脱氢枞胺-壳聚糖阳离子表面活性剂的合成及性能研究

doi:10.3969/j.issn.0253-2417.2014.05.008

林产化学与工业 ›› 2014, Vol. 34 ›› Issue (5): 47-52.doi: 10.3969/j.issn.0253-2417.2014.05.008

脱氢枞胺-壳聚糖阳离子表面活性剂的合成及性能研究

裴立军¹, 蔡照胜², 商士斌¹, 宋湛谦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. 盐城工学院化学与生物工程学院, 江苏盐城 224051

收稿日期:2013-07-17 出版日期:2014-10-25 发布日期:2015-08-18
作者简介:裴立军（1980-），男，山东潍坊人，博士生，主要从事天然资源化学与利用
基金资助:
国家自然科学基金资助项目（31170543）

Synthesis and Performance of Dehydroabietylamine-chitosan Cationic Surfactants

PEI Li-jun¹, CAI Zhao-sheng², SHANG Shi-bin¹, SONG Zhan-qian¹

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 Chemical and Biological Engineering, Yancheng Institute of Technology, Yancheng 224051, China

Received:2013-07-17 Online:2014-10-25 Published:2015-08-18
Contact: 宋湛谦，中国工程院院士，研究员，博士生导师，主要从事天然产物化学研究；E-mail：songzq@hotmail.com E-mail:songzq@hotmail.com

摘要/Abstract

摘要： 以壳聚糖（相对分子质量为1 000、1 500、3 000）和脱氢枞胺为原料，合成了一类新型壳聚糖衍生物——脱氢枞胺-壳聚糖阳离子表面活性剂（a、b、c），通过FT-IR、¹H NMR 对产物结构进行了分析和表征，并对产物的表面活性、乳化性能及抑菌性能进行了研究。研究结果表明，25 ℃下产物a、b、c的临界胶束浓度（CMC）为3.98×10^-4，2.51×10^-3，5.01×10^-3 mol/L，CMC对应的表面张力（γ_cmc）分别为38.6，36.8，36.6 mN/m；乳化时间分别为44、71、148 s；采用最低抑菌浓度法对目标产物的抑菌性能进行了测试，初步的结果显示化合物都有一定的抑菌活性，特别是化合物a、b、c对产气肠杆菌的抑菌效果优于市售杀菌剂新洁尔灭和氨苄青霉素钠，对其最低抑菌浓度分别为2、2和4 mg/L。产物的抑菌性能随取代度的增大而增强，随壳聚糖分子质量的增大而有所降低。

关键词: 壳聚糖, 脱氢枞胺, 表面活性, 抑菌性能

Abstract: In this paper, the new chitosan derivatives, i.e., dehydroabietylamine-chitosan cationic surfactants(a, b and c), were synthesized with chitosan (1 000, 1 500, 3 000) and dehydroabietylamine as starting material. The cationic surfactants were characterized by FT-IR and ¹H NMR , respectively. The surface activities, emulsifying properties and antibacterial properties of the products were also investigated. The results showed that the critical micelle concentrations (CMC) of a, b and c are 3.98×10^-4, 2.51×10^-3 and 5.01×10^-3 mol/L at 25 ℃, respectively. The γ_cmc of a, b and c are 38.6, 36.8 and 36.6 mN/m, respectively. The emulsifying time of these three surfactants are 44, 71 and 148s, respectively. The antibacterial properties of the target products were tested with the minimum inhibitory concentration method. The preliminary result indicated that those compounds have some antibacterial activity. In particular, the antibacterial activities of the compounds a, b and c against Escherichia aerogenesare are superior to the commercially available fungicides bromogeramine and ampicillin sodium and their minimum inhibitory concentration are 2, 2 and 4 mg/L, respectively. The antibacterial activities of products would be enhanced with the increase of the D_S and would be decreased with the increase of the chitosan molecular weight.

Key words: chitosan, dehydroabietylamine, surface activity, antibacterial activity

中图分类号:

TQ35

裴立军, 蔡照胜, 商士斌, 宋湛谦. 脱氢枞胺-壳聚糖阳离子表面活性剂的合成及性能研究[J]. 林产化学与工业, 2014, 34(5): 47-52.

PEI Li-jun, CAI Zhao-sheng, SHANG Shi-bin, SONG Zhan-qian. Synthesis and Performance of Dehydroabietylamine-chitosan Cationic Surfactants[J]. Chemistry and Industry of Forest Products, 2014, 34(5): 47-52.

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脱氢枞胺-壳聚糖阳离子表面活性剂的合成及性能研究

Synthesis and Performance of Dehydroabietylamine-chitosan Cationic Surfactants

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