151271-42-0Relevant articles and documents
Synthesis, electronic, and morphological properties of tetrahedral oligothiophenes with n-hexyl terminal groups
Matsumoto, Kouzou,Kugo, Sota,Takajo, Daisuke,Inaba, Akira,Hirao, Yasukazu,Kurata, Hiroyuki,Kawase, Takeshi,Kubo, Takashi
, p. 225 - 232 (2012)
A series of tetrahedral oligothiophenes bearing n-hexyl groups at the α-positions of the terminal thiophene rings, (n-C6H 13(C4H2S)n)4C (Hex-TnTM; n=1-4), has been synthesized by Kosugi-Migita-Stille coupling as a key reaction. Thanks to the improved solubility afforded by the terminal n-hexyl groups, the largest homologue (n=4) was successfully obtained. Whereas the smaller derivatives (n=1, 2) were obtained as liquid substances, the larger derivatives (n=3, 4) were obtained as solids. Hex-T3 TM partially adopts syn conformations between the adjacent thiophene rings in the crystal, probably owing to the packing force. Hex-T3 TM not only appeared in the crystalline state but also the amorphous state, which was stable to up to 80 °C. Regardless of the terminal groups, the derivatives of n=2 exhibited a broad fluorescence with large Stokes shifts compared to the corresponding linear analogues, thereby suggesting the presence of intramolecular interactions between the bithiophene moieties. Interactions between terthiophene branches was also suggested in the radical cations of Hex-T3 TM by cyclic voltammetry measurements.
Three-dimensional tetra(oligothienyl)silanes as donor material for organic solar cells
Roquet, Sophie,De Bettignies, Remi,Leriche, Philippe,Cravino, Antonio,Roncali, Jean
, p. 3040 - 3045 (2006)
Tetrahedral conjugated systems involving four conjugated oligothiophene chains fixed onto a central silicon node (1, 2) have been synthesized and used as donor materials in hetero-junction solar cells. Bilayer solar cells have been realized by thermal eva
Molecular engineering of organic semiconductors: Design of self-assembly properties in conjugated thiophene oligomers
Garnier, Francis,Yassar, Abderrahim,Hajlaoui, Ryad,Horowitz, Gilles,Deloffre, Fran?oise,Servet, Bernard,Ries, Simone,Alnot, Patrick
, p. 8716 - 8721 (1993)
In order to analyze the correlation between charge transport and structural properties in conjugated oligomers, sexithiophene, 6T, was substituted by hexyl groups, both on the terminal α positions (α,ωDH6T) and as pendant groups in the β position (β,β′DH6T). Structural characterizations by X-ray diffraction show that vacuum-evaporated thin films of 6T and α,ωDH6T consist of layered structures in a monoclinic arrangement, with all-trans planar molecules standing on the substrate. When compared to 6T, α,ωDH6T is mainly characterized by a very large increase of molecular organization at the mesoscopic level, evidenced by a much longer range ordering. Electrical characterizations indicate that the conductivity of α,ωDH6T is largely anisotropic, with a ratio of 120 in favor of the conductivity parallel to the substrate plane, i.e. along the stacking axis. The charge carrier mobility, determined on field-effect transistors fabricated from these conjugated oligomers, also shows an increase by a factor of 25 when passing from 6T to α,ωDH6T, reaching a value of 5 × 10-2 cm2 V-1 s-1. In contrast, β,β′DH6T presents very low conductivity and mobility, the latter being below detection limit. These results are attributed to the self-assembly properties brought by alkyl groups in the α,ω position.
Spiro[fluorene-9,9'-xanthene]-based small organic molecule hole transport material as well as preparation method and application thereof
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Paragraph 0055-0057; 0060-0062, (2021/01/29)
The invention discloses an organic small molecule hole transport material based on spiro[fluorene-9,9'-xanthene]-based and a preparation method and application thereof, and the organic small moleculehole transport material takes spiro[fluorene-9,9'-xanthene] as a core, and has good amorphous form and excellent dissolving property; besides, different numbers of thiophene groups are added into sidechains, so that the material is endowed with more excellent physical and photoelectric properties through the characteristics of high electron density, excellent carrier transport capacity, controllable optical and electrochemical properties and the like; in addition, due to modification of a terminal alkyl chain, the dissolvability is improved, the film-forming property of the material is facilitated, and the material is easier to process; meanwhile, the synthesis is simple, raw materials are easy to obtain, and cost is low. The organic small molecule hole transport material is applied to anall-inorganic perovskite solar cell, and the cell efficiency of the organic small molecule hole transport material is higher than the original cell efficiency, which shows that the organic small molecule hole transport material has practical significance for improving the efficiency of the all-inorganic perovskite solar cell.
Influence of structural variation on the solid-state properties of diketopyrrolopyrrole-based oligophenylenethiophenes: Single-crystal structures, thermal properties, optical bandgaps, energy levels, film morphology, and hole mobility
Kim, Chunki,Liu, Jianhua,Lin, Jason,Tamayo, Arnold B.,Walker, Bright,Wu, Guang,Nguyen, Thuc-Quyen
experimental part, p. 1699 - 1709 (2012/08/07)
Five new compounds, based on diketopyrrolopyrrole (DPP) and phenylene thiophene (PT) moieties, were synthesized to investigate the effect of structural variations on solid state properties, such as single-crystal structures, optical absorption, energy lev