1693-86-3Relevant articles and documents
Synthesis and photovoltaic properties of low-bandgap 4,7-dithien-2-yl-2,1, 3-benzothiadiazole-based poly(heteroarylenevinylene)s
Wen, Shanpeng,Pei, Jianing,Li, Pengfei,Zhou, Yinhua,Cheng, Weidong,Dong, Qingfeng,Li, Zaifang,Tian, Wenjing
, p. 2715 - 2724 (2011)
Three novel low-bandgap copolymers containing alkylated 4,7-dithien-2-yl-2,1,3-benzothiadiazole (HBT) and different electron-rich functional groups (dialkylfluorene (PFV-HBT), dialkyloxyphenylene (PPV-HBT) and dialkylthiophene (PTV-HBT)) were prepared by Horner polycondensation reactions and characterized by 1H NMR, gel permeation chromatography, and elemental analysis. The alkyl side chain brings these polymeric materials good solubility in common organic solvents, which is critical for the manufacture of solar cells in a cost-effective manner. The copolymers exhibit low optical bandgap from 1.48 to 1.83 eV. The highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels of the copolymers were measured by cyclic voltammetry. Theoretical calculations revealed that the variation laws of HOMO and the LUMO energy levels are well consistent with cyclic voltammetry measurement. The bulk heterojunction photovoltaic devices with the structure of ITO/PEDOT-PSS/polymer:PCBM/LiF/Al were fabricated by using the three copolymers as the donor and (6,6)-phenyl-C61-butyric acid methyl ester (PCBM) as the acceptor in the active layer. The device based on PTV-HBT:PCBM (1:4 w/w) achieved a power conversion efficiency of 1.05% under the illumination of AM 1.5, 100 mW/cm2.
Regiospecific Synthesis of 3-Alkylfuranes and 3-Alkylthiophenes via Organoboranes
Akimoto, Itaru,Sano, Masahiro,Suzuki, Akira
, p. 1587 - 1588 (1981)
The reaction of bromide or iodide with ate-complexes obtained from trialkylboranes and 3-lithiofuran or 3-lithiothiophene gives the corresponding 3-alkylfurans or 3-alkylthiophenes in good yields, respectively.
Efficient Pd-Catalyzed Direct Coupling of Aryl Chlorides with Alkyllithium Reagents
Dilchert, Katharina,Gessner, Viktoria H.,Gro?johann, Angela,Rodstein, Ilja,Scherpf, Thorsten,Steinert, Henning,Tappen, Jens
supporting information, p. 20596 - 20603 (2020/09/09)
Organolithium compounds are amongst the most important organometallic reagents and frequently used in difficult metallation reactions. However, their direct use in the formation of C?C bonds is less established. Although remarkable advances in the coupling of aryllithium compounds have been achieved, Csp2?Csp3 coupling reactions are very limited. Herein, we report the first general protocol for the coupling or aryl chlorides with alkyllithium reagents. Palladium catalysts based on ylide-substituted phosphines (YPhos) were found to be excellently suited for this transformation giving high selectivities at room temperature with a variety of aryl chlorides without the need for an additional transmetallation reagent. This is demonstrated in gram-scale synthesis including building blocks for materials chemistry and pharmaceutical industry. Furthermore, the direct coupling of aryllithiums as well as Grignard reagents with aryl chlorides was also easily accomplished at room temperature.
Conductive triethylene glycol monomethyl ether substituted polythiophenes with high stability in the doped state
Dissanayake, Dushanthi S.,Gunathilake, Samodha S.,Udamulle Gedara, Chinthaka M.,Du, Jia,Yoo, Sang Ha,Lee, Youngmin,Wang, Qing,Gomez, Enrique D.,Biewer, Michael C.,Stefan, Mihaela C.
, p. 1079 - 1086 (2019/03/21)
Synthesis of two conducting polymers containing 3-hexylthiophene and 3-[2-(2-(2-methoxyethoxy)ethoxy)ethoxy]thiophene is demonstrated. In thin-film transistors, the high-molecular-weight polymer shows an average mobility of 4.2 × 10?4 cm2 V?1 s?1. Most importantly, the polymers have high conductivity upon doping with iodine and also have high stability in the doped state with high conductivities measured even after 1 month. Furthermore, the doping causes transparency to thin films of the polymer and the films are resistant to common organic solvents. All these properties indicate a great potential for the iodine-doped polymer to be used as an alternative to commercially available poly(3,4-ethylenedioxythiophene):poly(styrene sulfonate).