Article
Chemistry, Multidisciplinary
Kevin Bold, Matthias Stolte, Kazutaka Shoyama, Marco Holzapfel, Alexander Schmiedel, Christoph Lambert, Frank Wuerthner
Summary: Two macrocyclic architectures comprising oligothiophene strands that connect the imide positions of a perylene biscimide (PBI) dye have been synthesized via a platinum-mediated cross-coupling strategy. The crystal structure of the double bridged PBI reveals all syn-arranged thiophene units enclosed a planar PBI chromophore via a 12-membered macrocycle. The target structures exhibit ultrafast Forster Resonance Energy Transfer and photoinduced electron transfer, resulting in extremely low fluorescence quantum yields even in the lowest polarity cyclohexane solvent.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Kevin Bold, Matthias Stolte, Kazutaka Shoyama, Ana-Maria Krause, Alexander Schmiedel, Marco Holzapfel, Christoph Lambert, Frank Wuerthner
Summary: In this study, a series of donor-acceptor macrocyclic dyads were synthesized and characterized. It was found that controlling the conformation of the macrocycle allowed for fine tuning of the absorption spectra, and the size of the oligothiophene bridge played a role in the fast charge transfer process in the excited state dynamics.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Physical
Jasper Deckers, Tom Cardeynaels, Laurence Lutsen, Benoit Champagne, Wouter Maes
Summary: In this study, four new donor-acceptor type perylene diimide (PDI) dyes were developed with high singlet oxygen quantum yields achieved without the aid of heavy atoms. Geometrical optimization and density functional theory calculations provided insights into the requirements for intersystem crossing.
Article
Chemistry, Multidisciplinary
Sairam Dnyaneshwar Veer, Vivek Chandrakant Wakchaure, Kiran Asokan, Ruchi Dixit, Tanmay Goswami, Ramchandra Saha, Rajesh Gonnade, Hirendra N. Ghosh, Sukumaran Santhosh Babu
Summary: Aesthetic designs from nature inspire scientific models and enable new knowledge. The advantageous positioning of structural units in multicomponent macrocycles allows for efficient communication. However, the construction of a functionalizable macrocycle for ultrafast charge separation and stabilization has not been attempted. In this study, a new functionalizable macrocycle was synthesized and its charge separation and stabilization capabilities were observed. The design of our macrocycle, with a supportive spatial arrangement of donor and acceptor units, will inspire the development of more complex synthetic systems with exciting electron-transfer and charge-separation features.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Materials Science, Multidisciplinary
Qi Zhou, Junfang Yang, Mingxu Du, Xiaobo Yu, Cheng Li, Xi-Sha Zhang, Qian Peng, Guanxin Zhang, Deqing Zhang
Summary: This study focuses on the synthesis and photophysical and semiconducting properties of TTF-NDI fused molecules, revealing their abilities to absorb and emit light in the NIR region. NDITTF2 and NDI2TTF exhibit NIR emissions, and the thin film of NDITTF2 shows p-type semiconducting properties.
JOURNAL OF MATERIALS CHEMISTRY C
(2022)
Article
Chemistry, Physical
Johar Zeb, Guangliu Ran, Pablo A. Denis, Usman Ghani, Jingsong Liu, Qi Yuan, Rizwan Ullah, Haiming Zhu, Wenkai Zhang
Summary: The study demonstrated that ZnTCPP(CH3)(4) modified with side chains showed better performance in charge transfer and radical ions formation with PDI-C5, indicating good compatibility. Additionally, cyclic voltammetry analysis revealed that the difference in LUMO between each porphyrin donor and PDI-C5 acceptor is sufficient for exciton dissociation.
Article
Chemistry, Multidisciplinary
Josh D. B. Koenig, Warren E. Piers, Gregory C. Welch
Summary: The design of CO2 conversion catalysts is crucial for closing the carbon loop. In this study, a series of N-annulated perylene diimide (NPDI) tethered Re(bpy) supramolecular dyads were synthesized, characterized, and tested for photocatalytic CO2 reduction performance. The nature of the R-group heavily influenced the optoelectronic properties and subsequent photocatalytic CO2 reduction performance, with electron-donating groups like -NH2 significantly improving activity.
Article
Chemistry, Applied
Xiaoyu Zhao, Ivan Kurganskii, Ayhan Elmali, Jianzhang Zhao, Ahmet Karatay, Gloria Mazzone, Matvey Fedin
Summary: A series of compact coumarin-anthracene donor-acceptor dyads were synthesized to investigate the relationship between molecular configuration, electronic coupling, and intersystem crossing (ISC) efficiency. The results showed that the orthogonal geometry of the dyads was beneficial to the spin-orbit charge transfer ISC (SOCT-ISC) mechanism. Singlet oxygen quantum yields were solvent polarity-dependent, and the orthogonal dyads exhibited higher yields compared to the coplanar dyad. Transient absorption spectra revealed different localized and delocalized triplet states in the dyads, with varied lifetimes. Time-resolved electron paramagnetic resonance (TREPR) spectra confirmed the involvement of the SOCT-ISC mechanism in orthogonal dyads, while both SOCT-ISC and spin-orbit ISC (SO-ISC) mechanisms contributed to the triplet state formation in the coplanar dyad. The electron spin polarization (ESP) pattern of the triplet states depended on not only the molecular geometry but also the electron donor and acceptor structure.
Article
Energy & Fuels
Sebastian Lucas, Jochen Kammerer, Martin Pfannmoeller, Rasmus R. Schroeder, Yakun He, Ning Li, Christoph J. Brabec, Tim Leydecker, Paolo Samori, Tomasz Marszalek, Wojchiech Pisula, Elena Mena-Osteritz, Peter Baeuerle
Summary: A novel structural design of oligomeric donor-acceptor (D-A) dyads has been established, showing advantageous optoelectronic, charge transport, and self-organization properties in single-material organic solar cells (SMOSCs). Post-treatment by solvent vapor annealing has also been investigated, revealing a lamellar supramolecular order of the dyads with a D-A phase separation smaller than 2 nm. The precise distance between donor and acceptor moieties ensures the fundamental physical processes operative in organic solar cells and provides stabilization of D-A interfaces.
Article
Chemistry, Multidisciplinary
Ilias Papadopoulos, David Gutierrez-Moreno, Yifan Bo, Ruben Casillas, Phillip M. Greissel, Timothy Clark, Fernando Fernandez-Lazaro, Dirk M. Guldi
Summary: In this study, a series of phenylene- and naphthalene-linked dimers were designed and synthesized to investigate the inherent differences in monoimide and diimide perylenes and their impact on singlet fission. The results showed that using naphthalene spacers improves the triplet quantum yield and singlet fission performance of both monoimide and diimide perylene derivatives.
Article
Chemistry, Multidisciplinary
Harrison A. Mills, Samihat Rahman, Rachel Zigelstein, Hao Xu, Bryton R. Varju, Timothy P. Bender, Mark W. B. Wilson, Dwight S. Seferos
Summary: Conjugated macromolecules have a rich history in chemistry. Researchers have synthesized a new type of molecular dyads, consisting of sequence-defined oligomers and small-molecule acceptors. By controlling the sequence and length of the oligomers, the impact on the transfer efficiency of photoexcited states has been explored, highlighting the significance in studying light harvesting and photocatalysis.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Hao Lu, Juncheng Liu, Yahui Liu, Xinjun Xu, Zhishan Bo
Summary: By utilizing a PDI derivative as the third component, high-efficiency ternary organic solar cells were prepared with improved device efficiency and short-circuit current density, while still maintaining a high open-circuit voltage.
Article
Chemistry, Multidisciplinary
Cheng Zeng, Yujian Liu, Ning Xue, Wei Jiang, Shouke Yan, Zhaohui Wang
Summary: A novel class of monocyclic and dicyclic dehydro[20]annulenes with specific synthesis route exhibit intense absorption properties and unique structures, showing potential applications in organic optoelectronics.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Cheng Zeng, Yujian Liu, Ning Xue, Wei Jiang, Shouke Yan, Zhaohui Wang
Summary: A novel kind of monocyclic and dicyclic dehydro[20]annulenes with specific sizes and topologies are developed through Cu-catalyzed homo-coupling and cross-coupling of regioselective unilateral ortho-diethynyl PDI. The integration of electron-deficient PDI chromophores into the dehydroannulene scaffolding results in intense absorption properties and degenerated LUMO levels. Single-crystal X-ray diffraction analysis reveals unique porous supramolecular structures with micropore characteristics and a surface area of 120.74 m(2) g(-1).
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Chih-Hung Ko, Qirong Zhu, George Bullard, Francesco Tassinari, Mitsuhiko Morisue, Ron Naaman, Michael J. Therien
Summary: The chirality-induced spin selectivity effect allows thin-film layers of chiral conjugated molecules to function as spin filters at ambient temperature. Different aggregate morphologies of nanofibers and nanodonuts can be achieved through solvent-modulated dropcasting. The nanodonut structures exhibit spin-diode behavior and show potential for CISS-based nanoscale spin current rectifiers.
JOURNAL OF PHYSICAL CHEMISTRY LETTERS
(2023)
Article
Chemistry, Multidisciplinary
Thorsten Schultz, Dominique Lungwitz, Elena Longhi, Stephen Barlow, Seth R. Marder, Norbert Koch
Summary: The interlayer method is demonstrated as a universal approach to adjust the energy level offset at inorganic/organic semiconductor interfaces, allowing for improved electronic functionality and paving the way for novel optoelectronic device functionalities.
ADVANCED FUNCTIONAL MATERIALS
(2021)
Article
Chemistry, Multidisciplinary
Yang Lu, Zi-Di Yu, Hio-Ieng Un, Ze-Fan Yao, Hao-Yang You, Wenlong Jin, Liang Li, Zi-Yuan Wang, Bo-Wei Dong, Stephen Barlow, Elena Longhi, Chong-an Di, Daoben Zhu, Jie-Yu Wang, Carlos Silva, Seth R. Marder, Jian Pei
Summary: A simple solution-based co-deposition method has been reported to achieve high conductivity n-doped polymers. These polymers exhibit surprising structural tolerance and excellent miscibility with commonly used n-dopants, allowing high concentrations and high mobility of charge carriers simultaneously, resulting in excellent electrical conductivity and thermoelectric performance.
ADVANCED MATERIALS
(2021)
Article
Chemistry, Physical
Samik Jhulki, Cameron H. Feriante, Roman Mysyk, Austin M. Evans, Alexandre Magasinski, Ashwin Sankara Raman, Kostiantyn Turcheniuk, Stephen Barlow, William R. Dichtel, Gleb Yushin, Seth R. Marder
Summary: A two-dimensional imine-linked COF, TAPB-NDI COF, containing NDI redox groups exhibited high theoretical capacity and Faradaic efficiency in lithium-ion batteries. Its large pores facilitated efficient Li+ ion transport, showcasing potential for use in neutral aqueous batteries.
ACS APPLIED ENERGY MATERIALS
(2021)
Article
Materials Science, Multidisciplinary
Dominique Lungwitz, Thorsten Schultz, Claudia E. Tait, Jan Behrends, Swagat K. Mohapatra, Stephen Barlow, Seth R. Marder, Andreas Opitz, Norbert Koch
Summary: Doping the electron-transport polymer with a reducing metallocene leads to increased bulk conductivity and decreased contact resistance. Accumulation of dopant molecules on the substrate reduces the work function, minimizing the electron injection barrier. Understanding the effects of electrode modification by the dopant and bulk doping is crucial for comprehensively understanding doped organic semiconductors.
ADVANCED OPTICAL MATERIALS
(2021)
Article
Chemistry, Multidisciplinary
Samik Jhulki, Hio-Ieng Un, Yi-Fan Ding, Chad Risko, Swagat K. Mohapatra, Jian Pei, Stephen Barlow, Seth R. Marder
Summary: The reactivity of N-DMBI-H with a variety of imide- and amide-containing semiconductor molecules was investigated, showing that the reaction rates do not correlate well with the reduction potentials of the molecules. Different molecules have different reaction pathways.
Article
Chemistry, Multidisciplinary
Ian E. Jacobs, Yue Lin, Yuxuan Huang, Xinglong Ren, Dimitrios Simatos, Chen Chen, Dion Tjhe, Martin Statz, Lianglun Lai, Peter A. Finn, William G. Neal, Gabriele D'Avino, Vincent Lemaur, Simone Fratini, David Beljonne, Joseph Strzalka, Christian B. Nielsen, Stephen Barlow, Seth R. Marder, Iain McCulloch, Henning Sirringhaus
Summary: Molecular doping using redox-active small molecules as dopants for organic semiconductors has attracted increased research interest for various emerging applications. A recent breakthrough in ion-exchange based doping separates the redox and charge compensation steps, leading to high conductivity and ion exchange efficiencies in excess of 99%. Factors enabling high performance include the choice of solvent and increased doping strength, illustrating a connection between electrochemical doping and ion exchange while highlighting limitations in stability at high redox potential.
ADVANCED MATERIALS
(2022)
Article
Chemistry, Multidisciplinary
Lianfeng Zhao, Kwangdong Roh, Sara Kacmoli, Khaled Al Kurdi, Xiao Liu, Stephen Barlow, Seth R. Marder, Claire Gmachl, Barry P. Rand
Summary: This study presents high-speed PeLEDs, driven by nanosecond electrical pulses, with improved device design and material considerations. The fast operation of PeLEDs allows access to transient charge carrier dynamics and reveals new electroluminescence quenching pathways. Additionally, integrated DFB gratings enhance directional light emission and forward radiation output.
ADVANCED MATERIALS
(2021)
Article
Multidisciplinary Sciences
Bluebell H. Drummond, Naoya Aizawa, Yadong Zhang, William K. Myers, Yao Xiong, Matthew W. Cooper, Stephen Barlow, Qinying Gu, Leah R. Weiss, Alexander J. Gillett, Dan Credgington, Yong-Jin Pu, Seth R. Marder, Emrys W. Evans
Summary: The spin interconversion mechanism plays a crucial role in the efficiency of delayed fluorescence emitters, with the energy gap between local excitation and charge-transfer triplet states affecting the spin exchange process. As this energy separation decreases, the spin interconversion shifts from a direct mechanism to an indirect one involving intermediate states.
NATURE COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Marie-Helene Tremblay, Kelly Schutt, Yadong Zhang, Stephen Barlow, Henry J. Snaith, Seth R. Marder
Summary: A newly developed norbornene homopolymer with hole-transporting side chains was compared to spiro-OMeTAD as a hole-transport material in perovskite solar cells. The study showed that PSCs fabricated with the polymer achieved a comparable efficiency to those with spiro-OMeTAD, while demonstrating improved light and heat stability.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
Elena Longhi, Chad Risko, John Bacsa, Victor Khrustalev, Sergei Rigin, Karttikay Moudgil, Tatiana Timofeeva, Seth R. Marder, Stephen Barlow
Summary: The boron-containing ruthenium complexes with pentamethylcyclopentadienyl have been found to be moderately air stable and highly reducing, making them suitable n-dopants for organic semiconductors. The structure and reducing properties of these complexes can be tuned by using arenes substituted with different pi-electron donors, leading to different isomers with varying redox potentials and reactivities.
DALTON TRANSACTIONS
(2021)
Article
Materials Science, Multidisciplinary
David A. Valverde-Chavez, Esteban Rojas-Gatjens, Jacob Williamson, Sarthak Jariwala, Yangwei Shi, Declan P. McCarthy, Stephen Barlow, Seth R. Marder, David S. Ginger, Carlos Silva-Acuna
Summary: Through ECPL spectroscopy, the role of surface passivation in carrier trapping and nonlinear recombination dynamics in hybrid metal-halide perovskites was investigated. Passivation was found to have a direct impact on both shallow and deep traps, with passivation of deep traps increasing carrier lifetimes and passivation of shallow traps reducing the excitation density required for saturation. The study demonstrates the ability of ECPL to provide detailed information on the passivation of shallow traps beyond conventional time-resolved photoluminescence techniques.
JOURNAL OF MATERIALS CHEMISTRY C
(2021)
Article
Chemistry, Physical
Marie-Helene Tremblay, Kelly Schutt, Federico Pulvirenti, Thorsten Schultz, Berthold Wegner, Xiaojia Jia, Yadong Zhang, Elena Longhi, Raghunath R. Dasari, Canek Fuentes-Hernandez, Bernard Kippelen, Norbert Koch, Henry J. Snaith, Stephen Barlow, Seth R. Marder
Summary: A new polymer CL has been synthesized as a crosslinking additive, which can enhance the electrical conductivity and stability of perovskite solar cells. Devices with undoped PCBCB:CL extraction layers exhibited higher power conversion efficiencies and excellent thermal stability compared to PCBM and PCBCB counterparts.
JOURNAL OF MATERIALS CHEMISTRY A
(2021)
Article
Chemistry, Multidisciplinary
Pablo Simon Marques, Giacomo Londi, Brett Yurash, Thuc-Quyen Nguyen, Stephen Barlow, Seth R. Marder, David Beljonne
Summary: Computational studies on the potential interactions between three borane Lewis acids and semiconducting pi-conjugated polymers have revealed changes in electronic structure and optical properties, as well as evaluated the doping effects and reaction mechanisms. These studies provide insight into the complex interplay between partial hybridization, charge transfer, and changes in polymer conformation, offering potential applications in organic electronic devices.
Article
Materials Science, Multidisciplinary
Yu Yamashita, Samik Jhulki, Dinesh Bhardwaj, Elena Longhi, Shohei Kumagai, Shun Watanabe, Stephen Barlow, Seth R. Marder, Jun Takeya
Summary: Chemical doping with (RuCp*Mes)(2) was demonstrated to be an effective method for producing highly stable n-doped conjugated polymers, with moderate ambient stability and preventing dopant loss in air. The study showed that sequential n-doping with organometallic dopants can lead to improved electronic properties and air stability in polymer semiconductors.
JOURNAL OF MATERIALS CHEMISTRY C
(2021)
Article
Chemistry, Multidisciplinary
Khaled Al Kurdi, Declan P. McCarthy, David P. McMeekin, Sebastian O. Furer, Marie-Helene Tremblay, Stephen Barlow, Udo Bach, Seth R. Marder
Summary: A new polymer was synthesized and used as an electron-extraction layer in lead-halide perovskite solar cells, exhibiting good performance. Compared to SnO2 and small-molecule derivatives, the polymer achieved higher power conversion efficiencies in solar cells.
MATERIALS CHEMISTRY FRONTIERS
(2021)
