Efficient solvent-free cationization of alkylpolyglycoside based surfactant compositions using natural glycine betaine

被引:11
作者
Perusse, D. [1 ,2 ]
Guegan, J. P. [1 ,2 ]
Rolland, H. [3 ]
Guilbot, J. [3 ]
Benvegnu, T. [1 ,2 ]
机构
[1] Ecole Natl Super Chim Rennes, CNRS, UMR 6226, 11 Allee Beaulieu,CS 50837, F-35708 Rennes 7, France
[2] Univ Europeenne Bretagne, Bretagne, France
[3] SEPPIC, 127 Chemin Poudrerie,BP 90128, F-81105 Castres, France
关键词
OIL;
D O I
10.1039/c5gc02214b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We describe here a new strategy for the preparation of 100% bio-based sugar based cationic surfactants using glycine betaine butyl ester as the cationizing agent. We first studied NaHCO3-catalyzed transesterification reactions of pure fatty alcohols and equimolar mixtures of alkyl glucosides or xylosides and fatty alcohols. Using solvent-free processes, moderate to high levels of cationization (48-90%) concerning both fatty alcohols and carbohydrates, were obtained with a certain regioselectivity toward C6 and/or C3 positions in the D-glucose and D-xylose series. This synthetic approach can also be extended to commercial alkylpolyglycosides containing large proportions of fatty alcohols (90-96%) to provide original cationized glycoside compositions, as (co-)emulsifiers.
引用
收藏
页码:1664 / 1673
页数:10
相关论文
共 18 条
[11]   VARIABLES AFFECTING THE YIELDS OF FATTY ESTERS FROM TRANSESTERIFIED VEGETABLE-OILS [J].
FREEDMAN, B ;
PRYDE, EH ;
MOUNTS, TL .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1984, 61 (10) :1638-1643
[12]   Determination of the DS and substituent distribution of cationic alkyl polyglycosides and cationic starch ethers by GLC after dealkylation with morpholine [J].
Goclik, V ;
Mischnick, P .
CARBOHYDRATE RESEARCH, 2003, 338 (08) :733-741
[13]  
Goursaud F, 2008, GREEN CHEM, V10, P310, DOI 10.1039/b713429k
[14]   Direct conversion of wheat bran hemicelluloses into n-decyl-pentosides [J].
Marinkovic, Sinisa ;
Estrine, Boris .
GREEN CHEMISTRY, 2010, 12 (11) :1929-1932
[15]  
Perusse D., 2015, [No title captured], Patent No. [WO 2015078890(A1), 2015078890]
[16]   Alkyl-imidazolium glycosides: non-ionic-cationic hybrid surfactants from renewable resources [J].
Salman, Abbas Abdulameer ;
Tabandeh, Mojtaba ;
Heidelberg, Thorsten ;
Hussen, Rusnah Syahila Duali ;
Ali, Hapipah Mohd .
CARBOHYDRATE RESEARCH, 2015, 412 :28-33
[17]   Synthesis and surface and antimicrobial properties of novel cationic surfactants [J].
Viscardi, G ;
Quagliotto, P ;
Barolo, C ;
Savarino, P ;
Barni, E ;
Fisicaro, E .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (24) :8197-8203
[18]  
[No title captured]