阳离子苯基卟啉在交联聚苯乙烯微球表面的同步合成与固载及其主-客体相互作用初探  

Synchronous Synthesis and Immobilization of Cationic Phenyl Porphyrins on Crossliked Polystyrene Microspheres and its Host-Guest Interaction

作　　者：顾来沅[1] 高保娇[1] 房晓琳[1] 

机构地区：[1]中北大学化学工程系,太原030051

出　　处：《化学通报》2012年第12期1114-1120,共7页Chemistry

基　　金：山西省自然科学基金项目(201002100843)资助

摘　　要：以对羟基苯甲醛(HBA)与氯甲基化交联聚苯乙烯(CMCPS)微球表面的氯甲基发生取代反应,将醛基苯基键合在CPS微球表面,形成改性了的BA-CPS微球,然后以其与溶液中的对二甲氨基苯甲醛及吡咯在固-液界面上进行Adler反应,实现了含叔胺基苯基卟啉(TAPP)在交联微球CPS表面的同步合成与固载,再使叔胺基团发生季铵化反应,将TAPP转变为meso-三(p-三甲铵基)苯基卟啉(TMAPP),得到了固载有TMAPP的TMAPP-CPS微球。重点考察了主要因素对TAPP在微球表面的同步合成与固载的影响,并分别以牛血清白蛋白(BSA)与溶菌酶为模型蛋白质,探索了固载化TMAPP与生物大分子形成主-客体作用体系的特性。结果表明,通过固-液相之间的Alder反应及随后的季铵化反应,可以顺利地把TMAPP固载在CPS微球表面且其可与蛋白质分子之间产生强烈的主-客体相互作用。The titled microspheres TMAPP-CPS, in which the cationic phenyl porphyrin was immobilized on the surface, were prepared through the route as follow. Firstly, the modified microspheres BA-CPS containing benzaldehyde groups on the surfaces of CPS microspheres were prepared by the reaction of chloromethylated erosslinked polystyrene （ CMCPS ） microspheres and p-hydroxybenzaldehyde （ HBA ）. Subsequently, the synchronistic synthesis and immobilization of tertiary amine-containing phenyl porphyrin （TAPP） on the mierospheres BA-CPS were realized through the Adler reaction with p-dimethylaminobenzaldehyde and pyrrole at the interface of solid/solution. Finally, TAPP was converted to meso-tri （4-trimethylammonium phenyl）porphyrin （TMAPP） via quaterisation. The influence factors on the synchronistie synthesis and immobilization and the host-guest interaction of the as-prepared mierospheres with bovine serum albumin （BSA） and lysozyme were mainly investigated. The results showed that the cationic phenyl porphyrin immobilized microspheres TMAPP-CPS can be obtained smoothly, and strong host-quest interaction occurred between the immobilized cationic phenyl porphyrin and protein molecules.

关 键 词：交联聚苯乙烯微球 阳离子苯基卟啉 同步合成与固载 季铵化反应 主-客体相互作用 

分 类 号：O631.3[理学—高分子化学]