The unique features of the phosphonium salts as functional materials were r
eviewed. Emphasis was placed on the comparison between the phosphonium salt
s and the commonly available quaternary ammonium salts with the same struct
ure except for positively-charged heteroatoms. The antimicrobial activity o
f onium salts with different long-chain segments was described, with specia
l reference to structure-activity relationships. An unexpected relation bet
ween the antibacterial activity and the aggregation behavior in aqueous sol
ution (i.e. lyotropic liquid-crystalline property) was revealed through the
systematic studies on antibacterial activity of the phosphonium salts as a
novel class of cationic biocides. The phosphonium salts can act as thermot
ropic liquid crystals in spite of the amphiphiles being without a rigid cor
e. This work has shown for the first time that a multilayer self-assembly,
which is formed by the phosphonium salts, acts as a polar thin film with di
polar order. The existence of two-dimensional self-assembled atomic layers
with spontaneous polarization was revealed through the evaluation of second
-order nonlinear optical properties of solid-state layered thin films which
are built by phosphonium liquid crystals. In an ionic layer within the mul
tilamellar assembly, it was found that spontaneous polarization occurs para
llel to the layer plane because of the, ferroelectric ordering of ion pairs
as an electric dipole. In the theoretical calculations, the generation of
in-plane polar structure was assumed to originate from the variety of bondi
ng manners of phosphorus atom. Furthermore, polar order of the phosphonium
thin films was enhanced by application of an external electric field. Such
polarization treatment seems to lead to alignment of the spontaneous polari
zation of the ionic layers resulting from the rearrangement of the ions. In
addition, it was found that introduction of bivalent metal and trivalent r
are-earth ions into the amphiphiles leads to enhancement of the thermal pro
perties. The metal-containing complexes showed a stable liquid-crystalline
phase, and exhibited a distinct polymorphism. in the smectic A phase and a
unique structure in the self-organization.