Synthesis of Natural Tea-Saponin-Based Succinic Acid Sulfonate as Anionic Foaming Agent

被引:7
作者
Fan, Zexia [1 ]
Deng, Zhiyu [1 ]
Wang, Tengfei [1 ]
Yang, Weipeng [1 ]
Wang, Kun [1 ]
机构
[1] China Univ Petr East China, Sch Oilfield & Gas Dev, 66 Changjiangxi Rd, Qingdao 266580, Shandong, Peoples R China
关键词
Tea saponin; Synthesis; Esterification; Sulfonation; Foaming properties; PLANT CAMELLIA-SINENSIS; BIOACTIVE SAPONINS; TRITERPENE OLIGOGLYCOSIDES; VAR; ASSAMICA; ROOT EXTRACT; LEAF SAPONIN; SEEDS; GLYCOSIDES; LEAVES; ESTERIFICATION;
D O I
10.1002/jsde.12027
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Tea saponin (TS) is a relatively inexpensive natural nonionic surfactant extracted from parts of tea plants, which can be modified into an anionic surfactant to achieve better surface activity. In this paper, the synthesis of TS-based succinic acid sulfonate as an anionic foaming agent is described. TS used as the hydrophobic source was modified by maleic anhydride (MAH) and then reacted with sodium bisulfite. Orthogonal experiment of a 2-step reaction was designed and performed, resulting in 9 kinds of succinic acid tea-saponin sulfonate (STS). 4-Dimethylaminopyridine and tetrabutylammonium bromide were, respectively, used as catalyst for the esterification with MAH and the sulfonation with sodium bisulfite. During the synthesis process, N,N-dimethylformamide was employed as the solvent and ethyl acetate as the extractant. The molecular structure of STS was confirmed by infrared spectroscopy and mass spectrometry. The foaming property of STS was investigated through comparison with different kinds of common surfactants. The results show great prospects of these environmentally friendly anionic surfactants.
引用
收藏
页码:303 / 312
页数:10
相关论文
共 28 条
[1]   Anti-inflammatory activity of tea (Camellia sinensis) root extract [J].
Chattopadhyay, P ;
Besra, SE ;
Gomes, A ;
Das, M ;
Sur, P ;
Mitra, S ;
Vedasiromoni, JR .
LIFE SCIENCES, 2004, 74 (15) :1839-1849
[2]   Efficient improvement of surface activity of tea saponin through Gemini-like modification by straightforward esterification [J].
Feng, Jin ;
Chen, Ying ;
Liu, Xin ;
Liu, Songbai .
FOOD CHEMISTRY, 2015, 171 :272-279
[3]   2-Ethylhexanol Derivatives as Nonionic Surfactants: Synthesis and Properties [J].
Hreczuch, Wieslaw ;
Dabrowska, Karolina ;
Chrusciel, Arkadiusz ;
Sznajdrowska, Agata ;
Materna, Katarzyna .
JOURNAL OF SURFACTANTS AND DETERGENTS, 2016, 19 (01) :155-164
[4]   Synergism and foaming properties in binary mixtures of a biosurfactant derived from Camellia oleifera Abel and synthetic surfactants [J].
Jian, Hong-lei ;
Liao, Xiao-xia ;
Zhu, Li-wei ;
Zhang, Wei-ming ;
Jiang, Jian-xin .
JOURNAL OF COLLOID AND INTERFACE SCIENCE, 2011, 359 (02) :487-492
[5]  
Kitagawa I, 1998, CHEM PHARM BULL, V46, P1901, DOI 10.1248/cpb.46.1901
[6]   Isotheasaponins B1-B3 from Camellia sinensis var. sinensis tea leaves [J].
Kobayashi, Keiko ;
Teruya, Toshiaki ;
Suenaga, Kiyotake ;
Matsui, Yoko ;
Masuda, Hideki ;
Kigoshi, Hideo .
PHYTOCHEMISTRY, 2006, 67 (13) :1385-1389
[7]  
Li D., 2012, APPL CHEM IND, V10, P032
[8]   Triterpenoid saponins from the roots of tea plant (Camellia sinensis var. assamica) [J].
Lu, Y ;
Umeda, T ;
Yagi, A ;
Sakata, K ;
Chaudhuri, T ;
Ganguly, DK ;
Sarma, S .
PHYTOCHEMISTRY, 2000, 53 (08) :941-946
[9]   Quantitative Analysis of Saponins in a Tea-Leaf Extract and Their Antihypercholesterolemic Activity [J].
Matsui, Yoko ;
Kobayashi, Keiko ;
Masuda, Hideki ;
Kigoshi, Hideo ;
Akao, Makoto ;
Sakurai, Hidetoshi ;
Kumagai, Hitomi .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2009, 73 (07) :1513-1519
[10]   Triterpene saponins with gastroprotective effects from tea seed (the seeds of Camellia sinensis) [J].
Morikawa, T ;
Li, N ;
Nagatomo, A ;
Matsuda, H ;
Li, X ;
Yoshikawa, M .
JOURNAL OF NATURAL PRODUCTS, 2006, 69 (02) :185-190