Thin coatings of photoresponsive, pyrimidine-terminated molecules, attached
to gold or quartz substrates in contact with water, undergo dimerization a
nd wettability changes when irradiated with UV light at 280 and 240 nm. Sel
f-assembled monolayers of long chain thymine-terminated thiols give the lar
gest, reversible photoinduced contact angle changes. The latter are caused
by a decrease in surface charge as the thymine monomer dimerizes upon irrad
iation, a process which is accompanied by an increase in the acidity consta
nt of the dimer. Uracil self-assembled monolayers photodimerize but do not
photocleave; there is an irreversible change in contact angle. Spin-cast fi
lms of thymines give smaller contact angle changes, the maximum values corr
esponding to films which are composed of a mixture of crystalline and amorp
hous states.