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dc.contributor.authorBertran Cànovas, Òscar
dc.contributor.authorArmelín Diggroc, Elaine Aparecida
dc.contributor.authorEstrany Coda, Francesc
dc.contributor.authorGomes, Alex
dc.contributor.authorTorras Costa, Juan
dc.contributor.authorAlemán Llansó, Carlos
dc.contributor.otherUniversitat Politècnica de Catalunya. Departament d'Enginyeria Química
dc.contributor.otherUniversitat Politècnica de Catalunya. Departament de Física Aplicada
dc.identifier.citationBertran, O. [et al.]. Poly(2-thiophene-3-yl-malonic acid), a Polythiophene with Two Carboxylic Acids Per Repeating Unit. "Journal of physical chemistry B", 22 Abril 2010, vol. 114, p. 6281-6290.
dc.description.abstractA new substituted polythiophene derivative bearing malonic acid, poly(2-thiophen-3-yl-malonic acid), has been prepared and characterized using a strategy that combines both experimental and theoretical methodologies. The chemical structure of this material has been investigated using FTIR and 1H NMR, and its molecular conformation has been determined using quantum mechanical calculations. Interestingly, the arrangement of the inter-ring dihedral angles was found to depend on the ionization degree of the material, that is, on the pH, which has been found completely soluble in aqueous base solution. Thus, the preferred anti-gauche conformation changes to syn-gauche when the negatively charged carboxylate groups transforms into neutral carboxylic acid. UV−vis experiments and quantum mechanical calculations on model systems with a head-to-tail regiochemistry showed that the lowest π−π* transition energy is 2.25 and 2.39 eV for the negatively charged and the neutral polymer, respectively. These values are slightly larger than those previously reported for other polythiophenes with bulky polar side groups. The polymer presents a good thermal stability with a decomposition temperature above 215 °C and an electrical conductivity of 10−5 S/cm, which is characteristic of semiconductor materials. Scanning electron microscopy micrographs showed that, after doping, the surface of this material displays regular distribution pores with irregular sizes. This surface suggests that poly(2-thiophen-3-yl-malonic acid) is a candidate for potential applications such as selective membranes for electrodialysis, wastewater treatment, or ion-selective membranes for biomedical uses.
dc.format.extent10 p.
dc.subjectÀrees temàtiques de la UPC::Enginyeria química::Química física
dc.subject.lcshMolecular structure
dc.subject.lcshConducting polymers
dc.titlePoly(2-thiophene-3-yl-malonic acid), a Polythiophene with Two Carboxylic Acids Per Repeating Unit
dc.subject.lemacEstructura molecular
dc.contributor.groupUniversitat Politècnica de Catalunya. POL - Polímers Industrials Avançats i Biopolímers Tecnològics
dc.contributor.groupUniversitat Politècnica de Catalunya. IMEM - Innovació, Modelització i Enginyeria en (BIO) Materials
dc.rights.accessRestricted access - publisher's policy
dc.description.versionPostprint (published version)
local.citation.authorBertran, O.; Armelin, E.A.; Estrany, F.; Gomes, A.; Torras, J.; Alemán, C.
local.citation.publicationNameJournal of physical chemistry B

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