54286-63-4Relevant academic research and scientific papers
Effects of including electron-withdrawing atoms on the physical and photovoltaic properties of indacenodithieno[3,2-b]thiophene-based donor-acceptor polymers: towards an acceptor design for efficient polymer solar cells
Cai, Ping,Xu, Xiaofeng,Sun, Jiangman,Chen, Junwu,Cao, Yong
, p. 20440 - 20450 (2017/04/21)
Three new D-A polymers PIDTT-DTBO, PIDTT-DTBT and PIDTT-DTFBT, using indacenodithieno[3,2-b]thiophene (IDTT) as the electron-rich unit and benzoxadiazole (BO), benzodiathiazole (BT) or difluorobenzothiadiazole (FBT) as the electron-deficient unit, were synthesized via a Pd-catalyzed Stille polymerization. The included electron-withdrawing atoms of the acceptor portion were varied between O, S, and F for tailoring the optical and electrochemical properties and the geometry of structures. Their effects on the film topography, photovoltaic and hole-transporting properties of the polymers were thoroughly investigated via a range of techniques. As expected, the stronger electron-withdrawing BO unit affords red-shifted absorption, low-lying HOMO and LUMO levels for the polymer PIDTT-DTBO. However, it depicts lower hole mobility and a less efficient charge collection in the active layer compared to the polymer PIDTT-DTBT. In addition, degradation of the solubility is observed in the fluorinated polymer PIDTT-DTFBT. As a result, a BHJ PSC (ITO/PEDOT:PSS/polymer:PC71BM/interlayer/Al) fabricated with PIDTT-DTBT attains the best power conversion efficiency (PCE) of 4.91%. These results thus demonstrate the potential effects of electronegative atoms on IDTT-based polymers and the structure-function correlations of such electron-donor materials for efficient PSCs.
Synthesis, photophysical, electrochemical and single-crystal x-ray diffraction study of (Z)-2-phenyl-3-(5-(4-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-7-yl)thiophen-2-yl)acrylonitrile
Bhanvadia, Viraj J.,Patel, Heta A.,Sharma, Neha N.,Patel, Arun L.
, p. 1052 - 1061 (2016/07/16)
The optical characteristics, redox properties, thermogravimetric stability and single-crystal X-ray diffraction study of (Z)-2-phenyl-3-(5-(4-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-7-yl)thiophen-2-yl)acrylonitrile are examined using ultraviolet–visible spectrophotometry, cyclic voltammetry, thermal gravimetric analysis–diffraction scanning calorimetry analysis, single-crystal X-ray diffraction and density functional theory calculations. Evidently, the crystal structure of compound 6 is sustained by a number of weak nonconventional intermolecular forces of attraction such as C-H?…?N, C-H?…?π donor–acceptor interactions.
Effect of single atom substitution in benzochalcogendiazole acceptors on the performance of ternary memory devices
Liu, Zhaojun,He, Jinghui,Zhuang, Hao,Li, Hua,Li, Najun,Chen, Dongyun,Xu, Qingfeng,Lu, Jianmei,Zhang, Keqin,Wang, Lihua
, p. 9145 - 9153 (2015/09/07)
Herein, three conjugated organic molecules comprised of the diethylamine donor, pyrimidine and benzochalcogenodiazole acceptors (where the chalcogen atoms are varied from O, S to Se), named PBOP, PBTP, and PBSeP, were synthesized and fabricated into resis
Conjugated copolymer-photosensitizer molecular hybrids with broadband visible light absorption for efficient light-harvesting and enhanced singlet oxygen generation
He, Rongkun,Hu, Ming,Xu, Ting,Li, Chunxiang,Wu, Chuanliu,Guo, Xiangqun,Zhao, Yibing
supporting information, p. 973 - 976 (2015/02/05)
We have developed conjugated copolymer-photosensitizer molecular hybrids (PFBDBP-IPBP) with a strong, broad (from 400 nm to ~700 nm) and continuous visible absorption. The photosensitizing ability of PFBDBP-IPBP was demonstrated to be higher than that of
Benzooxadiazaole-based D-A-D co-oligomers: Synthesis and electropolymerization
Pati, Palas Baran,Das, Soumyajit,Zade, Sanjio S.
, p. 3996 - 4003 (2012/11/07)
Four D-A-D type co-oligomers have been synthesized by Stille condensation between monostannyl derivatives of furan/thiophene/selenophene/3,4- ethylenedioxythiophene (EDOT) and 4,7-dibromo-benzo[1,2,5]oxadiazole. All these co-oligomers were successfully electrochemically polymerized in dichloromethane and characterized by spectroelectrochemistry. All four polymers possess narrow optical band gap. Spectroelectrochemical studies of polymer films on indium tin oxide revealed that the replacement of donor EDOT with furan/thiophene/ selenophene has affected the low-energy charge-carrier (bipolaron) formation significantly. Kinetic studies based on chronoamperometry show that the polymer P5 (EDOT-capped benzo[1,2,5]oxadiazole system) possess better electrochromic property with high transmittance (66%) in visible region than the other copolymers.
D-A-D low band gap molecule containing triphenylamine and benzoxadiazole/benzothiadiazole units: Synthesis and photophysical properties
Zeng, Shaohang,Yin, Lunxiang,Jiang, Xueying,Li, Yanqin,Li, Kechang
, p. 229 - 235 (2012/09/07)
Two D-A-D-type low band gap organic dyes based on triphenylamine and benzoxadiazole/benzothiadiazole, 4,7-Bis{5-{4-{2-[4-(N,N-diphenylamino)phenyl]- 1-nitrilethenyl}phenyl}-2-thienyl}-2,1,3-benzoxadiazole (BDNTBX) and 4,7-Bis{5-{4-{2-[4-(N,N-diphenylamino)phenyl]-1-nitrilethenyl}phenyl}-2-thienyl} -2,1,3-benzothiadiazole (BDNTBT) were successfully synthesized. The properties of two compounds were investigated by density functional theory (DFT) calculations, UV-vis absorption spectroscopy, cyclic voltammetry and fluorescence quenching experiment. The calculated ground-state geometries demonstrate intramolecular charge transfer (ICT) occurs in both molecules during the procedure of charge excitation from HOMO to LUMO. From the data in electrochemistry and fluorescence quenching experiments, the molecules reveal lower HOMO energy levels compared with that of P3HT and proper LUMO energy levels to obtain efficient charge separation with PCBM. Two synthesized compounds exhibit broad absorption range covering the whole visible spectral region. These photophysical and electrochemical properties call attention to that our materials are prospective candidates as donor materials for solution-processable organic photovoltaic cells.
Photophysical property trends for a homologous series of bis-ethynyl-substituted benzochalcogendiazoles
Coombs, Benjamin A.,Lindner, Benjamin D.,Edkins, Robert M.,Rominger, Frank,Beeby, Andrew,Bunz, Uwe H. F.
supporting information; experimental part, p. 550 - 553 (2012/05/04)
We report on the preparation and photophysical property study of three homologous benzoheteroarene-ethynylene systems. Significant differences in the series' optical properties indicate a change in the HOMO-LUMO energy as the chalcogen is altered (O, S and Se) which we have examined using TD-DFT methods and shown to be attributable to modification of the HOMO energy. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2012.
METHOD AND MEANS RELATING TO MULTIPLE HERBICIDE RESISTANCE IN PLANTS
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Page/Page column 91-92, (2009/04/25)
Methods for overcoming multiple herbicide resistance (MHR) in plants using inhibitors of GST suppression of Formula (I), novel chemical inhibitors of Formula (Ia), compositions comprising compounds of Formula (I), and uses and methods relating thereto.
Toward a rational design of poly(2,7-carbazole) derivatives for solar cells
Blouin, Nicolas,Michaud, Alexandre,Gendron, David,Wakim, Salem,Blair, Emily,Neagu-Plesu, Rodica,Belletete, Michel,Durocher, Gilles,Tao, Ye,Leclerc, Mario
, p. 732 - 742 (2008/09/19)
On the basis of theoretical models and calculations, several alternating polymeric structures have been investigated to develop optimized poly(2,7-carbazole) derivatives for solar cell applications. Selected low band gap alternating copolymers have been obtained via a Suzuki coupling reaction. A good correlation between DFT theoretical calculations performed on model compounds and the experimental HOMO, LUMO, and band gap energies of the corresponding polymers has been obtained. This study reveals that the alternating copolymer HOMO energy level is mainly fixed by the carbazole moiety, whereas the LUMO energy level is mainly related to the nature of the electron-withdrawing comonomer. However, solar cell performances are not solely driven by the energy levels of the materials. Clearly, the molecular weight and the overall organization of the polymers are other important key parameters to consider when developing new polymers for solar cells. Preliminary measurements have revealed hole mobilities of about 1 × 10-3 cm2·V-1·s-1 and a power conversion efficiency (PCE) up to 3.6%. Further improvements are anticipated through a rational design of new symmetric low band gap poly(2,7-carbazole) derivatives.
Fluorescence enhancement by hydroperoxides based on a change in the intramolecular charge transfer character of benzofurazan
Onoda, Maki,Tokuyama, Hidetoshi,Uchiyama, Seiichi,Mawatari, Ken-Ichi,Santa, Tomofumi,Kaneko, Kiyoko,Imai, Kazuhiro,Nakagomi, Kazuya
, p. 1848 - 1850 (2007/10/03)
Strong fluorescence signals were observed after the reaction of novel reagents with hydroperoxides. The Royal Society of Chemistry 2005.
