Accessing diynes containing thiocyanate end-groups en route towards polydiacetylenes
Dublin Core
Title
Accessing diynes containing thiocyanate end-groups en route towards polydiacetylenes
Description
The synthesis of diynes with sulfur-containing end groups was explored en route towards accessing novel polydiacetylenes (PDAs), a class of conjugated polymers with conductive properties. Diynes containing thiophene and thiocyanate end-groups have been targeted, with the latter being the focus of this project. Thiocyanate (SCN) end-groups are expected to impact the electronic properties of the polymerized system because of the resonance-stabilization and electronic effects of these groups. Efforts to synthesize 1,4-dithiocyanatobuta-1,3-diyne have yielded promising results, with 13C NMR data containing peaks that correspond well with predicted spectra. Additional characterization is needed to confirm isolation of this novel diyne before polymerization can be fully explored. Computational simulation of chemical shifts was explored to complement the experimental and predicted NMR spectra. Removal of trace solvents such as triethylamine has proven troublesome, thus complicating initial polymerization efforts. However, recent spectroscopic data indicates successful isolation of the diyne that would facilitate future polymerization attempts.
Creator
Sundberg, Oskar Erik
Date
5/1/2019
Contributor
Dr. Racquel DeCicco
Chemistry
Rights
U.S. and international copyright laws may protect this work. It is provided by Wagner College for scholarly or research purposes only. Commercial use or distribution is not permitted without prior permission of the copyright holder.
Format
application/pdf
Language
eng
Type
text
Identifier
2019_Chemistry_SeniorArtifact
Rights Holder
Wagner College, Staten Island, NY
Document Item Type Metadata
Original Format
Abstract
Date Digital
2019
Collection
Citation
Sundberg, Oskar Erik, “Accessing diynes containing thiocyanate end-groups en route towards polydiacetylenes,” Wagner College Archives and Special Collections, accessed March 28, 2024, https://wagnercollections.omeka.net/items/show/19119.