To obtain information about the influence of hydrogen bonding on the m
onolayer behavior and molecular packing, amphiphiles with two hydroxyl
groups attached to different positions in the alkyl chain are investi
gated at the air-water interface using K-A-isotherms, constant surface
pressure relaxation measurements and Brewster angle microscopy (BAM).
Monolayers of different racemic and enantiomeric methyl dihydroxyocta
decanoates show evidence that the position of the two hydroxyl groups
and the conformation of the molecules influence the formation and the
stability of the monolayers and lead to enantiomorphous structures. Th
e two enantiomers of methyl erythro-9,10- dihydroxyoctadecanoate form
feather-like structures which are curved clockwise or counterclockwise
as observed by Brewster angle microscopy. (C) 1998 Elsevier Science S
.A. All rights reserved.