含偶氮苯基团的松香基阴离子表面活性剂的合成及其性能研究

doi:10.3969/j.issn.0253-2417.2022.03.008

林产化学与工业 ›› 2022, Vol. 42 ›› Issue (3): 57-64.doi: 10.3969/j.issn.0253-2417.2022.03.008

含偶氮苯基团的松香基阴离子表面活性剂的合成及其性能研究

叶圣丰¹^,², 翟兆兰¹^,*(), 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；国家林业和草原局林产化学工程重点实验室；江苏省生物质能源与材料重点实验室，江苏南京 210042
2. 南京林业大学江苏省林业资源高效加工利用协同创新中心，江苏南京 210037

收稿日期:2021-09-23 出版日期:2022-06-28 发布日期:2022-07-04
通讯作者: 翟兆兰 E-mail:zhaizhaolan@hotmail.com
作者简介:翟兆兰，助理研究员，博士，主要从事天然产物化学利用研究；E-mail: zhaizhaolan@hotmail.com
叶圣丰(1996—)，男，江西赣州人，硕士生，从事天然产物化学利用研究
基金资助:
国家自然科学基金资助项目(32001268)

Synthesis and Properties of a Rosin-based Anionic Surfactant with Azobenzene Group

Shengfeng YE¹^,², Zhaolan ZHAI¹^,*(), Shibin SHANG¹, Zhanqian SONG¹

1. Institute of Chemical Industry of Forest Products, CAF; National Engineering Lab. for Biomass Chemical Utilization; Key Lab. of Chemical Engineering of Forest Products, National Forestry and Grassland Administration; Key Lab. of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, China
2. Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing 210037, China

Received:2021-09-23 Online:2022-06-28 Published:2022-07-04
Contact: Zhaolan ZHAI E-mail:zhaizhaolan@hotmail.com

摘要/Abstract

摘要：

以改性松香马来海松酸为原料，通过D-A加成、酰亚胺化等一系列方法合成了一种含偶氮苯基团的松香基表面活性剂4-马来海松酸乙酯基偶氮苯酚钠(E-MPA-AZO-Na)，并采用FT-IR和NMR表征其化学结构，通过采用表面张力法、尼罗红(NR)荧光探针法和偏光显微镜分析了它的表面活性和泡沫性能。研究结果表明：E-MPA-AZO-Na的临界胶束浓度(C_cmc)低至0.035 mmol/L，达到C_cmc时的表面张力(γ_cmc)为47.11 mN/m，最小截面积(a_min)为1.35 nm²，具有良好的表面活性。E-MPA-AZO-Na的浓度为0.375、0.750和1.500 mmol/L时均可形成稳定的泡沫。随着浓度的增加，E-MPA-AZO-Na的发泡性越好，泡沫粒径越小，形成的泡沫也越稳定；各浓度对应的泡沫半衰期分别为1 292、1 770和2 534 min，具有突出的稳泡性能。

关键词: 松香基表面活性剂, 合成, 泡沫性能

Abstract:

A rosin-based anionic surfactant with azobenzene group named sodium 4-maleopimaric acid ethyl ester azophenol(E-MPA-AZO-Na) was synthesized through D-A addition, amidation, diazotization, coupling reaction, esterification, and acid-base neutralization using rosin as raw material. Its structure was characterized by FT-IR and NMR. The surface activities and foam properties were investigated by surface tension method, Nile red(NR) fluorescence probe method and polarizing microscope. The results showed that the critical micelles concentration(C_cmc) of surfactant E-MPA-AZO-Na was only 0.035 mmol/L, the surface tension at the C_cmc(λ_cmc) was 47.11 mN/m, and the minimum area per molecule(a_min) was 1.35 nm², which meant that E-MPA-AZO-Na possesses excellent surface activities. Stable foams could be stabilized when the concentrations of E-MPA-AZO-Na were 0.375, 0.750 and 1.500 mmol/L. Better foaming abilities, smaller foam size and more stable foam emerged with increasing E-MPA-AZO-Na concentration. What's more, the half-life time of the foams formed at 0.375, 0.750 and 1.500 mmol/L were 1 292, 1 770 and 2 534 min, respectively, indicated that E-MPA-Azo-Na possessed outstanding foam stability.

Key words: rosin-based surfactant, systhesis, foam properties

中图分类号:

TQ35
TQ423

叶圣丰, 翟兆兰, 商士斌, 宋湛谦. 含偶氮苯基团的松香基阴离子表面活性剂的合成及其性能研究[J]. 林产化学与工业, 2022, 42(3): 57-64.

Shengfeng YE, Zhaolan ZHAI, Shibin SHANG, Zhanqian SONG. Synthesis and Properties of a Rosin-based Anionic Surfactant with Azobenzene Group[J]. Chemistry and Industry of Forest Products, 2022, 42(3): 57-64.

图/表 6

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含偶氮苯基团的松香基阴离子表面活性剂的合成及其性能研究

Synthesis and Properties of a Rosin-based Anionic Surfactant with Azobenzene Group

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