uu.seUppsala University Publications
Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
Synthesis and Redox Properties of Thiophene Terephthalate Building Blocks for Low-Potential Conducting Redox Polymers
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Synthetical Organic Chemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Nanotechnology and Functional Materials. (Nanotechnology and Functional Materials)
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - BMC, Analytical Chemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Nanotechnology and Functional Materials. (Nanoteknologi och funktionella material)ORCID iD: 0000-0002-5496-9664
Show others and affiliations
2015 (English)In: The Journal of Physical Chemistry C, ISSN 1932-7447, E-ISSN 1932-7455, Vol. 119, no 49, 27247-27254 p.Article in journal (Refereed) Published
Abstract [en]

Terephthalate-substituted thiophene derivatives are promising redox-active components for anode materials in lithium-ion batteries. In this study, we present the synthesis of substituted 2-(thiophen-3-yl)terephthalate derivatives (TTDs) as suitable monomers for thiophene-based conducting redox polymers, along with their characterization by electrochemical and spectroscopic techniques. Density functional theory (DFT) calculations, utilizing the universal solvation model based on solute electron density (SMD), were used to predict both the first and the second reduction potentials of these TTDs. The computational results showed good agreement with the experimental data in nonaqueous acetonitrile solvent, with mean absolute errors of 30 and 40 mV for the first and second reduction steps, respectively. Time-dependent (TD) DFT calculations on TTDs indicated terephthalate local transitions at both 200 and 240 nm and charge-transfer transitions above 300 nm by examination of the involved molecular orbitals.

Place, publisher, year, edition, pages
2015. Vol. 119, no 49, 27247-27254 p.
National Category
Nano Technology
Research subject
Engineering Science with specialization in Nanotechnology and Functional Materials
Identifiers
URN: urn:nbn:se:uu:diva-268481DOI: 10.1021/acs.jpcc.5b08518ISI: 000366339000008OAI: oai:DiVA.org:uu-268481DiVA: diva2:877187
Funder
Swedish Research Council, VR 621-2011-4423Swedish Foundation for Strategic Research Swedish Energy Agency
Available from: 2015-12-05 Created: 2015-12-05 Last updated: 2017-12-01Bibliographically approved
In thesis
1. Terephthalate-Functionalized Conducting Redox Polymers for Energy Storage Applications
Open this publication in new window or tab >>Terephthalate-Functionalized Conducting Redox Polymers for Energy Storage Applications
2016 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

Organic electrode materials, as sustainable and environmental benign alternatives to inorganic electrode materials, show great promise for achieving cheap, light, versatile and disposable devices for electrical energy storage applications. Conducting redox polymers (CRPs) are a new class of organic electrode materials where the charge storage capacity is provided by the redox chemistry of functional pendent groups and electronic conductivity is provided by the doped conducting polymer backbone, enabling the production of energy storage devices with high charge storage capacity and high power capability. This pendant-conducting polymer backbone combination can solve two of the main problems associated with organic molecule-based electrode materials, i.e. the dissolution of the active material and the sluggish charge transport within the material. In this thesis, diethyl terephthalate and polythiophenes were utilized as the pendant and the backbone, respectively. The choice of pendant-conducting polymer backbone combination was based on potential match between the two moieties, i.e. the redox reaction of terephthalate pendent groups and the n-doping of polythiophene backbone occur in the same potential region. The resulting CRPs exhibited fast charge transport within the polymer films and low activation energies involved charge propagation through these materials. In the design of these CRPs an unconjugated link between the pendant and the backbone was found to be advantageous in terms of the polymerizability of the monomers and for the preservation of individual redox activity of the pendants and the polymer chain in CRPs. The functionalized materials were specifically designed as anode materials for energy storage applications and, although insufficient cycling stability was observed, the work presented in this thesis demonstrates that the combination of redox active functional groups with conducting polymers, forming CRPs, shows promise for the development of organic matter-based electrical energy storage materials.

Place, publisher, year, edition, pages
Uppsala: Acta Universitatis Upsaliensis, 2016. 60 p.
Series
Digital Comprehensive Summaries of Uppsala Dissertations from the Faculty of Science and Technology, ISSN 1651-6214 ; 1437
Keyword
conducting polymers, terephthalate, polythiophene, PEDOT, conductance
National Category
Nano Technology
Identifiers
urn:nbn:se:uu:diva-304628 (URN)978-91-554-9715-6 (ISBN)
Public defence
2016-11-24, Häggsalen, Ångströmlaboratoriet, Lägerhyddsvägen 1, Uppsala, 09:30 (English)
Opponent
Supervisors
Available from: 2016-11-08 Created: 2016-10-06 Last updated: 2016-11-16
2.
The record could not be found. The reason may be that the record is no longer available or you may have typed in a wrong id in the address field.

Open Access in DiVA

No full text

Other links

Publisher's full text

Authority records BETA

Huang, XiaoYang, LiBergquist, JonasStrömme, MariaGogoll, AdolfSjödin, Martin

Search in DiVA

By author/editor
Huang, XiaoYang, LiBergquist, JonasStrömme, MariaGogoll, AdolfSjödin, Martin
By organisation
Synthetical Organic ChemistryNanotechnology and Functional MaterialsAnalytical Chemistry
In the same journal
The Journal of Physical Chemistry C
Nano Technology

Search outside of DiVA

GoogleGoogle Scholar

doi
urn-nbn

Altmetric score

doi
urn-nbn
Total: 1022 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf