Iron-Catalyzed Polymerization of Alkoxysulfonate-Functionalized 3,4-Ethylenedioxythiophene Gives Water-Soluble Poly(3,4-ethylenedioxythiophene) of High Conductivity

Karlsson, Roger H.; Herland, Anna; Hamedi, Mahiar; Wigenius, Jens; Åslund, Andreas; Liu, Xianjie; Fahlman, Mats; Inganäs, Olle; Konradsson, Peter

doi:10.1021/cm801512r

Cited by 110 publications

(146 citation statements)

References 27 publications

Supporting

Mentioning

141

Contrasting

Order By: Relevance

“…This method modified PEDOT with salt group provided a simple means of displaying fast switching time and high coloration efficiency and had been found effective in electrochromic devices [31].…”

Section: Introductionmentioning

confidence: 99%

Aqueous electrosynthesis of an electrochromic material based water-soluble EDOT-MeNH2 hydrochloride

et al. 2016

View full text Add to dashboard Cite

. (2016). Aqueous electrosynthesis of an electrochromic material based water-soluble EDOT-MeNH2 hydrochloride. Synthetic Metals, 211 147-154. Aqueous electrosynthesis of an electrochromic material based watersoluble EDOT-MeNH2 hydrochlorideAbstract 2'-Aminomethyl-3,4-ethylenedioxythiophene (EDOT-MeNH2) showed unsatisfactory results when its polymerization occurred in organic solvent in our previous report. Therefore, a water-soluble EDOT derivative was designed by using hydrochloric modified EDOT-MeNH2 (EDOT-MeNH2·HCl) and electropolymerized in aqueous solution to form the corresponding polymer with excellent electrochromic properties. Moreover, the polymer was systematically explored, including electrochemical, optical properties and structure characterization. Cyclic voltammetry showed low oxidation potential of EDOT-MeNH2·HCl (0.85 V) in aqueous solution, leading to the facile electrodeposition of uniform the polymer film with outstanding electroactivity. Compared with poly(2′-aminomethyl-3,4-ethylenedioxythiophene) (PEDOTMeNH2), poly(2′-aminomethyl-3,4-ethylenedioxythiophene salt) (PEDOT-MeNH3 +A-) revealed higher efficiencies (156 cm2 C-1), lower bandgap (1.68 eV), and faster response time (1.4 s). Satisfactory results implied that salinization can not only change the polymerization system, but also adjust the optical absorption, thereby increase the electrochromic properties.

show abstract

Section: Introductionmentioning

confidence: 99%

Aqueous electrosynthesis of an electrochromic material based water-soluble EDOT-MeNH2 hydrochloride

et al. 2016

View full text Add to dashboard Cite

show abstract

“…Since the first watersoluble conducting polymers 14,15 were reported, water-soluble PEDOT derivatives have been enabled for example through poly(4-(2,3-dihydrothieno [3,4-b]- [1,4]dioxin-2-yl-methoxy)-1-butanesulfonic acid, sodium salt (PEDOT-S). [16][17][18][19] We recently demonstrated human epithelial cell detachment using a PEDOT-S:H thin film. 20 In PEDOT-S:H, Na + has during synthesis been replaced by H + (or rather H 3 O + ) as the charge compensating ion to the sulphonate groups.…”

Section: Introductionmentioning

confidence: 99%

Electronic Control over Detachment of a Self-Doped Water-Soluble Conjugated Polyelectrolyte

Persson

Gabrielsson

Sawatdee³

et al. 2014

Langmuir

Self Cite

View full text Add to dashboard Cite

Water-soluble conducting polymers are of interest to enable more versatile processing in aqueous media as well as to facilitate interactions with biomolecules. Here, we report a substituted poly(3,4-ethylenedioxythiophene) derivative (PEDOT-S:H) that is fully water-soluble and selfdoped. When electrochemically oxidizing a PEDOT-S:H thin film, the film detaches from the under-laying electrode. The oxidation of PEDOT-S:H starts with an initial phase of swelling followed by cracking before it finally disrupts into small flakes and detaches from the electrode.We investigated the detachment mechanism and found that parameters such as the size, charge and concentration of ions in the electrolyte, the temperature and also the pH influence the characteristics of detachment. When oxidizing PEDOT-S:H, the positively charged polymer backbone is balanced by anions from the electrolyte solution and also by the sulphonate groups 2 on the side chains (more self-doping). From our experiments, we conclude that detachment of the PEDOT-S:H film upon oxidation occurs in part due to swelling caused by an inflow of solvated anions and associated water, and in part due to chain rearrangements within the film, caused by more self-doping. We believe that PEDOT-S:H detachment can be of interest in a number of different applications, including addressed and active control of the release of materials such as biomolecules and cell cultures.

show abstract

“…[17] The synthesis of conjugated polymers that enable easy processing in aqueous media has been one of the major challenges in this field. [18,19] Recently we reported a successful synthetic route to a fully water-soluble form of PEDOT-S. [20] This polymer showed a substantial degree of self-doping and conductivity above 12 S cm -1 . Dynamic light scattering analysis of PEDOT-S in water showed an average particle size of 2 nm, suggesting that PEDOT-S exists as single chains or aggregates of only a few polymer chains in water solution.…”

mentioning

confidence: 99%

Electronic Control of Cell Detachment Using a Self‐Doped Conducting Polymer

et al. 2011

Self Cite

View full text Add to dashboard Cite

Iron-Catalyzed Polymerization of Alkoxysulfonate-Functionalized 3,4-Ethylenedioxythiophene Gives Water-Soluble Poly(3,4-ethylenedioxythiophene) of High Conductivity

Cited by 110 publications

References 27 publications

Aqueous electrosynthesis of an electrochromic material based water-soluble EDOT-MeNH2 hydrochloride

Aqueous electrosynthesis of an electrochromic material based water-soluble EDOT-MeNH2 hydrochloride

Electronic Control over Detachment of a Self-Doped Water-Soluble Conjugated Polyelectrolyte

Electronic Control of Cell Detachment Using a Self‐Doped Conducting Polymer

Contact Info

Product

Resources

About