Journal article
Polymerization of Aniline Derivatives to Yield Poly[N,N-(phenylamino)disulfides] as Polymeric Auxochromes
Macromolecules, Vol.54(22), pp.10405-10414
11/23/2021
DOI: 10.1021/acs.macromol.1c01548
PMCID: PMC8619564
PMID: 34853482
Appears in UI Libraries Support Open Access
Abstract
Polymerizations of phenylamines with a disulfide transfer reagent to yield poly[N,N-(phenylamino) disulfides] (poly-NADs) were investigated due to their unique repeat units that resulted in conjugation along the backbone that was perturbed by the aromatic rings and gave different colors for the polymers. These polymers were synthesized from 10 different anilines and sulfur monochloride in a step-growth polymerization. The polymers were characterized by nuclear magnetic resonance spectroscopy, size exclusion chromatography-multiangle light scattering, and UV-vis spectroscopy. These polymers possessed a polymeric backbone solely consisting of nitrogen and sulfur [-N(R)SS-], which was conjugated and yielded polymers of moderate molecular weight. Most notably, these polymers were an array of colors ranging from pale yellow to a deep purple depending on the substitution of the aromatic ring. The more electron-poor systems produced lighter yellow polymers, while the electron-rich systems gave orange, green, red, and even purple polymers.
Details
- Title: Subtitle
- Polymerization of Aniline Derivatives to Yield Poly[N,N-(phenylamino)disulfides] as Polymeric Auxochromes
- Creators
- James P Grace - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United StatesEvan S Flitz - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United StatesDae Sun Hwang - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United StatesNed B Bowden - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United States
- Resource Type
- Journal article
- Publication Details
- Macromolecules, Vol.54(22), pp.10405-10414
- Publisher
- American Chemical Society
- DOI
- 10.1021/acs.macromol.1c01548
- PMID
- 34853482
- PMCID
- PMC8619564
- ISSN
- 0024-9297
- eISSN
- 1520-5835
- Grant note
- DOI: 10.13039/100000151, name: Division of Industrial Innovation and Partnerships, award: 1827336; DOI: 10.13039/100006770, name: American Chemical Society Petroleum Research Fund, award: 62097-ND
- Language
- English
- Date published
- 11/23/2021
- Academic Unit
- Chemistry
- Record Identifier
- 9984216587002771
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