Diphenylphosphino-substituted diphenylpolyenes for applications in nonlinear optics

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Abstract
The design of new organic chromophores with enhanced nonlinear optical (NLO) response over the past several years has focused on several structure-property relationship paradigms. The extension of the conjugation sequence leads to increases in both the second order and third order hyperpolarizabilities. Electron-donating or withdrawing substituents also affect the electron distribution along the conjugation sequence, and such substitution has been utilized in concert with the conjugation length dependence to tailor the molecular absorptivities and polarizabilities. In addition, previous studies of the NLO properties of organic chromophores have shown enhancement of the NLO response when second row elements replace first row elements in the structure. Various substituted amino groups have been used extensively in the design of both second and third order chromophores as strong donor groups. However, to date there have been no systematic studies of the effect of replacing P for N in various chromophore functionalities. In this presentation we will discuss the syntheses of several new chromophores with diphenylphosphino substituents, and compare their structure-property relationships to the equivalent, and more familiar, diphenylamino-substituted chromophores. In particular we will focus on their respective absorption properties in the visible portion of the spectrum, and the possible consequences for NLO applications.

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