Poly(3,4‐ethylenedioxythiophene) (PEDOT) prepared via electrochemical polymerization of EDOT, 2,2′‐Bis(3,4‐ethylenedioxythiophene) (BiEDOT), and their TMS derivatives

Sotzing, Gregory A.; Reynolds, John R.; Steel, Peter J.

doi:10.1002/adma.19970091005

Cited by 172 publications

(152 citation statements)

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“…PEDOT is presently used for charge dissipation coating [20] and in electrochromic devices because of its significantly transparent oxidized state and opaque, deep blue, reduced state [21]. Furthermore, PEDOT also shows a high conductivity (200 S·cm -1 ) [22]. Generally, indium tin oxide (ITO) has been employed as the substrate in electrochromic devices [20,21].…”

Section: Introductionmentioning

confidence: 99%

Photopolymerization of electroactive film applied to full polymer electrochromic device

Chang¹,

Yang²

2017

Express Polym. Lett.

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Abstract. Electroactive films of thiophene-acrylate polymers were simultaneously photopolymerized by means of ultraviolet (UV) irradiation using diphenyliodonium hexafluorophosphate and acrylate special photoinitiators (PIs) as a mixed photoinitiator. Free radicals from PIs can promote cationic polymerization of thiophenes. Electrical conductivity and transmittance of the electroactive film are high to 10 -2 S·cm -1 and >90%. Electroactivity of the photopolymerized polymer film was confirmed by electro-polymerization of aniline on this film in aqueous solution and employed to assemble a full polymer electrochromic device having a superior optical contrast of 36.6%.

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Section: Introductionmentioning

confidence: 99%

Photopolymerization of electroactive film applied to full polymer electrochromic device

Chang¹,

Yang²

2017

Express Polym. Lett.

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“…In a first step two commercially available ethyldioxythiophnes (EDOT, 50) were coupled following a literature procedure. [243] EDOT was lithiated with n-butyllithium in tetrahydrofuran and insitu coupled in an Ullmann coupling with copper(II) chloride. The crude was purified by column chromatography with silica gel to afford the desired BiEDOT 51 as white crystals in 75% yield.…”

Section: Synthesis Of Functionalized Acetylenesmentioning

confidence: 99%

Shape‐Switchable Azo‐Macrocycles

et al. 2009

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The synthesis of four shape‐switchable macrocycles comprising different peripheral substituents is described. The macrocycles 1–4 consist of m‐terphenyl semicircles interlinked by two azo joints. These macrocycles were assembled from nitro‐functionalized m‐terphenyl moieties through reductive dimerization. The semicircles were assembled through Suzuki cross‐coupling reactions. The molecular weights of the macrocycles were determined by vapour pressure osmometry, because mass spectrometry failed in the cases of 2 and 3. The E → Z photoisomerization reactions were analysed by UV/Vis spectroscopy complemented by 1H NMR studies. A very slow thermal back‐reaction indicated considerable stabilization of the Z isomer. The reduced efficiency of the thermal back‐reaction probably arises from the reduced degree of freedom due to the mechanical interlinking of the two azo groups. The photostationary state consisted of all‐Z (85 %) and all‐E isomers (15 %). The E → Z transformation induced by irradiation displayed simple exponential kinetics, which indicates pairwise switching of the two azo groups in a macrocycle, at least on the timescale under investigation. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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“…To date, the only EDOT oligomers that have been isolated and reported in the literature are 2,2Ј:5Ј,2Љ-tris-EDOT, 7 and 2,2Ј-bis-EDOT. 8 Indeed, as compared to ␤,␤Ј-unsubstituted oligothiophenes, EDOT oligomers are more electron rich, due to the addition of electron donating ethylenedioxy groups and therefore have a lower oxidation potential. The substitution also causes the optical absorption spectrum to be red-shifted, which is promising for organic solar cell applications, for which the collection of the low-energy part of the solar spectrum is a major issue.…”

Section: Introductionmentioning

confidence: 99%

A joint theoretical and experimental study on the electronic properties of phenyl-capped 3,4-ethylenedioxythiophene oligomers

Osikowicz

Gon

Crispin

et al. 2003

The Journal of Chemical Physics

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Document VersionPublisher's PDF, also known as Version of Record (includes final page, issue and volume numbers)Please check the document version of this publication:• A submitted manuscript is the author's version of the article upon submission and before peer-review. There can be important differences between the submitted version and the official published version of record. People interested in the research are advised to contact the author for the final version of the publication, or visit the DOI to the publisher's website.• The final author version and the galley proof are versions of the publication after peer review.• The final published version features the final layout of the paper including the volume, issue and page numbers. Link to publication Citation for published version (APA):Osikowicz, W., Denier van der Gon, A. W., Crispin, X., Jong, de, M. P., Friedlein, R., Groenendaal, L., ... Salaneck, W. R. (2003). A joint theoretical and experimental study on the electronic properties of phenyl-capped 3,4-ethylenedioxythiophene oligomers. Journal of Chemical Physics, 119(19), 10415-10420. DOI: 10.1063/1.1617273 General rightsCopyright and moral rights for the publications made accessible in the public portal are retained by the authors and/or other copyright owners and it is a condition of accessing publications that users recognise and abide by the legal requirements associated with these rights.• Users may download and print one copy of any publication from the public portal for the purpose of private study or research.• You may not further distribute the material or use it for any profit-making activity or commercial gain • You may freely distribute the URL identifying the publication in the public portal ? Take down policyIf you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediately and investigate your claim. The electronic structure of a series of phenyl-capped 3,4-ethylenedioxythiophene oligomers has been studied using ultraviolet photoelectron spectroscopy ͑UPS͒ in combination with theoretical calculations. The calculations were performed for isolated oligomers within the framework of density-functional theory, using the BeckeϩLee-Yang-Parr exchange-correlation functional. Excellent agreement between the UPS spectra and the quantum-chemical calculations allowed for unambiguous interpretation of the results. We use the asymptotic extension of electronic properties of oligomers to discuss the electronic structure of neutral poly͑3,4-ethylenedioxythiophene͒. In addition, experimentally determined ionization potentials for thin films prepared by vapor deposition and spin coating are reported, and are found to depend on the preparation method. The discrepancy is assigned to differences in the molecular packing.

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Poly(3,4‐ethylenedioxythiophene) (PEDOT) prepared via electrochemical polymerization of EDOT, 2,2′‐Bis(3,4‐ethylenedioxythiophene) (BiEDOT), and their TMS derivatives

Cited by 172 publications

References 16 publications

Photopolymerization of electroactive film applied to full polymer electrochromic device

Photopolymerization of electroactive film applied to full polymer electrochromic device

Shape‐Switchable Azo‐Macrocycles

A joint theoretical and experimental study on the electronic properties of phenyl-capped 3,4-ethylenedioxythiophene oligomers

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