Polymerization of Monolayers of 3-Substituted Pyrroles

Sigmund, Wolfgang M.; Weerasekera, G.; Marestin, Catherine; Styron, Susan D.; Zhou, Huanchun; Elsabeé, Maher Z.; Rühe, Jürgen; Wegner, Gerhard; Duran, Randolph S.

doi:10.1021/la981290o

Cited by 6 publications

(2 citation statements)

References 23 publications

(31 reference statements)

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“…[12][13][14][15] PPy derivates can be obtained by incorporating the substituent at the nitrogen or the carbon (3-position) atoms. 16,17 The polymers produced by polymerizing N-substituted pyrrole (Py) monomers usually present a regular structure because of the molecular symmetry, while irregular polymeric structures are typically derived from 3-substituted Py monomers. In addition, the substitution at the nitrogen atom is also more versatile because of the characteristics of the synthetic process.…”

Section: ' Introductionmentioning

confidence: 99%

Structural and Electronic Properties of Poly[N-(2-cyanoalkyl)pyrrole]s Bearing Small Alkyl Groups

2011

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The electronic and structural properties of poly[N-(2-cyanoalkyl)pyrrole]s bearing short alkyl groups have been investigated using different methodologies. Specifically, the electronic properties of poly[N-(2-cyanoethyl)pyrrole], which was prepared by anodic polymerization, have been determined using both electrochemical and spectroscopic techniques. On the other hand, quantum mechanical calculations on model oligomers of poly[N-(2-cyanomethyl)pyrrole] have been used to propose the conformation of an idealized polymer chain and to examine the influence of the conformation on the predicted electronic properties. Results indicated that the electronic properties of poly[N-(2-cyanoalkyl)pyrrole]s are not only influenced by effect of the conformation in the conjugation of the π-system but also by the existence of secondary oxidative processes on the pyrrole ring of selected repeating units. In this case, the combination of experimental information and quantum mechanical calculations proved to be essential to propose a structural model. This consists of a cross-linked structure formed by small branches of around nine repeating units in each one, with a carbonyl group at the last repeating unit of each branch.

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Section: ' Introductionmentioning

confidence: 99%

Structural and Electronic Properties of Poly[N-(2-cyanoalkyl)pyrrole]s Bearing Small Alkyl Groups

2011

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“…Interestingly, no pursuit was made to explore this tentative possibility. Longer alkyl chain derivatives have been prepared both electrochemically [16] and chemically [17] and studied, howbeit, primarily with the goal of elucidating the doping mechanism of this class of polymers [Error! Bookmark not defined.,18].…”

Section: Introductionmentioning

confidence: 99%

Multielectrochromism of redox states of thin electropolymerised films of poly(3-dodecylpyrrole) involving a black coloured state

Jarosz

Brzeczek

Walczak

et al. 2014

Electrochimica Acta

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Please cite this article as: T. Jarosz, A. Brzeczek, K. Walczak, M. Lapkowski, W. Domagala, Multielectrochromism of redox states of thin electropolymerised films of poly(3-dodecylpyrrole) involving a black coloured state, Electrochimica Acta (2014), http://dx.doi.org/10. 1016/j.electacta.2014.06.018 This is a PDF file of an unedited manuscript that has been accepted for publication. As a service to our customers we are providing this early version of the manuscript. The manuscript will undergo copyediting, typesetting, and review of the resulting proof before it is published in its final form. Please note that during the production process errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain. Abstract:Thin films of poly(3-dodecylpyrrole) have been found to yield multi-electrochromic characteristics. Optimisation of the polymer electrodeposition process enabled fabrication of layers exhibiting three distinct colourations at different oxidation levels. Coupled EPR-UV-Vis-NIR spectroelectrochemistry enabled correlation of these colour changes with the formation and decay of polaron and bipolaron charge carriers, offering an insight into the mechanism of doping / dedoping processes taking place in this polymer. The ionisation potential of the polymer was found to be very low, with valence band edge located at -3.7 eV, explaining the relative oxidation ease of the polymer and accounting for an ample number of spins present in the electrochemically dedoped polymer film. Maximum optical contrast of up to 15% and a visible light range averaged one of 10% was observed. Dynamic colour switching contrast of 10% is attainable at 5 s switching time, while switching steps as short as 0.5 s afford 6% contrast value.The fully oxidised polymer features broad UV-Vis absorption, making the system an interesting candidate for transmissive-to-black electrochromic devices.

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Conducting Polymers

Uribe

Palma-Cando

2022

Kirk-Othmer Encyclopedia of Chemical Technology

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This article gives valuable information about the history and the different families, synthesis, and characteristics of the most used conducting polymers, namely, polyphenylenes, polypyrroles, polythiophenes, poly(arylene‐vinylenes), polyanilines, and polycarbazoles, and diverse conducting polymers (liquid crystalline conducting polymers (LCCPs), conducting polymer blends, composites, and colloids). Also discussed are the information about the fundamental aspects of the conducting process including charge carriers, doping processes, optical properties, and electrical conduction properties and, finally, the practical information regarding stability and applications.

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Polymerization of Monolayers of 3-Substituted Pyrroles

Cited by 6 publications

References 23 publications

Structural and Electronic Properties of Poly[N-(2-cyanoalkyl)pyrrole]s Bearing Small Alkyl Groups

Structural and Electronic Properties of Poly[N-(2-cyanoalkyl)pyrrole]s Bearing Small Alkyl Groups

Multielectrochromism of redox states of thin electropolymerised films of poly(3-dodecylpyrrole) involving a black coloured state

Conducting Polymers

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