97 research outputs found
Enhanced functionality for donor-acceptor oligothiophenes via Inclusion of BODIPY : synthesis, electrochemistry, photophysics and model chemistry
We have synthesized several new push-pull oligothiophenes based on the BODIPY moiety as the electron acceptor and the well known oligothiophenes substituted with N,N-dialkylamino groups to enhance the electron donor ability. A complete characterization of the electronic properties has been done consisting of their photophysical, electrochemical and vibrational properties. The compounds have been studied after chemical treatment with acids and after oxidation. In this regard, they can be termed as NIR dyes and amphoteric redox electroactive molecules. We have described the presence of dual fluorescence in these molecules and fluorescence quenching either by energy transfer or, in the push-pull molecules, by the electron exchange. The combination of electrochemical and proton reversibility combined with the interesting optical properties of the new species offer an interesting platform for sensor and material applications.DGES, MEC (Spain) and Fundação para a Ciência e a Tecnologia (FCT
Fingerprints of Through-Bond and Through-Space Exciton and Charge π-Electron Delocalization in Linearly Extended [2.2]Paracyclophanes
New stilbenoid and
thiophenic compounds terminally functionalized
with donor–donor, acceptor–acceptor, or donor–acceptor
moieties and possessing a central [2.2]paracyclophane unit have been
prepared, and their properties interpreted in terms of through-bond
and through space π-electron delocalization (i.e., π-conjugations).
Based on photophysical data, their excited-state properties have been
described with a focus on the participation of the central [2.2]paracyclophane
in competition with through-bond conjugation in the side arms. To
this end, two-photon and one-photon absorption and emission spectroscopy,
as a function of temperature, solvent polarity, and pressure in the
solid state have been recorded. Furthermore, charge delocalization
through the [2.2]paracyclophane in the neutral state and in the oxidized
species (radical cations, dications and radical trications) has been
investigated, allowing the elucidation of the vibrational Raman fingerprint
of through-space charge delocalization. Thus, a complementary approach
to both “intermolecular” excitation and charge delocalizations
in [2.2]paracyclophane molecules is shown which can serve as models
of charge and exciton migration in organic semiconductors
Synthesis of a Fluorescent Conjugated Polymer in the Undergraduate Organic Teaching Laboratory
Synthesis and Characterization of Tricyanovinyl-Capped Oligothiophenes as Low-Band-Gap Organic Materials †
Reduced Band Gap Dithieno[3,2-b:2,3-d]pyrroles: New n-Type Organic Materials via Unexpected Reactivity
Combined Spectroelectrochemical and Theoretical Study of a Vinylene-Bridged Sexithiophene Cooligomer: Analysis of the π-Electron Delocalization and of the Electronic Defects Generated upon Doping
Nitro-Functionalized Oligothiophenes as a Novel Type of Electroactive Molecular Material: Spectroscopic, Electrochemical, and Computational Study
An Integrated Laboratory Approach toward the Preparation of Conductive Poly(phenylenevinylene) Polymers
Organic Materials in the Undergraduate Laboratory: Microscale Synthesis and Investigation of a Donor–Acceptor Molecule
Sustainable Polymers in the Organic Chemistry Laboratory: Synthesis and Characterization of a Renewable Polymer from δ-Decalactone and l
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