Synthesis and amphiphilic properties of decanoyl esters of tri- and tetraethylene glycol.
Well-defined decanoyl triethylene glycol ester and decanoyl tetraethylene glycol ester were synthesized and compared to their ether counterparts (C(10)E(4) and C(10)E(3)). Their physicochemical properties i.e. critical micelle concentrations (CMC), cloud points, and equilibrium surface tensions were determined. Binary water-surfactant phase behavior was also studied by polarized optical microscopy. The stability of the ester bond was determined by investigating alkaline hydrolysis of the compounds. It was found that CMC, cloud point and equilibrium surface tension are roughly the same for corresponding ethers and esters. In the binary diagram, the esters form only lamellar phases, the area of which is smaller than that of the ether counterparts. These different behaviors can be related to the modification of the molecular conformation induced by the replacement of the ether group by the ester group.
Zhu
Ying
Y
LCOM, Equipe Oxydation et Formulation, UMR CNRS 8009, ENSCL BP 108, F-59652 Villeneuve d'Ascq Cedex, France.
Molinier
Valérie
V
Queste
Sébastien
S
Aubry
Jean-Marie
JM
D002152:Calorimetry, Differential Scanning; D003651:Decanoates / Q000138:chemical synthesis* / Q000737:chemistry*; D004987:Ethers / Q000737:chemistry; D006868:Hydrolysis; D011092:Polyethylene Glycols / Q000737:chemistry*; D013500:Surface Tension; D013501:Surface-Active Agents / Q000737:chemistry*
D003651:Decanoates; D004987:Ethers; D013501:Surface-Active Agents; C028914:triethylene glycol; D011092:Polyethylene Glycols