Structural (im)perfection in antibacterial oligomers

Authors
Zhou, Zhe
ORCID
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Other Contributors
Palermo, Edmund
Ullal, Chaitanya
Ozisik, Rahmi
Bae, Chulsung
Issue Date
2020-05
Keywords
Materials engineering
Degree
PhD
Terms of Use
This electronic version is a licensed copy owned by Rensselaer Polytechnic Institute, Troy, NY. Copyright of original work retained by author.
Full Citation
Abstract
In this dissertation, we designed a fully abiotic way to synthesize discrete unimolecular weight polyolefins by using a molecular template. We synthesized discrete and unimolecular oligo(thiophene)s template with alternating sequence by iterative convergent/divergent couplings and then pendant cyclic olefin monomers are attached in the side chains. Once the Grubbs third-generation catalyst loaded in dilute DCM solution, the attached monomers underwent templated ring-opening metathesis (TROM). Then, we liberated the daughter olefin from the parent template by hydrolysis. Cyclooctenes underwent TROM to generate macrocyclic polyolefins that exactly replicate the template’s chain length. As a comparison, we treated norbornene attached template molecules in the same TROM condition, which formed linear products with styrenic groups at the chain end. Then a heterogenous template, which contains one norbornene monomer at the α chain end followed five cyclooctene monomers along the template, was synthesized. The heterogenous template molecule was treated under same TROM condition to afford the macrocyclic daughter olefin. Intertemplate metathesis can be controlled by adjusting the reaction time and concentration.
Description
May 2020
School of Engineering
Department
Dept. of Materials Science and Engineering
Publisher
Rensselaer Polytechnic Institute, Troy, NY
Relationships
Rensselaer Theses and Dissertations Online Collection
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