聚(杯芳烃-哌嗪)酰胺与2,2'-联吡啶超分子泡沫网络结构的构筑
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摘要
大环番衍生物单体5,11,17,23-四叔丁基-25,27-二酰氯基-26,28-二羟基杯[4]芳烃(DC)与哌嗪通过界面聚合,制备了聚(杯芳烃-哌嗪)酰胺(D).化合物D在乙酸乙酯溶液中形成平均直径为28和164 nm的双分布囊泡形聚集体. 2,2'-联吡啶(bpy)对化合物D的交联作用可将囊泡转变为实心无规则交联网.水将交联网转变为两相界面处存在的泡沫.这个变化过程表明,化合物D在不同的诱导条件下可调整聚集状态,多重诱因使其最终形成宏观泡沫状自组装构筑.化合物D是一个集合芳香大环-小杂环,疏水-亲水、氢键供体受体、刚性-柔性及富π空腔等多种结构及自组装于一体的高分子结构,其分子链在不同诱因下改变扭曲和取向导致超分子交联网络的形成.这种可逆宏观自组装现象为自组装机理的理解及刺激-响应材料的开发提供了一种有价值的试材.
Calixarene derivative,5,11,17,23-tetra-tert-butyl-25,27-di( chloroacetyloxy)-26,28-dihydroxycalix[4]arene (DC),was used as organic phase monomer to prepare poly( calixarene-piperazine) amide (D)through interfacial polymerization with piperazine aqueous solution.Compound D showed induced self-assembly actions under different factors.It could self-associate into double distribution vesicles of average diameter of 28 and 164 nm,respectively.2,2'-bipyridine (bpy) crosslinked D into supermolecular network.H_2O turned network into foams at the interface of water-ethyl acetate.Foams are large-scale structure constructed by D and bpy and H_2O droven by weak intermolecular interaction including π-π staking,hydrophobic-hydrophobic interaction and interfacial effect.This work provide a new material for large scale supermolecular building and stimuli-responsive function.
Calixarene derivative,5,11,17,23-tetra-tert-butyl-25,27-di( chloroacetyloxy)-26,28-dihydroxycalix[4]arene (DC),was used as organic phase monomer to prepare poly( calixarene-piperazine) amide (D)through interfacial polymerization with piperazine aqueous solution.Compound D showed induced self-assembly actions under different factors.It could self-associate into double distribution vesicles of average diameter of 28 and 164 nm,respectively.2,2'-bipyridine (bpy) crosslinked D into supermolecular network.H_2O turned network into foams at the interface of water-ethyl acetate.Foams are large-scale structure constructed by D and bpy and H_2O droven by weak intermolecular interaction including π-π staking,hydrophobic-hydrophobic interaction and interfacial effect.This work provide a new material for large scale supermolecular building and stimuli-responsive function.
引文
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[11]Wang X.X.,Zeng F.Y.,Jin C.,Jiang Y.L.,Han Q.R.,Wang B.X.,Ma Z.Y.,Polym.Chem.,2015,6(7),1044-1051
[12]Li Y.F.,Niu Y.L.,Hu D.,Song Y.W.,He J.W.,Liu X.Y.,Xia X.N.,Lu Y.B.,Xu W.J.,Macromol.Chem.Phys.,2014,216(1),77-84
[13]Hao W.,Shao Z.Z.,Acta.Chim.Sinica,2014,72(9),1023-1028(郝威,邵正中.化学学报,2014,72(9),1023-1028)
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[15]Hu J.C.,Chen L.,Ren Y.,Deng P.C.,Li X.W.,Wang Y.J.,Jia Y.M.,Luo J.,Yang X.S.,Feng W.,Yuan L.H.,Org.Lett.,2013,15(18),4670-4673
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[20]King A.M.,Moore C.P.,Sandanayake K.R.A.S.,Sutherland I.O.,J.Chem.Soc.Chem.Commun.,1992,7(7),582-584
[21]Gutsche C.D.,Lin L.G.,Tetrahedron,1986,42(6),1633-1640
[22]Tu C.L.,Zheng C.,Chen Y.,Shu M.H.,Chem.J.Chinese Universities,2007,28(10),1917-1919(屠春来,郑超,陈燕,舒谋海.高等学校化学学报,2007,28(10),1917-1919)
[23]He X.D.,Ge X.W.,Liu H.R.,Wang A.M.,Zhang Z.C.,Chem.Mater.,2005,17(24),5891-5892
[24]Li C.M.,Tan J.J.,Liu Y.L.,Zhang B.L.,Fan X.L.,Zhang Q.Y.,Colloid Polym.Sci.,2015,293(3),993-1001
[25]Yu S.,Ahmadi S.,Palmgren P.,Hennies F.,Zuleta M.,Gothelid M.,J.Phys.Chem.C,2009,113(31),13765-13771