核心期刊(2014版),中国北大核心期刊(2000版)
  • 被引量:19174