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林产化学与工业 ›› 2014, Vol. 34 ›› Issue (6): 111-116.doi: 10.3969/j.issn.0253-2417.2014.06.018

• 研究报告 • 上一篇    下一篇

松香基季铵盐型杂双子表面活性剂的合成及性能研究

王娟1, 王丹1,2, 商士斌1,2, 沈明贵1, 齐帆1   

  1. 1. 中国林业科学研究院林产化学工业研究所;生物质化学利用国家工程实验室;国家林业局 林产化学工程重点开放性实验室;江苏省生物质能源与材料重点实验室, 江苏 南京 210042;
    2. 中国林业科学研究院林业新技术研究所, 北京 100091
  • 收稿日期:2013-10-18 出版日期:2014-12-25 发布日期:2015-08-18
  • 通讯作者: 商士斌,研究员,博士生导师,主要从事生物质资源化学与利用研究工作;E-mail:shangsb@hotmail.com. E-mail:shangsb@hotmail.com
  • 作者简介:王娟(1989-),女,江苏盐城人,硕士生,主要从事生物质资源化学与利用研究工作
  • 基金资助:
    "十二五"国家科技支撑计划资助(2012BAD32B10)

Synthesis and Properties of Rosin-based Quaternary Ammonium Salt Heterogemini Surfactant

WANG Juan1, WANG Dan1,2, SHANG Shi-bin1,2, SHEN Ming-gui1, QI Fan1   

  1. 1. Institute of Chemical Industry of Forest Products, CAF;National Engineering Lab.for Biomass Chemical Utilization; Key and Open Lab.of Forest Chemical Engineering, SFA;Key Lab.of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, China;
    2. Research Institute of Forestry New Technology, CAF, Beijing 100091, China
  • Received:2013-10-18 Online:2014-12-25 Published:2015-08-18

摘要: 以脱氢枞酸为原料,经酰胺化、还原、季铵化反应制备了N,N,N',N'-四甲基-N-去氢枞基-N'-十二烷基-二溴化-1,3-丙二铵(V3)、N,N,N',N'-四甲基-N-去氢枞基-N'-十二烷基-二溴化-1,4-丁二铵(V4)、N,N,N',N'-四甲基-N-去氢枞基-N'-十二烷基-二溴化-1,5-戊二铵(V5)及N,N,N',N'-四甲基-N-去氢枞基-N'-十二烷基-二溴化-1,6-己二铵(V6)等4种松香基季铵盐型杂双子表面活性剂.通过FT-IR及 1H NMR 表征了产物的结构,并对该系列表面活性剂的表面张力(γcmc)和临界胶束浓度(Ccmc)、Krafft点、乳化性能、泡沫性能等表面活性以及抑菌性能进行了研究.研究结果表明,该系列表面活性剂具有良好的表面性能及抑菌性能;Ccmc分别为3.32×10-5、2.86×10-5、2.54×10-5、2.28×10-5 mol/L;γcmc值分别为24.7、26.5、28.9、32.3 mN/m;Krafft点分别为12、17、20、23 ℃;松节油/水乳化体系中分出10 mL水的时间分别为42、45、53、48 h;初始起泡高度分别为137、128、131、135 mm,5 min后泡沫高度分别为125、121、127、131 mm;对大肠杆菌的最小抑菌浓度为4、< 2、< 2和2 mg/L,抑菌性均优越于市售抑菌剂新洁尔灭(64 mg/L).

关键词: 松香, 季铵盐, 杂双子表面活性剂, 表面性能, 抑菌性能

Abstract: Four rosin-based quaternary ammonium heterogemini surfactants were synthesized from dehydroabietic acid via the reactions of amidation, reduction and quaternarization, which were named N,N,N',N'-tetramethyl- N-dehydroabietyl-1,3-propylene diammonium bromide, N,N,N',N'-tetramethyl-N-dehydroabietyl-1,4-butane diammonium bromide, N,N,N',N'- tetramethyl-N-dehydroabietyl-1,5-pentane diammonium bromide, and N,N,N',N'-tetramethyl-N-dehydroabietyl-1,6-hexane diammonium bromide. The structures of these compounds were confirmed by FT-IR and 1H NMR. The surface activities, e.g. surface tension (γcmc),critical micelle concentration(Ccmc) and Krafft points, ect.. Their antibacterial activities were investigated and analyzed. The results showed that the Ccmc values of the heterogemini surfactants were 3.32×10-5, 2.86×10-5, 2.54×10-5, 2.28×10-5 mol/L, and the γcmc values were 24.7, 26.5, 28.9, 32.3 mN/m, the Krafft points 12, 17, 20, 23 ℃, respectively. Separating 10 mL water from the turpentine/water emulsion spent 42, 45, 53 and 48 h, respectively. The initial foam heights were 137, 128, 131 and 135 mm, and after 5 minutes, the heights reached 125, 121, 127 and 131 mm, respectively. Through the test, the minimal inhibitory concentration on escherichia coil were 4,< 2, < 2 and 2 mg/L and the antibacterial activities were superior to the commercial bacteriostatic agent bromogeramine (64 mg/L).

Key words: rosin, quaternary ammonium salt, heterogemini surfactant, surface activities, antibacterial activity

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