Article
Chemistry, Applied
Lucia Feriancova, Dmitry O. Balakirev, Roman S. Fedorenko, Alexey V. Kuevda, Vasiliy A. Trukhanov, Eugenia A. Svidchenko, Nikolay M. Surin, Svetlana M. Peregudova, Petr V. Dmitryakov, Nikita O. Dubinets, Yuriy V. Fedorov, Martin Putala, Sergey A. Ponomarenko, Dmitry Yu. Paraschuk, Yuriy N. Luponosov
Summary: We report the synthesis of two novel series of thiophene-phenylene co-oligomers with either phenylene or perfluorinated phenylene central core and various electron-withdrawing groups (EWGs). The synthesized oligomers showed thermal stability, crystallinity, low LUMO energies (down to -3.50 eV), narrow bandgaps (down to 1.9 eV), and efficient photoluminescence in the green-deep red spectral regions both in solution and solid-state. The TPCOs with 2-ethylhexyl cyanoacetate EWG were crystallized in large-area single-crystal monolayers, demonstrating their potential as active layers in solution-processed single-layer organic light-emitting transistors.
Article
Chemistry, Multidisciplinary
Roman S. Fedorenko, Alexey Kuevda, Vasiliy A. Trukhanov, Andrey Yu Sosorev, Artem Bakirov, Artem Dorokhov, Nicolay M. Surin, Oleg Borshchev, Sergey A. Ponomarenko, Dmitry Yu Paraschuk
Summary: This study reports on 2D emissive semiconductor single crystals based on thiophene-phenylene co-oligomers, where the insertion of a P-ring impacts the molecular and solid-state properties of the material. The research demonstrated excellent optoelectronic properties of 2D crystals of thiophene-phenylene co-oligomers, showcasing promising applications in organic electronics.
MATERIALS CHEMISTRY FRONTIERS
(2022)
Article
Physics, Applied
Takumi Matsuo, Shotaro Hayashi, Fumio Sasaki, Hisao Yanagi
Summary: Organic single crystals with needle morphologies were successfully synthesized in solution, and exhibited superior optical waveguiding characteristics for photonic circuits. The attenuation coefficients were estimated to be 0.012 +/- 0.006 mu m(-1) for a BP1T-CN crystal and 0.027 +/- 0.003 mu m(-1) for a BP2T-CN crystal, both of which showed lasing in a Fabry-Perot mode through self-cavity effects.
JAPANESE JOURNAL OF APPLIED PHYSICS
(2023)
Article
Materials Science, Multidisciplinary
Tomomi Jinjyo, Hitoshi Mizuno, Fumio Sasaki, Hisao Yanagi
Summary: Four types of crystals with different molecular orientations and crystal morphologies were obtained by changing the crystal preparation method. The crystals exhibited high photoluminescence quantum efficiency values and lasing was observed from certain crystal types. The optical properties of the crystals were found to depend on the crystal structure and molecular alignment.
JOURNAL OF MATERIALS CHEMISTRY C
(2023)
Article
Chemistry, Multidisciplinary
Giulia Iadevaia, Jonathan A. Swain, Diego Nunez-Villanueva, Andrew D. Bond, Christopher A. Hunter
Summary: This study investigated the supramolecular assembly properties of m-phenylene ethynylene polymers equipped with H-bond donor and acceptor side chains in chloroform solution. It was found that complementary sequence oligomers can form stable duplexes, with duplex stability increasing with the addition of base-pairing interactions. Intramolecular folding competes with duplex formation, limiting the fidelity of sequence-selective assembly and providing a practical strategy for evaluating programmable synthetic polymers.
Article
Chemistry, Physical
Tammy X. Leong, Layla N. Qasim, Robert T. Mackin, Yuchen Du, Robert A. Pascal, Igor V. Rubtsov
Summary: A method of rapidly and unidirectionally funneling high-frequency vibrational quanta over large distances using oligo(p-phenylene) chains has been discovered. The transport of high-energy vibrational quanta with speeds reaching 8.6 km/s can be controlled by tuning the degree of conjugation via electronic doping of the chain, opening avenues for developing materials with controllable energy transport properties for heat management and initiating chemical reactions remotely.
JOURNAL OF CHEMICAL PHYSICS
(2021)
Article
Thermodynamics
Carlos F. R. A. C. Lima, Jose C. S. Costa, Artur M. S. Silva, Adelio Mendes, Luis M. N. B. F. Santos
Summary: This work presents a comprehensive experimental evaluation of the solid-liquid-gas phase equilibria for five representative phenylene-thiophene co-oligomers. The study reveals the dependence of thermodynamic properties on ring identity and position, and identifies terminal 3-thienyl rings and linear molecular shape as factors contributing to the stabilization of the crystal phase.
JOURNAL OF CHEMICAL AND ENGINEERING DATA
(2022)
Article
Polymer Science
Johannes Chorbacher, Matthias Maier, Jonas Klopf, Maximilian Fest, Holger Helten
Summary: This article presents an unprecedented polymer (poly(thiophene iminoborane)) which is a boron-nitrogen analogue of the well-established conjugated organic polymer poly(thiophene vinylene). The polymer is synthesized through a selective Si/B exchange polycondensation reaction using a 2,5-diborylthiophene and a 2,5-diaminothiophene derivative. A facile synthetic strategy is devised for the latter, making it easily accessible. The novel polymer and a series of monodisperse thiophene iminoborane oligomers show systematic bathochromic shifts in their absorption spectra with increasing chain length, indicating extended π-conjugation over the B-N units along the backbone, which is further supported by TD-DFT calculations.
MACROMOLECULAR RAPID COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Kotaro Obayashi, Saori Miho, Masataka Yasui, Keiichi Imato, Seiji Akiyama, Mio Ishida, Yousuke Ooyama
Summary: Novel 4,4'-bibenzo[c]thiophene derivatives with various substituents at the 1,1'-positions show bathochromic shifts in photoabsorption and fluorescence maxima, with 1,1'-PhtBu-4,4'-BBT displaying the longest wavelength. The derivatives exhibit different fluorescence quantum yields and energy levels, with distinct solid-state fluorescence properties.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Laura Oliveira Peres, Rebeca da Rochas Rodrigues, Guy Louarn
Summary: In this study, crystallographic studies were conducted on Na- and K-doped terphenyl and quaterphenyl. The results showed that K-doped samples had an increase in the c parameter, while Na-doped samples had a decrease in the c parameter and an increase in the a parameter, which may be related to polymerization. Additionally, Raman analysis was used to describe the localization of radical anions and the local distortions induced by electric charges during the doping process.
Article
Chemistry, Physical
Nihal Khatiwoda, Aditya N. Panda
Summary: Evaluating and understanding optoelectronic properties of oligomers and polymers is important for materials science applications. In this study, thiophene-furan and thiophene-pyrrole oligomers were selected and calculations were carried out to determine the ground and excited state properties. The results showed minor differences between the two sets of oligomers and revealed that many of the excited states involved partial charge transfer.
CHEMICAL PHYSICS LETTERS
(2023)
Article
Chemistry, Organic
Yusuke Matsuo, Atsuhiro Osuka, Takayuki Tanaka
Summary: The Scholl reaction successfully synthesized [5]heterohelicene, confirmed by X-ray diffraction analysis. This compound exhibited sharp absorption and fluorescence spectra due to its rigid structure. DFT calculations showed that the formation of the [5]helicene-dimer is thermodynamically favored, with further oxidation prohibited due to increased strain energy.
SYNTHESIS-STUTTGART
(2022)
Article
Chemistry, Multidisciplinary
Kouki Oka, Hiroyuki Nishide, Bjorn Winther-Jensen
Summary: Polythiophenes and other pi-conjugated polymers are considered promising electrode materials for (photo)electrochemical reactions, with new copolymers being designed to efficiently convert oxygen to hydrogen peroxide under visible-light illumination without the need for external bias assistance.
Article
Materials Science, Multidisciplinary
Hitoshi Mizuno, Tomomi Jinjyo, Kazuki Bando, Fumio Sasaki, Kenichi Yamashita, Hisao Yanagi
Summary: Microcrystals with different orientations of thiophene/phenylene co-oligomers (TPCOs) were prepared as Fabry-Perot microresonators using a miniemulsion technique. Strong exciton-photon coupling was demonstrated for BP2T and BP2T-CN microcrystals owing to their active microresonators providing effective photonic mode confinement. The strength of the coupling between excitons and photons is correlated with the refractive index and absorption coefficient originating from the transition dipole moment and oscillator strength, with BP2T-CN achieving a larger value of omega due to its higher absorption coefficient, larger refractive index, and smaller mode volume.
JOURNAL OF MATERIALS CHEMISTRY C
(2021)
Article
Physics, Applied
Takumi Matsuo, Fumio Sasaki, Hisao Yanagi
Summary: This report investigates the growth of single crystals of TPCOs using improved methods in solution to achieve well-shaped single crystal cavity laser. The results show that the obtained crystals have high quality factors and group refractive indexes, indicating that they are superior organic laser media.
APPLIED PHYSICS EXPRESS
(2022)
Article
Chemistry, Medicinal
Jennifer Zablocki, Oriol Arteaga, Frank Balzer, Dirk Hertel, Julian J. Holstein, Guido Clever, Jana Anhaeuser, Rakesh Puttreddy, Kari Rissanen, Klaus Meerholz, Arne Luetzen, Manuela Schiek
Article
Chemistry, Physical
Sebastian Funke, Matthias Duwe, Frank Balzer, Peter H. Thiesen, Kurt Hingerl, Manuela Schiek
Summary: This research uses imaging Mueller matrix ellipsometry to analyze the birefringent properties of polycrystalline textured thin films with rotational domains, successfully determining the biaxial dielectric tensor. Strong intermolecular interactions near excitonic resonances cause the real permittivity to become strongly negative, which could be appealing for nanophotonic applications.
JOURNAL OF PHYSICAL CHEMISTRY LETTERS
(2021)
Article
Physics, Condensed Matter
Timo Grothe, Tobias Boehm, Karim Habashy, Oliya S. Abdullaeva, Jennifer Zablocki, Arne Luetzen, Karin Dedek, Manuela Schiek, Andrea Ehrmann
Summary: Recent advances in optoelectronics are often based on thin-film organic semiconductors, such as squaraines, which show excitonic coupling with visible light. Coating squaraine films on electrospun nanofiber mats and nanomembranes made conductive by PEDOT:PSS can significantly alter the thin film formation and improve optical properties.
PHYSICA STATUS SOLIDI B-BASIC SOLID STATE PHYSICS
(2021)
Article
Chemistry, Multidisciplinary
Thomas Quenzel, Daniel Timmer, Moritz Gittinger, Jennifer Zablocki, Fulu Zheng, Manuela Schiek, Arne Lutzen, Thomas Frauenheim, Sergei Tretiak, Martin Silies, Jin-Hui Zhong, Antonietta De Sio, Christoph Lienau
Summary: Increasing the exciton coherence length of squaraine aggregates by preparing them on a metallic substrate rather than a dielectric substrate can improve the transport properties and optical response of molecular nanostructures. The reduced disorder and enhanced exciton-plasmon coupling effects observed on a gold film demonstrate the potential for improving coherent transport properties of molecular aggregates and tailoring their collective optical response for quantum optical applications.
Article
Chemistry, Multidisciplinary
Frank Balzer, Marvin F. Schumacher, Sara Mattiello, Matthias Schulz, Jennifer Zablocki, Marc Schmidtmann, Klaus Meerholz, N. Serdar Sariciftci, Luca Beverina, Arne Luetzen, Manuela Schiek
Summary: The impact of chiral aggregation in solution processed and thermally annealed thin films of indolenine and anilino squaraines with chiral (S)-citronellyl functionalization was investigated. One of the indolenine squaraines showed a pseudo polymorphic crystal structure, while both compounds in thin films were found to be non-aggregated and isotropic. The circular dichroism correlated with the morphology of the samples, with the CD spectra reinforcing the excitonic nature of the characteristic double hump signatures.
ISRAEL JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Physical
Frank Balzer, Nicholas J. Hestand, Jennifer Zablocki, Gregor Schnakenburg, Arne Lutzen, Manuela Schiek
Summary: The absorption features of prototypical n-alkyl-terminated anilino squaraines for photovoltaic applications were investigated. It was found that these compounds exhibit double-hump absorption characteristics in the green and deep-red spectral range. Crystalline, textured thin films were used for polarized spectromicroscopy, and theoretical modeling was employed to understand the contribution of different excitons to the overall transition dipole moment and its effect on polarization behavior.
JOURNAL OF PHYSICAL CHEMISTRY C
(2022)
Article
Chemistry, Multidisciplinary
Frank Balzer, Tobias Breuer, Gregor Witte, Manuela Schiek
Summary: Controlling polymorph formation in organic semiconductor thin films is crucial for device performance, and different growth substrates can affect how polymorphs are expressed. By using various analytical methods, it is possible to identify and study the evolution of crystal phases.
Article
Optics
Robert Schwarzl, Pascal Heim, Manuela Schiek, Dario Grimaldi, Andreas Hohenau, Joachim R. Krenn, Markus Koch
Summary: This study presents a highly flexible and cost-efficient detection scheme for transient absorption microscopy, which utilizes a conventional photodiode and an USB oscilloscope with MHz bandwidth. The scheme achieves benchmark sensitivity and deviates from the commonly used lock-in setup. The advantages of this approach include the ability to monitor multiple pulse modulation frequencies simultaneously and the implementation of additional pulse sequences detection.
Article
Green & Sustainable Science & Technology
Jelena Ivic, Andreas Petritz, Cristian Vlad Irimia, Bilge Kahraman, Yasin Kanbur, Mateusz Bednorz, Cigdem Yumusak, Muhammad Awais Aslam, Aleksandar Matkovic, Klara Saller, Clemens Schwarzinger, Wolfgang Schuehly, Annika Smeds, Yolanda Salinas, Manuela Schiek, Felix Mayr, Chunlin Xu, Christian Teichert, Mariana Osiac, Niyazi Serdar Sariciftci, Barbara Stadlober, Mihai Irimia-Vladu
Summary: Natural dielectrics are becoming more popular for their biocompatibility and biodegradability in electronics and sensors. Silver fir and Rocky mountain fir demonstrate robust dielectric properties without traps, and the inclusion of inorganic nanofillers opens up possibilities for high dielectric constant insulating layers in low voltage OFETs.
ADVANCED SUSTAINABLE SYSTEMS
(2022)
Article
Chemistry, Multidisciplinary
Robin Bernhardt, Marick Manrho, Jennifer Zablocki, Lukas Rieland, Arne Lutzen, Manuela Schiek, Klaus Meerholz, Jingyi Zhu, Thomas L. C. Jansen, Jasper Knoester, Paul H. M. van Loosdrecht
Summary: By studying aggregated n-butyl anilino squaraines, we found that structural disorder affects the generation of red- and blue-shifted peaks, as well as the absence of photoluminescence in the aggregates.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Materials Science, Multidisciplinary
Davide Giavazzi, Marvin F. Schumacher, Luca Grisanti, Mattia Anzola, Francesco Di Maiolo, Jennifer Zablocki, Arne Luetzen, Manuela Schiek, Anna Painelli
Summary: This study provides a combined experimental and theoretical investigation of a new type of chiral aggregates with structure-correlated excitonic properties in the visible to near-infrared spectral range. It is found that different alkyl chain lengths can lead to different aggregation scenarios and spectroscopic features, including simultaneous blue- and red-shifted signatures, as well as dominant blue-shifted signatures. The calculation of circular dichroism including intermolecular charge transfer is explicitly expressed for the first time.
JOURNAL OF MATERIALS CHEMISTRY C
(2023)
