Shape-directed Multi-component Self-assembled Monolayers: Progress toward Molecular Templates with Tunable Spacing and 2-D Polymeric Structure

Yang, Yan

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Overview

Year:: 2016
Contributor:: Yang, Yan (creator); Zimmt, Matthew (Director); Williard, Paul (Reader); Seto, Christopher (Reader); Brown University. Chemistry (sponsor)
Genre:: theses
Subject:: self-assembled monolayers; shape recognition; anthracene derivatives; surface cross-linking; polydiacetylene; Scanning tunneling microscopy
Extent:: 22, 226 p.
DOI: https://doi.org/10.7301/Z0R49P6N

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Description

Abstract:: Scanning tunneling microscopy (STM) at the solid-liquid interface enables structural characterization of monolayers and affords insights into kinetic and thermodynamic influences on the self-assembly process. Using STM and strategies from supramolecular chemistry, it is possible to design, probe and optimize the self-assembly of multi-component monolayers exhibiting complex architectures. 1,5-substituted anthracene derivatives with various side chain lengths and shapes have been prepared and self-assembled into compositionally patterned multi-component monolayers. (i) A two-component system, {33,19} and {192}, was designed in an attempt to assemble monolayers with adjustable mean spacings between “1-D strips” formed from shape self-selective side chain ({33}) embedded in a matrix of the second component as “diluents”. (ii) Self-assembly and cross-linking of monolayers containing side chains with two diacetylene units spaced by an odd number of methylene units have been investigated. Monolayers outfitted with bulged side chains self-assemble with high selectivity and fidelity by optimizing bulge stacking, similar to stacking of paper cups. Monolayers with side chain diacetylenes separated by five methylene units readily undergo UV-induced polymerization within the diacetylene stacks. Cross-linking of two-component monolayers generates linear polydiacetylene alternating copolymers and 2-D grids of patterned polydiacetylene copolymers.
Notes:: Thesis (Ph.D. -- Brown University (2016)

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Rights: In Copyright
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Citation

Yang, Yan, "Shape-directed Multi-component Self-assembled Monolayers: Progress toward Molecular Templates with Tunable Spacing and 2-D Polymeric Structure" (2016). Chemistry Theses and Dissertations. Brown Digital Repository. Brown University Library. https://doi.org/10.7301/Z0R49P6N

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Chemistry Theses and Dissertations

Theses and Dissertations for the Chemistry department.
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