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林产化学与工业 ›› 2014, Vol. 34 ›› Issue (6): 75-80.doi: 10.3969/j.issn.0253-2417.2014.06.012

• 研究报告 • 上一篇    下一篇

松香酯羟丙基季铵盐表面活性剂的合成、表征及性能

黄秀芝1,2, 饶小平1,3, 薛志革2,4, 崔艳杰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. 云南中医学院 中药学院, 云南 昆明 650500;
    3. 中国林业科学研究院 林业新技术研究所, 北京 100091;
    4. 云南省食品药品监督管理局, 云南 昆明 650500
  • 收稿日期:2013-08-28 出版日期:2014-12-25 发布日期:2015-08-18
  • 通讯作者: 饶小平,副研究员,博士,主要从事天然产物的研究与开发;E-mail:rxping2001@163.com. E-mail:rxping2001@163.com
  • 作者简介:黄秀芝(1988-),女,江西临川人,硕士生,主要从事中药资源开发与利用
  • 基金资助:
    国家林业局948技术引进项目(2012-4-13);中国林科院中央级公益性科研院所基本科研业务费专项资金(CAFYBB2012038)

Synthesis, Characterization and Properties of Rosin Ester Hydroxylpropyl Quaternary Ammonium Surfactants

HUANG Xiu-zhi1,2, RAO Xiao-ping1,3, XUE Zhi-ge2,4, CUI Yan-jie1   

  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. School of Traditional Chinese Materia Medica, Yunnan University of Traditional Chinese Medicine, Kunming 650500, China;
    3. Research Institute of Forestry New Technology, CAF, Beijing 100091, China;
    4. Food and Drug Administration of Yunnan Province, Kunming 650500, China
  • Received:2013-08-28 Online:2014-12-25 Published:2015-08-18

摘要: 以脱氢枞酸、丙烯海松酸、马来海松酸为原料分别与2, 3-环氧丙基三甲基氯化铵反应, 得到单、双、三季铵盐Ⅰ、Ⅱ及 Ⅲ 3种松香酯羟丙基季铵盐表面活性剂.采用IR, 1H NMR, 13C NMR 对产物结构进行了表征,并对产物的临界胶束浓度(Ccmc)、表面张力(γcmc)、乳化性能、泡沫性能及抑菌性能进行了研究.结果表明, 3种松香酯羟丙基季铵盐表面活性剂的Ccmc值分别为3.58×10-4、2.53×10-4和3.25×10-4 mol/L, 对应的γcmc分别为38.9、28.9、33.5 mN/m;乳化时间分别为31、33、38 min; 表面活性剂Ⅰ的起泡性较好,起泡高度达到115 mm、5 min后泡沫高度为85 mm;随着季铵盐数量的增加,亲水亲油平衡值(HLB)增大, 表面活性剂的亲水性增强;季铵盐Ⅰ对金黄色葡萄球菌具有良好的抑制活性, 最小抑菌浓度为4 mg/L,抑菌效果优于市售的新洁尔灭,与氨苄青霉素钠相当.

关键词: 松香酯, 羟丙基季铵盐, 表面活性, 抑菌活性

Abstract: Three rosin ester hydroxlpropoyl quaternary ammonium surfactants (Ⅰ, Ⅱ and Ⅲ), were synthesized from dehydroabietic acid, acrylopimaric acid, maleopimaric acid and 2, 3-epoxy propyl trimethyl ammonium chloride (GTMAC). Their structures were characterized by IR, 1H NMR and 13C NMR spectra, respectively. The critical micelle concentration (Ccmc), surface tension (γcmc), emulsifying ability, foaming ability and bactericidal activity of three quaternary ammonium surfactants were evaluated. The results showed that their Ccmc values are 3.58×10-4, 2.53×10-4 and 3.25×10-4 mol/L, their γcmc were 38.9, 28.9 and 33.5 mN/m, their emulsifying abilities were 31, 33 and 38 min, respectively. The foaming ability of Ⅰ was better than the others, foaming ability was 115 mm, and 85 mm after 5 min. With the increase in the number of quaternary ammonium salt, HLB value was increased, and the hydrophilic of surfactant was enhanced. Compound Ⅰexhibited excellent antibacterial activity against Staphyloccocus aureus, and the minimum inhibition concentration was 4 mg/L.

Key words: rosin ester, hydroxylpropyl quaternary ammonium, surfactant activity, antibacterial activity

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