Novel Anthrathiophene-Based Small Molecules as Donor Material for Organic Photovoltaics: Synthesis and Light-Induced EPR Study
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Abstract
A novel anthrathiophene-based compound, 1,4-bis((5-(6,11-dioxoanthra[2,1-b]thiophene-2-yl)thien-2-yl)ethynyl)-2,5-bis(octyloxy)benzene, was synthesized and characterized. The optical absorption spectrum of the synthesized compound in film is strongly red-shifted as compared to the solution spectrum. The energies of frontier orbitals measured by cyclic voltammetry show that this compound can act as electron donor in a composite with the widely used fullerene derivative PCBM. This is confirmed by light-induced electron transfer from it to PCBM evidenced from light-induced EPR spectroscopy. The spectroscopic data suggest that anthrathiophene is a promising platform for synthesis of small-molecular electron donors for organic solar cells.
Dedicated to: Kev Salikhov on the occasion of his 80th birthday.
Funding source: Russian Foundation for Basic Research
Award Identifier / Grant number: 15-33-51200
Award Identifier / Grant number: 16-03-00082a
Award Identifier / Grant number: 15-33-20421
Funding statement: The work was supported by the Russian Foundation for Basic Research (grants №15-33-51200, 16-03-00082a and 15-33-20421) and the Ministry of Education and Science of the Russian Federation. The authors would like to acknowledge the Multi-Access Chemical Service Center SB RAS for spectral and analytical measurements.
Acknowledgments
The work was supported by the Russian Foundation for Basic Research (grants №15-33-51200, 16-03-00082a and 15-33-20421) and the Ministry of Education and Science of the Russian Federation. The authors would like to acknowledge the Multi-Access Chemical Service Center SB RAS for spectral and analytical measurements.
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Articles in the same Issue
- Frontmatter
- Preface
- Editorial Review
- From Free Radicals and Spin-Chemistry Over Spin-Dynamics and Hyperpolarization to Biology and Materials Science
- On Relations Between Singlet and Triplet Recombination Yields for Singlet and Triplet Precursors
- The Quantum Dynamical Basis of a Classical Kinetic Scheme Describing Coherent and Incoherent Regimes of Radical Pair Recombination
- Reaction Operators for Radical Pairs. The Exactly Solvable Model
- Estimation of the Fraction of Spin-Correlated Radical Ion Pairs in Irradiated Alkanes using Magnetosensitive Recombination Luminescence from Exciplexes Generated upon Recombination of a Probe Pair
- Theoretical Description of Pulsed RYDMR: Refocusing Zero-Quantum and Single Quantum Coherences
- A Transient EPR Study of Electron Transfer in Tetrathiafulvalene-Aluminum(III) Porphyrin-Anthraquinone Supramolecular Triads
- Solvent Radical Anions in Irradiated Aliphatic Ketones and Esters as Observed Using Time-Resolved Magnetic Field Effects in the Recombination Fluorescence
- Effect of Dehydrated Trehalose Matrix on the Kinetics of Forward Electron Transfer Reactions in Photosystem I
- Photo-CIDNP in the Reaction Center of the Diatom Cyclotella meneghiniana Observed by 13C MAS NMR
- Light-Stimulated Generation of Free Radicals by Quinones-Chelators
- Influence of C2-Methylation of Imidazolium Based Ionic Liquids on Photoinduced Spin Dynamics of the Dissolved ZnTPP Studied by Time-Resolved EPR
- ESR Study of Electron States in Ge/Si Heterostructures with Nanodisc Shaped Quantum Dots
- Novel Anthrathiophene-Based Small Molecules as Donor Material for Organic Photovoltaics: Synthesis and Light-Induced EPR Study
- Structural Determination of a DNA Oligomer for a Molecular Spin Qubit Lloyd Model of Quantum Computers
Articles in the same Issue
- Frontmatter
- Preface
- Editorial Review
- From Free Radicals and Spin-Chemistry Over Spin-Dynamics and Hyperpolarization to Biology and Materials Science
- On Relations Between Singlet and Triplet Recombination Yields for Singlet and Triplet Precursors
- The Quantum Dynamical Basis of a Classical Kinetic Scheme Describing Coherent and Incoherent Regimes of Radical Pair Recombination
- Reaction Operators for Radical Pairs. The Exactly Solvable Model
- Estimation of the Fraction of Spin-Correlated Radical Ion Pairs in Irradiated Alkanes using Magnetosensitive Recombination Luminescence from Exciplexes Generated upon Recombination of a Probe Pair
- Theoretical Description of Pulsed RYDMR: Refocusing Zero-Quantum and Single Quantum Coherences
- A Transient EPR Study of Electron Transfer in Tetrathiafulvalene-Aluminum(III) Porphyrin-Anthraquinone Supramolecular Triads
- Solvent Radical Anions in Irradiated Aliphatic Ketones and Esters as Observed Using Time-Resolved Magnetic Field Effects in the Recombination Fluorescence
- Effect of Dehydrated Trehalose Matrix on the Kinetics of Forward Electron Transfer Reactions in Photosystem I
- Photo-CIDNP in the Reaction Center of the Diatom Cyclotella meneghiniana Observed by 13C MAS NMR
- Light-Stimulated Generation of Free Radicals by Quinones-Chelators
- Influence of C2-Methylation of Imidazolium Based Ionic Liquids on Photoinduced Spin Dynamics of the Dissolved ZnTPP Studied by Time-Resolved EPR
- ESR Study of Electron States in Ge/Si Heterostructures with Nanodisc Shaped Quantum Dots
- Novel Anthrathiophene-Based Small Molecules as Donor Material for Organic Photovoltaics: Synthesis and Light-Induced EPR Study
- Structural Determination of a DNA Oligomer for a Molecular Spin Qubit Lloyd Model of Quantum Computers
