Abstract

Monolayers at the air-water interface provide a model of the environment in the transition zone between the aqueous and nonaqueous components of biological membranes. As a preface to the study of mixed porphyrin systems, we have examined monolayers of several metal-free porphyrin esters, having hydrophilic groups varied in number and position on the periphery of the ring. With all the materials studied, regardless of the number and distribution of polar groups, the films formed are very rigid, with the porphyrin planes oriented vertically at the water surface. There are pronounced spectral disturbances with respect to solution in organic solvents, red shifts of as much as 70 millimicrons being observed. There are also distinct isomer effects. All results are consistent with very strong plane-plane interactions in the films at the air-water interface. The spectral disturbances are discussed in terms of these interactions.

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