1147124-21-7Relevant articles and documents
Isoindigo-3,4-Difluorothiophene Polymer Acceptors Yield “All-Polymer” Bulk-Heterojunction Solar Cells with over 7 % Efficiency
Liu, Shengjian,Firdaus, Yuliar,Thomas, Simil,Kan, Zhipeng,Cruciani, Federico,Lopatin, Sergei,Bredas, Jean-Luc,Beaujuge, Pierre M.
, (2018)
Poly(isoindigo-alt-3,4-difluorothiophene) (PIID[2F]T) analogues used as “polymer acceptors” in bulk-heterojunction (BHJ) solar cells achieve >7 % efficiency when used in conjunction with the polymer donor PBFTAZ (model system; copolymer of benzo[1,2-b:4,5
Poly(benzo[2,1-b:3,4-b′]dithiophene-alt-isoindigo): A low bandgap polymer showing a high open circuit voltage in polymer solar cells
Wan, Meixiu,Zhu, Hongbing,Liu, Juan,Huo, Lijun
, p. 269 - 273 (2015)
A novel optical band gap of 1.57 eV isoindigo (IID)-containing polymer of PBDP-IID was synthesized and the HOMO of the polymer descends to -5.44 eV due to strong electron-deficient isoindigo unit. Bulk heterojunction solar cells made from PBDP-IID exhibited a high Voc of 0.95 V, which shows the highest value among the PSCs based on the narrow bandgap polymer donors with Eg 1.6 eV. This journal is
Spectrally Switchable Photodetection with Near-Infrared-Absorbing Covalent Organic Frameworks
Bessinger, Derya,Ascherl, Laura,Auras, Florian,Bein, Thomas
, p. 12035 - 12042 (2017)
Most covalent organic frameworks (COFs) to date are made from relatively small aromatic subunits, which can only absorb the high-energy part of the visible spectrum. We have developed near-infrared-absorbing low bandgap COFs by incorporating donor-accepto
Pyrazine-fused isoindigo: A new building block for polymer solar cells with high open circuit voltage
Li, Jiu-Long,Chai, Yun-Fei,Wang, Wei Vanessa,Shi, Zi-Fa,Xu, Zhu-Guo,Zhang, Hao-Li
, p. 5882 - 5885 (2017)
Pyrazine-fused isoindigo (PzIIG) was designed and synthesized as a novel electron acceptor to construct two D-A conjugated polymers, PzIIG-BDT2TC8 and PzIIG-BTT2TC10. Both the polymers were successfully applied in polymer solar cells, and the PzIIG-BDT2TC8 based solar cell device exhibited a PCE of 5.26% with a high Voc over 1.0 V.
Novel calamitic liquid crystalline organic semiconductors based on electron-deficient dibenzo[: C, h] [2,6]naphthyridine: Synthesis, mesophase, and charge transport properties by the time-of-flight technique
Yang, Ming-Cong,Hanna, Jun-Ichi,Iino, Hiroaki
, p. 13192 - 13202 (2019)
Calamitic liquid crystalline organic semiconductors based on an electron-deficient dibenzo[c,h][2,6]naphthyridine (DBN) core were designed for electron transport materials and synthesized from 6-bromoisatin to form a key intermediate without tedious purification by means of a one-pot reaction including 4 steps, and then the target products were obtained in an additional 3 steps in a total yield of 13%. Two dialkylated DBN derivatives, 2,8-didecyl DBN (C10-DBN-C10) and 2,8-didodecyl DBN (C12-DBN-C12), exhibited a low ordered mesophase of smectic C (SmC) only. Their phase transitions, photophysical properties, and charge carrier transport properties were investigated and compared with their carbon analogs, i.e., chrysene and the DBN isomers of isoquino[8,7-h]isoquinoline derivatives. In the SmC phase, transient photocurrents had well-defined transits, which allowed us to evaluate their exact mobilities. The mobility for negative and positive carriers in the SmC phase depended on both electric field and temperature, which suggested that the conduction mechanism is via electronic hopping transport for both holes and electrons. It was unexpectedly found that C10-DBN-C10 in the SmC phase exhibited quite low mobility on the order of 10-5 cm2 V-1 s-1, which is two orders of magnitude smaller than that for dialkylated chrysenes, and is comparable to the typical mobility in liquid crystalline semiconductors with large dipole moments, even though the DBN core has no dipole moment; this is also true for holes. This new phenomenon has not been reported before, and may provide new insight into how mobility in liquid-crystal phases is determined.
Kinetic Control of a Self-Assembly Pathway towards Hidden Chiral Microcoils
Guo, Yongxian,Liu, Yin,Gong, Yanjun,Xiong, Wei,Zhang, Chuang,Zhao, Jincai,Che, Yanke
, p. 7463 - 7468 (2019)
Manipulating the self-assembly pathway is essentially important in the supramolecular synthesis of organic nano- and microarchitectures. Herein, we design a series of photoisomerizable chiral molecules, and realize precise control over pathway complexity with external light stimuli. The hidden single-handed microcoils, rather than the straight microribbons through spontaneous assembly, are obtained through a kinetically controlled pathway. The competition between molecular interactions in metastable photostationary intermediates gives rise to a variety of molecular packing and thereby the possibility of chirality transfer from molecules to supramolecular assemblies.
Systematic investigation of isoindigo-based polymeric field-effect transistors: Design strategy and impact of polymer symmetry and backbone curvature
Lei, Ting,Cao, Yue,Zhou, Xu,Peng, Yang,Bian, Jiang,Pei, Jian
, p. 1762 - 1770 (2012)
Ten isoindigo-based polymers were synthesized, and their photophysical and electrochemical properties and device performances were systematically investigated. The HOMO levels of the polymers were tuned by introducing different donor units, yet all polymers exhibited p-type semiconducting properties. The hole mobilities of these polymers with centrosymmetric donor units exceeded 0.3 cm2 V-1 s-1, and the maximum reached 1.06 cm2 V-1 s-1. Because of their low-lying HOMO levels, these copolymers also showed good stability upon moisture. AFM and GIXD analyses revealed that polymers with different symmetry and backbone curvature were distinct in lamellar packing and crystallinity. DFT calculations were employed to help us propose the possible packing model. Based on these results, we propose a design strategy, called molecular docking , to understand the interpolymer π-π stacking. We also found that polymer symmetry and backbone curvature affect interchain molecular docking of isoindigo-based polymers in film, ultimately leading to different device performance. Finally, our design strategy maybe applicable to other reported systems, thus representing a new concept to design conjugated polymers for field-effect transistors.
Light-Driven Crawling of Molecular Crystals by Phase-Dependent Transient Elastic Lattice Deformation
Cao, An-Min,Che, Yanke,Ge, Fayuan,Gong, Yanjun,Guo, Yongxian,Su, Jie,Sun, Yang,Xiong, Wei,Zhang, Chuang,Zhang, Yifan,Zhao, Jincai
supporting information, p. 10337 - 10342 (2020/04/23)
The light-driven crawling of a molecular crystal that can form three phases, (α, β, and γ) is presented. Laser irradiation of the molecular crystal can generate phase-dependent transient elastic lattice deformation. The resulting elastic lattice deformati
