Controlling Self-Assembled Monolayer Morphology with Dipolar Interactions: Preparation, STM Image Analysis and Simulations of 1,5-(Disubstituted)-Anthracene Monolayers

Tong, Wenjun

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Year:: 2009
Contributor:: Tong, Wenjun (creator); Zimmt, Matthew (director); Seto, Christopher (reader); Suggs, J. William (reader); Brown University. Chemistry (sponsor)
Genre:: theses
Subject:: Self-assembled Monolayer; Simulation; STM; Dipolar Interaction
Extent:: xxxiii, 316 p.
DOI: https://doi.org/10.7301/Z00863KZ

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Abstract:: A series of 1,5-bis(alkoxymethyl) anthracene derivatives was designed and synthesized for development of structure - monolayer morphology relationships. The morphologies and unit cells of the self-assembled monolayers (SAMs) formed by these molecules at the solution graphite interface were determined using scanning tunneling microscopy (STM). The presence of ether groups and/or difluoromethylene (-CF2-) groups in the side chains alters the SAM morphology in position specific ways. A dipolar lock and key model was developed that explains the relationship between SAM morphology and two properties of self-repulsive side chains: length and location of a key dipolar group. Guided by this model, several pairs of molecules with complementary side chains were prepared and used for self assembly of two component, spatially patterned monolayers. The development of the lock and key model was aided by MM+ simulations of monolayer sections on graphene sheets. The relative orderings of the MM+ derived self-assembly energies for the morphologies each compound could form were in excellent agreement with the experimental STM results.
Notes:: Thesis (Ph.D.) -- Brown University (2010)

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Tong, Wenjun, "Controlling Self-Assembled Monolayer Morphology with Dipolar Interactions: Preparation, STM Image Analysis and Simulations of 1,5-(Disubstituted)-Anthracene Monolayers" (2009). Chemistry Theses and Dissertations. Brown Digital Repository. Brown University Library. https://doi.org/10.7301/Z00863KZ

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Chemistry Theses and Dissertations

Theses and Dissertations for the Chemistry department.
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