An amine-containing diacetylenic amphiphile was prepared from pentacos
a-10,12-diynoic acid. Its monolayer properties as a floating Langmuir
film were investigated. As a classic long chain amphiphile, condensed
monolayers of pentacosa-10,12-diynylamine exhibited high collapse pres
sures and a solid-like character stable against compressive creep. A l
imiting molecular area of 23 Angstrom A(2)/molecule was found, consist
ent with other single chain diacetylenic amphiphiles. Isothermal compr
ession studies showed a distinct transition in monolayer organization
from a disordered to an ordered or solid film below a molecular area o
f 25 Angstrom A(2)/molecule. The nature of the film behavior at molecu
lar areas greater than the transition to the solid could be manipulate
d by adjusting the subphase pH and/or the dissolved anion.