Accessing diynes containing thiocyanate end-groups en route towards  polydiacetylenes

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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

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Citation

Sundberg, Oskar Erik, “Accessing diynes containing thiocyanate end-groups en route towards  polydiacetylenes,” Wagner College Digital Collections, accessed December 2, 2021, https://wagnercollections.omeka.net/items/show/19119.