n-cycloparaphenylenes ([n]CPP) are n para linked benzene rings (n being the number of benzene units) with size-dependent electronic properties.[1] These nanohoops are candidates for molecular sensing, organic field-effect transistors and organic photovoltaics. We have simulated atomistic morphologies of these nanohoops and predicted charge-transport of a series of [n]CPPs between [5]CPP - [12]CPP. Using Molecular Dynamics simulations, we explored the n-dependence of bulk properties, such as structural order and paracrystallinity. Charge-transfer of [5]CPP – [12]CPPs were modeled based on Marcus rate theory, and charge-carrier dynamics simulations were performed using kinetic Monte Carlo methods.[2,3] We report the structure-property relationships between the molecular size, structural order and charge-transport properties (electronic-coupling, energetic disorder and charge-carrier mobilities). [1] E. R. Darzi and R. Jasti, Chem. Soc. Rev., 2015 DOI: 10.1039/C5CS00143A. [2] I. Yavuz, B. N. Martin, J. Park, and K. N. Houk, J. Am. Chem. Soc., 2015, 137, 2856–2866. [3] V. Rühle, A. Lukyanov, F. May, M. Schrader, T. Vehoff, J. Kirkpatrick, B. Baumeier, and D. Andrienko, J. Chem. Theory Comput., 2011, 7, 3335–3345.

Predicting atomistic morphologies and charge-transport of [5]-[12]cycloparaphenylene

251st National Meeting (2016)

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