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以金刚烷为联接链的Gemini表面活性剂合成与性能
引用本文:钟星,郭建维,傅淑琴,胡彩霞.以金刚烷为联接链的Gemini表面活性剂合成与性能[J].精细化工,2017,34(2).
作者姓名:钟星  郭建维  傅淑琴  胡彩霞
作者单位:贺州学院化学与生物工程学院,广东工业大学轻工化工学院,广东工业大学轻工化工学院,贺州学院化学与生物工程学院
摘    要:以1,3-金刚烷二甲酸为起始原料,合成了3种以金刚烷为联接链的具不同疏水链长的Gemini表面活性剂(nP-Ad-Pn,n=12,14,16)。用FTIR、1HNMR、ESI-MS对目标化合物的结构进行了表征。采用表面张力、电导率和稳态荧光光谱测定了金刚烷Gemini表面活性剂的表面活性、胶束化热力学参数和胶束微极性。结果显示:白金环法测得nP-Ad-Pn在25℃下的临界胶束浓度分别为6×10-4、1×10-4和2.5×10-5 mol·L-1,∆G0m和∆H0m均为负值说明表面活性剂胶束形成是一个自发且放热的过程。化合物对金黄色葡萄球菌、枯草杆菌、大肠杆菌、绿脓杆菌、副溶血性弧菌抑菌活性的测定结果表明,12P-Ad-P12对5种菌株的MIC值在0.2~4.2 mg/L,显示出很强的抑菌活性。

关 键 词:Gemini表面活性剂  金刚烷  表面活性  胶束化热力学  抑菌活性
收稿时间:2016/8/17 0:00:00
修稿时间:2016/10/23 0:00:00

Synthesis, Properties of Gemini Surfactants using Adamantane as Spacer Group
ZHONG Xing,GUO Jian-wei,FU Shu-qin and HU Cai-xia.Synthesis, Properties of Gemini Surfactants using Adamantane as Spacer Group[J].Fine Chemicals,2017,34(2).
Authors:ZHONG Xing  GUO Jian-wei  FU Shu-qin and HU Cai-xia
Abstract:Three Gemini surfactants using adamantane as spacer group with different carbon chain length, nP-Ad-Pn (n=12, 14, 16), were synthesized from 1,3-adamantanedicarboxylic acid. The success of synthesis was confirmed by FT-IR spectra, 1H NMR spectra, and ESI-MS spectra. The surface-active properties, thermodynamic parameters and micropolarity of the Gemini surfactants containing adamantane were investigated through surface tension, electrical conductivity measurement and steady-state fluorescence. The results show that the values of CMC are 6?0-4, 1?0-4 and 2.5?0-5 mol?L-1 respectively. the standard Gibbs free energy change (?G0m) and the standard enthalpy changes (?H0m) are negative, indicating that the micellization is spontaneous and exothermic. Further, the antimicrobial activity of the synthesized compounds against S. aureus, B. subtilis, E. coli, P. aeruginosa, V. Parahemolyticus was also investigated, and this study showed that the MIC of 12P-Ad-P12 was between 0.2 mg/L and 4.2 mg/L, which showed that this compounds have excellent antibacterial activity against five studied bacteria.
Keywords:Gemini surfactants  adamantane  surface activity  thermodynamic parameters  antibacterial activity
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