Type
Text
Type
Thesis
Advisor
Goroff, Nancy S | Parker, Kathlyn | Drueckhammer, Dale.
Date
2014-12-01
Keywords
Chemistry
Department
Department of Chemistry.
Language
en_US
Source
This work is sponsored by the Stony Brook University Graduate School in compliance with the requirements for completion of degree.
Identifier
http://hdl.handle.net/11401/77107
Publisher
The Graduate School, Stony Brook University: Stony Brook, NY.
Format
application/pdf
Abstract
Cocrystallization is a method employed to orient diynes to achieve the appropriate parameters for topochemical polymerization. Using this technique, poly(diiododiacetylene) (PIDA) and 4-(Iodobuta-1,3-diyn-1-yl)benzoic acid are crystalized into their polymeric forms. The weak C-I bonds in PIDA have shown to break easily with Lewis bases like pyrrolidine and iodide. With the use of multiple deiodinating agents, PIDA has also shown to absorb the heteroatoms of present reducing agents in the final amorphous carbon product. Using sodium azide as a deiodinating agent, it has been theorized that nitrogen would incorporate into PIDA and produce a precursor to a carbon-nitride material based off of previous experiments. Push-pull diynes are meant to narrow the band gap between a molecule's HOMO and LUMO. Efforts were made to modify the synthesis of the push-pull diyne, 4-(Iodobuta-1,3-diyn-1-yl)benzoic acid. Previous work in the esterification of 4-bromobenzoic acid as well as the Sonogashira coupling reactions on t-butyl 4-bromobonzoate gave unsatisfactory yields. Different halogen moieties as well as different methods of esterification were explored. | 75 pages
Recommended Citation
Eren, Gizem, "Nitrogen Incorporation into Poly(diiododiacetylene) and Attempts Towards Synthesizing Push-Pull Diynes" (2014). Stony Brook Theses and Dissertations Collection, 2006-2020 (closed to submissions). 2944.
https://commons.library.stonybrook.edu/stony-brook-theses-and-dissertations-collection/2944