3-氯-2-羟丙基二甲基脱氢枞基氯化铵的制备及其表面活性研究

doi:10.3969/j.issn.0253-2417.2014.03.020

林产化学与工业 ›› 2014, Vol. 34 ›› Issue (3): 116-120.doi: 10.3969/j.issn.0253-2417.2014.03.020

3-氯-2-羟丙基二甲基脱氢枞基氯化铵的制备及其表面活性研究

朱雪梅¹, 蒋士猛^1,2, 蔡照胜¹, 陈智栋²

1. 盐城工学院化学与生物工程学院, 江苏盐城 224051;
2. 常州大学石油化工学院, 江苏常州 213164

收稿日期:2013-04-25 出版日期:2014-06-25 发布日期:2014-06-25
通讯作者: 蔡照胜（1968- ），男，江苏盐城人，教授，硕士生导师，主要从事天然资源化学和精细化学品开发研究；E-mail：jsyc_czs@163.com。 E-mail:jsyc_czs@163.com
作者简介:朱雪梅（1965- ），女，江苏盐城人，副教授，硕士，主要从事物理化学教学与表面活性剂性能研究；E-mail：zxm-yc@163.com
基金资助:
国家自然科学基金面上资助项目（31170543）；江苏省新型环保重点实验室资助项目（201114）

Preparation of 3-Chloro-2-hydroxypropyl Dimethyl Dehydroabietyl Ammonium Chloride and Its Surface Activities

ZHU Xue-mei¹, JIANG Shi-meng^1,2, CAI Zhao-sheng¹, CHEN Zhi-dong²

1. School of Chemical and Biological Engineering, Yancheng Institute of Technology, Yancheng 224051, China;
2. School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China

Received:2013-04-25 Online:2014-06-25 Published:2014-06-25

摘要/Abstract

摘要： 以环氧氯丙烷（ECH）和脱氢枞胺（DHA）为基本原料，首先通过Eschweiler-Clarke反应使DHA转化为N，N-二甲基脱氢枞胺（DMDHA），再用DMDHA和盐酸作用生成的盐酸盐与ECH。经季铵化反应合成3-氯-2-羟丙基二甲基脱氢枞基氯化铵（CHPDMDHA），并表征其结构，测定产物中CHPDMDHA含量，研究其表面活性。结果表明，CHPDMDHA相对于纯化后DHA的收率约在60%，离子色谱（IC）分析结果显示经乙酸乙酯/乙醇（体积比2.0：1.0）构成的混合溶剂重结晶后的产物中CHPDMDHA质量分数为98.32%，表面张力测定显示25℃时产物的临界胶束浓度（cmc）为1.60×10^-5 mol/L，达到cmc时水溶液的表面张力（γ_cmc）为30.38 mN/m，能够达到的最低表面张力值（γ_min）为27.4 mN/m。

关键词: 临界胶束浓度, 表面活性, Eschweiler-Clarke反应, 3-氯-2-羟丙基二甲基脱氢枞基氯化铵

Abstract: 3-Chloro-2-hydroxypropyl dimethyl dehydroabietyl ammonium chloride (CHPDMDHA) was prepared through quaternization reaction with dehydroabietylamine (DHA) and epichlorodrin as starting material. The stucture and surface activities of product and the content of CHPDMDHA in product were investigated. DHA was transformed into N,N-dimethyl dehydroabietylamine (DMDHA) through Eschweiler-Clarke Reaction. Then, the DMDHA was reacted with hydrochloric to form DMDHA hydrochloride. The CHPDMDHA was obtained after the DMDHA hydrochloride reacted with epichlorodrin. Experimental data indicated that the yield of CHPDMDHA based on purified DHA was ca. 60%. Results of Ion Chromatography (IC) analysis showed that the mass content of CHPDMDHA in product recrystallized by mixture solvent which composed of ethyl acetate and ethanol was 98.32%. The critical micelle concentrations (cmc) of CHPDMDA in aqueous solution at 25℃ was ca. 1.60×10^-5 mol/L according to its surface tensions. Its surface tension at cmc (γ_cmc) was 30.38 mN/m, and the minimum surface tension (γ_min) could reach up to 27.4 mN/m.

Key words: critical micelle concentrations (cmc), surface activity, Eschweiler-Clarke reaction, 3-chloro-2-hydroxypropyl dimethyl dehydroabietyl ammonium chloride (CHPDMDHA)

中图分类号:

TQ35

朱雪梅, 蒋士猛, 蔡照胜, 陈智栋. 3-氯-2-羟丙基二甲基脱氢枞基氯化铵的制备及其表面活性研究[J]. 林产化学与工业, 2014, 34(3): 116-120.

ZHU Xue-mei, JIANG Shi-meng, CAI Zhao-sheng, CHEN Zhi-dong. Preparation of 3-Chloro-2-hydroxypropyl Dimethyl Dehydroabietyl Ammonium Chloride and Its Surface Activities[J]. Chemistry and Industry of Forest Products, 2014, 34(3): 116-120.

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3-氯-2-羟丙基二甲基脱氢枞基氯化铵的制备及其表面活性研究

Preparation of 3-Chloro-2-hydroxypropyl Dimethyl Dehydroabietyl Ammonium Chloride and Its Surface Activities

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