Simple Synthesis of a Library of Zwitterionic Surfactants via Michael-Type Addition of Methacrylate and Alkane Thiol Compounds
Simple Synthesis of a Library of Zwitterionic Surfactants via Michael-Type Addition of Methacrylate and Alkane Thiol Compounds
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DOI：
10.1021/la1015466
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发表时间：
2010-08-17
期刊：
影响因子：
3.9
通讯作者：
Ishihara, Kazuhiko
中科院分区：
文献类型：
--
作者：
Matsuno, Ryosuke;Takami, Kimiaki;Ishihara, Kazuhiko
以2-（甲基丙烯酰氧基）乙基磷酸胆碱（MPC）和各种烷硫醇化合物为原料，通过michael型加成反应制备了具有不同烷基链长度和组成的两性离子型磷酸胆碱表面活性剂库。用表面张力法测定临界胶束浓度（CMC）。在CMC下，这些水溶液的表面张力显著降低到40 mN/m以下。对于由M - PC、氟烷烃和烷二硫醇组成的两性离子表面活性剂，表面张力分别约为24和50 mN/ M。由方程log (CMC) = A - Bn，其中n为烷基链中的碳原子数，计算出A和B分别为1.09和0.44。斜率B介于离子表面活性剂（B = 0.30）和非离子表面活性剂（B = 0.50）之间。尽管表面活性剂具有离子性质，但它们的行为更接近于非离子表面活性剂。
A library of zwitterionic phosphorylcholine surfactants with various alkyl chain lengths and compositions was readily prepared from a combination of 2-(methacryloyloxy)ethyl phosphorylcholine (MPC) and various alkanethiol compounds via Michael-type addition. The critical micelle concentration (CMC) was evaluated by surface tensiometry. At the CMC, the surface tension of these aqueous solutions decreased significantly to below 40 mN/m. For the zwitterionic surfactants composed of M PC, and fluoroalkane and alkanedithiol, the surface tension was approximately 24, and 50 mN/m, respectively. From the equation log (CMC) = A - Bn, where n is the number of carbon atoms in the alkyl chain, A and B were calculated as 1.09 and 0.44, respectively. The value of the slope B was between that of ionic (B = 0.30) and nonionic surfactants (B = 0.50). Despite the ionic nature of the surfactants, their behavior was closer to that of nonionic surfactants.