Rapeseed lecithin hydroxylation by chlorine replacing with hydroxyl groups in chlorinated phospholipids.
Rapeseed lecithin ethanol soluble fraction (LESF) was hydroxylated with 30% hydrogen peroxide in the presence of acetic acid. The product was compared to the one obtained by method based on nucleophilic substitution reaction of phospholipids chlorine derivatives. In this approach, hydrogen chloride was added to double bonds in unsaturated acyl groups of phospholipids. Next, chlorine was replaced with hydroxyl groups via the alkaline hydrolysis of chlorine derivatives. The surface active properties of the products obtained with the usage of two methods of rapeseed LESF hydroxylation were determined. The minimal surface tension (eta(min), mN/m) and the critical micelle concentration (CMC, g/L) of LESF hydroxylated with hydrogen peroxide (20.2 mN/m, 6.0 g/L) and obtained by chlorine replacing with hydroxyl groups in chlorinated phospholipids (25.0 mN/m, 9.8 g/L) were compared to LESF (31.8 mN/m, 17.8 g/L). Hydroxylated LESF obtained by lecithin chlorination and chlorine replacing with hydroxyl groups in the chlorine derivatives has no peroxides and the good surface active properties. The product as an effective emulsifier can be used in pharmacy and cosmetics.
Department of Drug Technology, Medical University of Silesia, Jedności 8, 41-200 Sosnowiec, Poland. mgorecki@sum.edu.pl
Michał
M
Górecki
Marian
M
Sosada
Monika
M
Boryczka
Pawel
P
Fraś
Beata
B
Pasker
D000085:Acetates / Q000737:chemistry; D029741:Brassica rapa / Q000737:chemistry*; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D006861:Hydrogen Peroxide / Q000737:chemistry; D006900:Hydroxylation; D054709:Lecithins / Q000737:chemistry*; D010743:Phospholipids / Q000737:chemistry*
D000085:Acetates; D006843:Hydrocarbons, Chlorinated; D054709:Lecithins; D010743:Phospholipids; D006861:Hydrogen Peroxide