Design, characterization, optical and photophysical properties of novel thiophene monomers and polymers containing pyrene moieties linked via rigid and flexible spacers

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dc.contributor.authorMorales-Espinoza, Eric G.
dc.contributor.authorRuiu, Andrea
dc.contributor.authorValderrama-Garcia, Bianca X.
dc.contributor.authorDuhamel, Jean
dc.contributor.authorRivera, Ernesto
dc.date.accessioned2021-01-15T17:07:59Z
dc.date.available2021-01-15T17:07:59Z
dc.date.issued2019-02-01
dc.descriptionThe final publication is available at Elsevier via https://doi.org/10.1016/j.synthmet.2019.01.009. © 2019. This manuscript version is made available under the CC-BY-NC-ND 4.0 licenseen
dc.description.abstractHerein, we report the synthesis of three novel thiophene monomers connected to pyrene moieties via a flexible oligo(ethylene glycol) (OEG) spacer with an oxygen -to-pyrene (T1), a flexible OEG spacer with an oxygen -to-pyrene (T2), and a rigid acetylene spacer (T3). These monomers were prepared in an easy manner from commercially available 3-bromo-4-methylthiophene and further characterized by NMR spectroscopy and mass spectrometry. Monomer T2 exhibited the absorption band at 344 nm and a strong “monomer” emission band at 375 nm typical of a 1-pyrenemethyl derivative. Moreover, T1 and T3 showed red shifted absorption bands at 352 and 384 nm arising from the pyrene substituents, namely the electron-donating oxygen to-pyrene and the extended conjugation length, respectively. These compounds exhibited a broad “monomer” emission band between 360~480 nm without excimers. Homopolymers (OHP1, OHP2, and OHP3) obtained from these monomers were partially soluble and their photophysical properties such as quantum yield and lifetime were characterized. Emission spectra of the oligomers OHP1 and OHP3 exhibited an emission band at ~500 nm, which is due to the conjugated polythiophene backbone and does not arise from intramolecular pyrene-pyrene interactions.en
dc.description.sponsorshipFunder 1: Programa de Apoyo a Proyectos de Investigación e Innovación Tecnológica (PAPIIT) Funder 2: The Consejo Nacional de Ciencia y Tecnología (CONACYT) Funder 3: Natural Sciences and Engineering Research Council of Canadaen
dc.identifier.urihttps://doi.org/10.1016/j.synthmet.2019.01.009
dc.identifier.urihttp://hdl.handle.net/10012/16676
dc.language.isoenen
dc.publisherElsevieren
dc.subjectPolythiophene, Pyrene, Optical properties, Fluorescenceen
dc.titleDesign, characterization, optical and photophysical properties of novel thiophene monomers and polymers containing pyrene moieties linked via rigid and flexible spacersen
dc.typeArticleen
dcterms.bibliographicCitationMorales-Espinoza, E. G., Ruiu, A., Valderrama-García, B. X., Duhamel, J., & Rivera, E. (2019). Design, characterization, optical and photophysical properties of novel thiophene monomers and polymers containing pyrene moieties linked via rigid and flexible spacers. Synthetic Metals, 248, 102-109.en
uws.contributor.affiliation1Faculty of Scienceen
uws.contributor.affiliation2Chemistryen
uws.peerReviewStatusRevieweden
uws.scholarLevelFacultyen
uws.typeOfResourceTexten

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