255829-38-0Relevant academic research and scientific papers
Dopant-Free Hole-Transporting Polycarbazoles with Tailored Backbones for Efficient Inverted Perovskite Solar Cells
Xie, Yuanyuan,Wang, Xuxian,Chen, Qing,Liu, Sizhou,Yun, Yikai,Liu, You,Chen, Cheng,Wang, Jungan,Cao, Yezhou,Wang, Fangfang,Qin, Tianshi,Huang, Wei
, (2019)
Three conjugated polymers based on different linkage sites of carbazole repeat units, 3,6-PCzTPA, 2,7-PCzTPA, and 3,6-2,7-PCzTPA, were obtained through judicious molecular engineering. We observed that structure differences between 2,7- and 3,6-carbazole linkage sites could significantly influence intra- and intermolecular architectures and electronic states of materials. Herein, 3,6-PCzTPA and 3,6-2,7-PCzTPA with 3,6-carbazole units exhibited higher hole mobilities owing to the formation of radical cations, compared to 2,7-PCzTPA with 2,7-carbazole units. As a result, by using 3,6-2,7-PCzTPA as the hole-transporting material, perovskite solar cells with the p-i-n structure demonstrated the highest power conversion efficiency up to 18.4%. The outstanding device performance originated from compositive values of open-circuit voltage and fill factor, which were attributed to the suitable energy level as well as a high hole mobility of 3,6-2,7-PCzTPA. Moreover, its straightforward synthesis strategy, fine film-formation ability, and nondopant requirement indicated 3,6-2,7-PCzTPA as an ideal hole-transporting material for perovskite solar cells.
Site-Selective N-Arylation of Carbazoles with Halogenated Fluorobenzenes
Wang, Lei,Ji, Enhui,Liu, Ning,Dai, Bin
, p. 737 - 750 (2016/02/27)
A method for the highly site-selective C-N bond-formation reaction of halogenated fluorobenzenes with carbazoles is described. The selectivity of iodine and fluorine atoms on the aromatic ring of fluorinated iodobenzenes was initially determined with a copper-N,N-diisopropylethylamine catalytic system. By changing the position of the iodine atom on the aromatic ring from the 3- or 4-position to the 2-position, the preferred coupling site was switched from the iodine atom to the fluorine atom. Steric hindrance of the fluorinated iodobenzenes is responsible for the selectivity switch. After elucidating the reaction mechanisms of these reaction processes, a metal-free method for the highly site-selective C-N bond-formation reaction of halogenated fluorobenzenes with carbazoles was revealed through C-F bond activation. The metal-free system is able to handle a range of halogenated groups. Thus, a broad range of chlorinated, brominated, and iodinated N-arylated carbazoles were generated, which are widely useful in organic chemistry.
One-pot two-step synthesis of: N -arylcarbazole-based skeleton
Tao, Sheng,Liu, Ning,Dai, Bin
, p. 43250 - 43260 (2016/05/24)
A highly site-selective, one-pot, sequential C-N and C-C bond forming process was developed, affording a carbazole-based skeleton that contains biphenyl and diarylacetylene cores. The success of this process is attributed to the use of fluorinated iodoarenes as the starting material, the fluorine group of which preferentially reacts with carbazole. The subsequent coupling of the intermediate iodinated N-arylcarbazole with arylboronic acid or arylacetylene produced the desired products. The intermediate underwent a Pd-catalyzed Ullmann coupling with excess fluorinated iodoarenes in the absence of arylboronic acid or arylacetylene, resulting in Ullmann coupling products in a one-pot process.
Copper/β-diketone-catalysed N-arylation of carbazoles
Chen, Fei,Liu, Ning,Ji, Enhui,Dai, Bin
, p. 51512 - 51523 (2015/06/25)
A copper-catalysed C-N bond-forming reaction of carbazoles with aryl iodides is described. Several commercially available ligands such as β-diketone and diamine, are tested in the N-arylation of carbazoles. The catalytic system generated in situ from an inexpensive copper salt, simple β-diketone and inorganic base efficiently N-arylated the carbazoles. A wide range of aryl iodides and carbazoles can be coupled to generate N-arylcarbazoles in the presence of various functional groups. However, the sterically hindered effect of aryl iodides is evident in this catalytic system. The selectivity of two iodine atoms on the aromatic ring of diiodobenzene is evaluated in the developed catalytic system. Results showed that the selectivity of diiodobenzene can be tuned by the reaction temperature.
Carbazole-based conjugated polymer covalently coated Fe3O 4 nanoparticle as efficient and reversible Hg2+ optical probe
Tian, Yong,Shi, Wei,Luo, Jianmin,Ma, Fudong,Mi, Hongyu,Lei, Yanli
, p. 3636 - 3645 (2013/09/02)
A type of fluorescent-magnetic dual-function nanocomposite, Fe 3O4@SiO2@P-2, was successfully obtained by Cu+-catalyzed click reaction between acetylene (C?£C? £?H)-substituted carbazole-based conjugated polymer
Carbazole-based conjugated polymer with tethered acetylene groups: Synthesis and characterization
Lei, Yanli,Mi, Hongyu,Nurulla, Ismayil,Shi, Wei,Niu, Qiaoli,Wang, Yongli
, p. 138 - 147,10 (2020/08/20)
A novel carbazole-based conjugated polymer with tethered acetylenes, poly [(9,9-dioctyl)-2,7-fluorene-(N-octyl-3,6-carbazole)]-co-[(9,9-dioctyl)-2, 7-fluorene-(N-4-phenylacetylene)-3,6-carbazole)] (P-2), was successfully synthesized through the desilylati
High triplet energy polymer as host for electrophosphorescence with high efficiency
Chen, Yen-Chun,Huang, Guo-Sheng,Hsiao, Chung-Chin,Chen, Show-An
, p. 8549 - 8558 (2007/10/03)
We report the conjugated polymer P(tBu-CBP) as a host with high triplet energy (ET 2.53 eV) and suitable HOMO (5.3 eV) and LUMO (2.04 eV) energy levels. Upon doping with green and red emission Ir-complexes, it gives devices with high luminous a
Synthesis and Characterization of Monodendrons Based on 9-Phenylcarbazole
Zhu, Zhengguo,Moore, Jeffrey S.
, p. 116 - 123 (2007/10/03)
A series of 9-phenylcarbazole ethynylene monodenrons have been prepared by palladium-catalyzed coupling reactions creating well-organized arrays of redox centers. The tert-butyl groups attached to the 3,6-positions of peripheral 9-phenylcarbazole monomers provide adequate solubility to a limited degree. Trimer and 7-mer monodendrons were prepared using a monomer with 3,3-diethyltriazene at its focal point. To facilitate purification, the synthesis of 15-mer monodendron, however, required a monomer bearing a 3-hydroxy-3-methyl-but-1-ynyl group at its focal point as a masking group for the terminal acetylene functionality. Although the solubility was limited, high generation monodendrons were found to be readily soluble in carbon disulfide, a solvent of high polarizability. Spectroscopic studies showed that there is limited through-bond conjugation over the monodendrons, but fluorescence studies suggested the presence of long-range through-space interactions in the higher members of the series.
