Highly Emissive and Electrochemically Stable Thienylene Vinylene Oligomers and Copolymers: An Unusual Effect of Alkylsulfanyl Substituents

Jeeva, Shehzad; Lukoyanova, Olena; Karas, Athan; Dadvand, Afshin; Rosei, Federico; Perepichka, Dmitrii F.

doi:10.1002/adfm.200902300

Cited by 25 publications

(17 citation statements)

References 57 publications

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“…25,31 Other mechanism such as oxidization of thiophene rings was invoked to explain weak PL in PTV. 32 However, we have measured the PL of fresh and aged PTV-0:10 and found no significant change in terms of both spectra and PLQE. Figure 4b shows the PL of PTV-CR in very dilute dichlorobenzene solution (0.01 mg/mL) and PLQE ∼ 2 Â 10 À4 for PTV-0:10 (regioregular), whereas PLQ E < 10 À5 for PTV-5:5 (regiorandom).…”

Section: Articlementioning

confidence: 70%

Generation and Recombination Kinetics of Optical Excitations in Poly(3-dodecylthienylenevinylene) with Controlled Regioregularity

2011

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Regioregularity in π-conjugated polymers is known to have desirable effects on chain organization in the solid state leading to improved characteristics for electronic device applications. In this report, we studied the photophysics of a new series of π-conjugated polymers, namely, poly(3-dodecylthienylenevinylene), with controlled regioregularity (PTV-CR), using the steady state photoinduced absorption (PIA), doping-induced absorption (DIA), thermally modulated absorption (TMA), and photoluminescence (PL) techniques in a broad spectral range, as well as Grazing incidence X-ray diffraction (GIXRD). PTV-CR has a low band gap of 1.65-1.70 eV from the most random PTV-5:5 to regular PTV-0:10. We have found that regioregularity affects optical properties of PTV-CR in different ways than in the case of well-studied poly(3-alkylthiophene). We discovered that even the most random PTV-5:5 shows submicrometer crystalline order, and there is no correlation between regioregularity and crystallinality. We found that PTV is intrinsically dark due to the reverse order of 1B(u) and 2A(g) excitons, with PL quantum efficiency ranging from 10(-5) to 2 × 10(-4). Spectroscopic data confirm the existence of long-lived neutral (triplets) and charged (polaron) excitations, and thus PTV is a unique nondegenerate ground state π-conjugated polymer which is intrinsically nonluminescent. The recombination mechanism and lifetime of such long-lived excitations are investigated through the pump intensity and pump frequency dependencies as well as temperature dependence of the sample. Increasing regioregularity is seen to reduce the thermal responsivity and intersystem crossing in these films. The novel, intrachain character of these effects and their implications for use of PTV derivatives for photovoltaic application are discussed.

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Section: Articlementioning

confidence: 70%

Generation and Recombination Kinetics of Optical Excitations in Poly(3-dodecylthienylenevinylene) with Controlled Regioregularity

2011

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“…Ultraviolet-visible spectroscopy can be particularly useful for the studying of conducting polymers and oligomers [90,91,92,93]. The absorption spectra of oligomers depends on its chain length and thus the number of monomer units in oligomer chain can be estimated by UV-Vis spectroscopy.…”

Section: Uv-visible Spectroscopy and Spectroelectrochemistrymentioning

confidence: 99%

Ionic and electronic transport in electrochemical and polymer based systems

Volkov

2017

Linköping Studies in Science and Technology. Dissertations

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Description of the cover image:An ion exchange membrane Ionic and electronic transport in electrochemical and polymer based systemsCopyright © 2017 Anton Volkov (unless otherwise noted) Division of Physics and Electronics Department of Science and TechnologyLinköping University SE-601 74 Norrköping, Sweden Norrköping, March 2017 ISBN: 978-91-7685-548-5 ISSN 0345-7524 Printed in Sweden by LiU-Tryck, Linköping, 2017 Electronic publication: www.ep.liu.seTo my parents, Alla and Vyacheslav. AbstractElectrochemical systems, which rely on coupled phenomena of the chemical change and electricity, have been utilized for development an interface between biological systems and conventional electronics. The development and detailed understanding of the operation mechanism of such interfaces have a great importance to many fields within life science and conventional electronics. Conducting polymer materials are extensively used as a building block in various applications due to their ability to transduce chemical signal to electrical one and vice versa. The mechanism of the coupling between the mass and charge transfer in electrochemical systems, and particularly in conductive polymer based system, is highly complex and depends on various physical and chemical properties of the materials composing the system of interest.The aims of this thesis have been to study electrochemical systems including conductive polymer based systems and provide knowledge for future development of the devices, which can operate with both chemical and electrical signals. Within the thesis, we studied the operation mechanism of ion bipolar junction transistor (IBJT), which have been previously utilized to modulate delivery of charged molecules. We analysed the different operation modes of IBJT and transition between them on the basis of detailed concentration and potential profiles provided by the model.We also performed investigation of capacitive charging in conductive PEDOT:PSS polymer electrode. We demonstrated that capacitive charging of PEDOT:PSS electrode at the cyclic voltammetry, can be understood within a modified Nernst-Planck-Poisson formalism for two phase system in terms of the coupled ion-electron diffusion and migration without invoking the assumption of any redox reactions.Further, we studied electronic structure and optical properties of a self-doped p-type conducting polymer, which can polymerize itself along the stem of the plants. We performed ab initio calculations for this system in undoped, polaron and bipolaron electronic states.Comparison with experimental data confirmed the formation of undoped or bipolaron states in polymer film depending on applied biases.Finally, we performed simulation of the reduction-oxidation reaction at microband array electrodes. We showed that faradaic current density at microband array electrodes increases due to non-linear mass transport on the microscale compared to the corresponding macroscale systems. The studied microband array electrode was used for developing a laccase-based micro...

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“…1,[8][9][10][11] Many of the low-bandgap (1.4-1.9 eV)-conjugated polymers with excellent efficiencies have electron-deficient heterocycles, such as benzothiadiazole (BT) 12 or benzimidazole, 13,14 and electron-rich moieties, such as carbazole, 15,16 fluorene, 17 cyclopentaphenanthrene 18 or thiophene. 19 The dialkoxybenzo[1,2-b:3,4-b 0 ]dithiophene unit has emerged as a promising electron-rich unit in conjugated polymers for OPVs and thin-film transistors to provide power conversion efficiencies 47%. 20 In the dimethyl-2H-benzimidazole unit, the sulfur at the 2 position of the BT moiety is replaced with dialkyl substituted carbon while the 1,2-quinoid form is maintained, resulting in a highly soluble electron-deficient moiety for the efficient intramolecular charge transfer (ICT) to generate polymers with low bandgaps.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of a conjugated copolymer with benzodithiophene and benzimidazole units

Song

Kim

et al. 2012

Polym J

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Highly Emissive and Electrochemically Stable Thienylene Vinylene Oligomers and Copolymers: An Unusual Effect of Alkylsulfanyl Substituents

Cited by 25 publications

References 57 publications

Generation and Recombination Kinetics of Optical Excitations in Poly(3-dodecylthienylenevinylene) with Controlled Regioregularity

Generation and Recombination Kinetics of Optical Excitations in Poly(3-dodecylthienylenevinylene) with Controlled Regioregularity

Ionic and electronic transport in electrochemical and polymer based systems

Synthesis of a conjugated copolymer with benzodithiophene and benzimidazole units

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