Article
Chemistry, Multidisciplinary
Xinbo Wen, Yu Zhang, Guojing Xie, Rodger Rausch, Ningning Tang, Nan Zheng, Linlin Liu, Frank Wuerthner, Zengqi Xie
Summary: A new electron transporting layer composed of PBI-2P is successfully applied to nonfullerene organic solar cells, resulting in improved device stability and efficiency.
ADVANCED FUNCTIONAL MATERIALS
(2022)
Article
Chemistry, Multidisciplinary
Carolin Dusold, Corinna Weiss, Frank Hampel, Andreas Hirsch
Summary: This study presents an unprecedented library of single and double bay-substituted perylene-pentaphenylbenzenes (PPBs), confirming extreme core-distortion and successful elimination of aggregation interactions of perylenes through X-ray analysis. Isomerically pure perylene-PPB hybrids exhibit remarkable differences in their photophysical properties with respect to their regiochemistry and peri-functionalization.
CHEMICAL COMMUNICATIONS
(2021)
Article
Nanoscience & Nanotechnology
Arindam Mukhopadhyay, Kaixuan Liu, Victor Paulino, Carrie L. Donley, Jean-Hubert Olivier
Summary: Functionalization of silicon electrode surfaces with monolayers derived from perylene bisimide (PBI) nanoaggregates can achieve a reversible stabilization effect through redox control. The magnitude of this effect is dictated by the structure-function relationships of the PBI nanoaggregates used to construct the monolayers on Si electrodes.
ACS APPLIED NANO MATERIALS
(2021)
Article
Chemistry, Multidisciplinary
Duo Wei, Yaozheng Yu, Lingling Ge, Zhifeng Wang, Chong Chen, Rong Guo
Summary: This study utilizes synthesized oligopeptide-perylene diimides (AUPDIs) to generate beta-sheet strands, forming a diversity of morphologies in supramolecular polymers in aqueous media. Complex morphology transitions can be controlled by adjusting the water volume fraction, leading to efficient electronic sensing capabilities.
Article
Nanoscience & Nanotechnology
Chunxia Hua, Ke Liu, Ying Wu, Wenjun Xu, Jing Zhang, Zhaolong Wang, Kaiqiang Liu, Yu Fang
Summary: The film-type electrochromic system using non-planar PBI-CB as the electroactive material exhibits excellent electrochromic and electrofluorochromic properties with fast response times, high stability, and low cost, making it suitable for applications in smart windows, information encryption, and optoelectrical sensing. Additionally, this work lays the foundation for developing combined electrochromic/electrofluorochromic systems using abundant and solution-processable organic fluorophores.
ACS APPLIED MATERIALS & INTERFACES
(2021)
Article
Chemistry, Multidisciplinary
Rebecca E. E. Ginesi, Nicholas R. R. Murray, Robert M. M. Dalgliesh, James Doutch, Emily R. R. Draper
Summary: The pH dependence of perylene bisimide gels is investigated, showing that both the final and starting pH can impact the resulting gel properties. Adjusting the starting pH from 9 to 6 results in different worm-like micelles and gels with different mechanical properties. This highlights the importance of controlling pH for gelation and opens up possibilities for different morphologies and properties.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Guanghui Ouyang, Jessica Ruehe, Yang Zhang, Mei-Jin Lin, Minghua Liu, Frank Wuerthner
Summary: The study presents a chiral PBI hetero-cyclophane (BBI-PBI) with intramolecular energy and solvent-regulated chirality transfer from the BBI to the PBI subunit. The combination of excellent spectral overlap and spatial arrangement of BBI and PBI leads to efficient excitation energy transfer and high quantum yield PBI emission in various solvents, while chirality transfer is strongly dependent on the respective solvent. The combination of energy and chirality transfer results in bright red circularly polarized luminescence from the PBI chromophore by excitation of BBI.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Mai Odajima, Keita Tajima, Norihito Fukui, Hiroshi Shinokubo
Summary: DNTrBI and DNCHepBI are designed based on the PBI core, with non-planar structures and strong chemical reactivity. Their unique properties make them suitable for various applications in organic chemistry.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Adam Dannenhoffer, Hiroaki Sai, Eric P. Bruckner, Luka Dordevic, Ashwin Narayanan, Yang Yang, Xuedan Ma, Liam C. Palmer, Samuel I. Stupp
Summary: Alloys are mixtures of metallic elements used to search for superior functional properties. In this study, we demonstrate the formation of supramolecular alloys with changes in physical, photophysical, and mechanical properties using small organic molecules in water. We also identify supramolecular polymers containing multiple molecular species, similar to intermetallic compounds. The mechanism of alloy formation suggests the potential for controlled growth to create emergent functional structures in these assemblies.
Article
Chemistry, Organic
Ksenia S. Stankevich, Matthew J. Cook
Summary: A method for the formation of highly substituted cyclopentenols using a Claisen-Sakurai reaction is reported in this paper. The reaction proceeds in a one-pot sequence, providing the corresponding cyclized products with high stereoselectivity. The stereochemical outcome is determined by the combination of Claisen stereospecificity and stereoelectronic effects in the Sakurai cyclization, promoting reactivity via an anti-SE & PRIME; antiperiplanar transition state.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Nanoscience & Nanotechnology
Bowen Tao, Mi Ouyang, Qiqi Hua, Chenwen Kong, Jinlu Zhang, Weijun Li, Ru Bai, Junlei Liu, Xiaojing Lv, Cheng Zhang
Summary: Water-soluble PBI derivatives were synthesized and hybrid films were prepared via a simple solution immersion method. The films exhibited reversible redox activity and cathodic electrochromic properties, capable of changing color from orange-red to purple. A large-area electrochromic display device was fabricated using the hybrid film, demonstrating excellent reversible electrochromic performance.
ACS APPLIED MATERIALS & INTERFACES
(2023)
Article
Materials Science, Multidisciplinary
Jie Liu, Si-Yu Gao, Xin-Yi Zhang, Yakai Feng, Han-Chun Wu, Zhijian Chen, Maxim Bermeshev, Xiang-Kui Ren
Summary: In this study, a POSS-containing polynorbornene was synthesized and its supramolecular structure and photoluminescence properties were investigated. The experimental results demonstrated that the introduction of POSS cages led to a unique structure and enhanced photoluminescence properties. These findings are of great significance for understanding the structure-property relationship of optical polymers and designing polymer materials with controllable supramolecular structure and tunable luminescence properties.
JOURNAL OF MATERIALS CHEMISTRY C
(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
Materials Science, Multidisciplinary
Asia R. Y. Almuhana, Philipp Langer, Sarah L. Griffin, Rhys W. Lodge, Graham A. Rance, Neil R. Champness
Summary: The synthesis of nanodiamond-perylene diimide composites involves reacting hydroxyl-functionalised perylene diimides with carboxylic acid functionalised nanodiamonds through ester formation. The nanocomposite materials retain the core of nanodiamonds and interesting dye properties of perylene diimides, as confirmed by various techniques including fluorescence measurements. This approach provides a simple mechanism for maintaining the solution-phase properties of perylene diimides in solid-state materials.
JOURNAL OF MATERIALS CHEMISTRY C
(2021)
Article
Chemistry, Physical
Francesco Marin, Alessandro Zappi, Dora Melucci, Lucia Maini
Summary: The efficient classification or prediction of crystal structures is crucial for the design of materials with specific packing and properties. In this study, a clustering method based on self-organizing maps and principal component analysis was employed to classify different pi-stacking arrangements into families of similar crystal packing. By exploring the crystal structures of perylene diimide derivatives in the Cambridge Structural Database, six distinct packing families of PDIs were identified. The effects of different substituent types and positions on the resulting packing arrangement were also discussed.
MOLECULAR SYSTEMS DESIGN & ENGINEERING
(2023)
Article
Chemistry, Multidisciplinary
Geetha Bolla, Qing Liao, Saeed Amirjalayer, Zeyi Tu, Shaokai Lv, Jie Liu, Shuai Zhang, Yonggang Zhen, Yuanping Yi, Xinfeng Liu, Hongbing Fu, Harald Fuchs, Huanli Dong, Zhaohui Wang, Wenping Hu
Summary: Through halogen-bonded cocrystallization, controllable molecular packing motifs can be achieved in organic semiconductors, leading to increased radiative decay rate and decreased ASE threshold. Cocrystallization is a powerful approach that is fundamentally important for the development of organic ASE and lasing materials.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Chemistry, Multidisciplinary
Ningning Liang, Dong Meng, Zhaohui Wang
Summary: Rylene imides are oligo(pen-naphthalene)s with one or two six-membered carboxylic imide rings, exhibiting unique photoelectronic properties and flexible reaction sites, which have led to active research in various applications. These intriguing dyes have become valuable in organic photovoltaics, thanks to synthetic flexibility and molecular design principles.
ACCOUNTS OF CHEMICAL RESEARCH
(2021)
Article
Chemistry, Multidisciplinary
Panpan Yu, Yang Li, Huijuan Zhao, Lingyun Zhu, Yongshuai Wang, Wei Xu, Yonggang Zhen, Xinran Wang, Huanli Dong, Daoben Zhu, Wenping Hu
Summary: The study focuses on organic ambipolar semiconductors and successfully synthesizes four 1D mixed-stack cocrystals using electron donor-acceptor alternative stacking. These cocrystals exhibit high electron mobility and balanced hole mobility, showing potential for the development of organic ambipolar semiconductors.
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, Applied
Tengda Huang, Andong Zhang, Ning Xue, Wei Jiang, Zhaohui Wang
Summary: A novel PDI-based electron acceptor, synthesized via Knoevenagel condensation, exhibits a high LUMO level and forms a stable radical anion with cobaltocene, showing promising electron transporting characteristics. This compound may have potential applications in organic electronic or spintronic devices.
Article
Chemistry, Multidisciplinary
Yi Wei, Ningning Liang, Wei Jiang, Tianrui Zhai, Zhaohui Wang
Summary: This study explores the use of unique molecular structure PDIs as the third component for PM6:Y6-based organic solar cells, with one hybrid, S-Fuller-PMI, significantly improving the fill factor and power conversion efficiency of ternary solar cells compared to binary ones. The enhanced electron mobility and tailored compatibility of S-Fuller-PMI with Y6 contribute to improved charge separation and transport, while the suppressed traps and increased entropy effect ensure long-term stability of the ternary OSCs.
Review
Materials Science, Multidisciplinary
Qingbin Li, Yihan Zhang, Ziyi Xie, Yonggang Zhen, Wenping Hu, Huanli Dong
Summary: This article provides a concise summary of recent advances in ring-closing reactions for the synthesis of organic semiconductors, discussing their applicable conditions and attractive applications in organic electronics, such as organic field-effect transistors and organic solar cells.
JOURNAL OF MATERIALS CHEMISTRY C
(2022)
Article
Chemistry, Multidisciplinary
Ningning Liang, Guogang Liu, Deping Hu, Kai Wang, Yan Li, Tianrui Zhai, Xinping Zhang, Zhigang Shuai, He Yan, Jianhui Hou, Zhaohui Wang
Summary: This study introduces two heavy-atom-free room-temperature phosphorescent electron acceptors with long lifetime triplet excitons, demonstrating high efficiency and excellent charge collection capability in organic solar cells. These electron acceptors provide insights into fundamental electronic characteristics, photophysical mechanisms, and generation pathways for current from light.
Article
Chemistry, Multidisciplinary
Junfeng Guo, Yan Zeng, Yonggang Zhen, Hua Geng, Zongrui Wang, Yuanping Yi, Huanli Dong, Wenping Hu
Summary: This study utilized non-equal ratio cocrystal engineering to construct cocrystals with more appropriate packing structure through hydrogen bonds and donor-acceptor interactions, leading to an improved carrier mobility of organic semiconductors.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Chemistry, Multidisciplinary
Haoguo Yue, Zongrui Wang, Yonggang Zhen
Summary: This mini-review summarizes the recent research progress in self-healing materials used in organic field-effect transistors (OFETs). It covers conductor, semiconductor, and insulator materials, and discusses the relationship between material design and self-healing properties.
Article
Chemistry, Multidisciplinary
Geetha Bolla, Junfeng Guo, Huijuan Zhao, Shaokai Lv, Jie Liu, Yang Li, Yonggang Zhen, Qing Liao, Xinran Wang, Hongbing Fu, Huanli Dong, Zongrui Wang, Zhaohui Wang, Wenping Hu
Summary: The packing motif of molecular materials is crucial in determining their optoelectronic characteristics, and can be controlled by altering molecular structure and crystal polymorph. This study demonstrates the possibility of crystal polymorphism from herringbone packing to 1D slipped stacking by introducing pyridyl substitution at the 2,6-positions of anthracene. The two crystal polymorphs exhibit distinct crystal morphologies, emission spectra, optical anisotropy, and waveguiding properties, providing insights into the relationship between packing arrangement and optical characteristics based on the same molecular structure.
Article
Chemistry, Multidisciplinary
Shangshang Chen, Dong Meng, Jiachen Huang, Ningning Liang, Yan Li, Feng Liu, He Yan, Zhaohui Wang
Summary: Controllable assembly of organic semiconductors has led to a significant improvement in performance, with isomeric CRP acceptors displaying different assembly framework structures and achieving high efficiency. This study highlights the importance of designing high-performance organic semiconductors with symmetric orderly assembly.
Review
Materials Science, Multidisciplinary
Junfeng Guo, Yonggang Zhen, Huanli Dong, Wenping Hu
Summary: Organic exciplex materials have attracted attention recently due to their potential in various luminescent applications. This review discusses the formation mechanism and emission process of exciplexes, as well as the potential applications and challenges faced by different organic exciplex materials in optoelectronic devices.
JOURNAL OF MATERIALS CHEMISTRY C
(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
Materials Science, Multidisciplinary
Gao-Yang Ge, Wentao Xiong, Kai-Kai Liu, Hwa Sook Ryu, Shi-Sheng Wan, Bo Liu, Asif Mahmood, Hai-Rui Bai, Jun-Fang Wang, Zhaohui Wang, Han Young Woo, Yanming Sun, Jin-Liang Wang
Summary: By synthesizing a pair of regioisomer-free selenophene-containing non-fullerene acceptors, this study demonstrates that adjusting the position of the chlorine atom on INCN can improve molecular packing, crystallinity, and film morphology, leading to enhanced efficiency of photovoltaic devices.
JOURNAL OF MATERIALS CHEMISTRY C
(2021)
