58761-99-2Relevant academic research and scientific papers
Chemical engineering of donor-acceptor liquid crystalline dyads and triads for the controlled nanostructuration of organic semiconductors
Xiao, Yiming,Su, Xiaolu,Sosa-Vargas, Lydia,Lacaze, Emmanuelle,Heinrich, Beno?t,Donnio, Bertrand,Kreher, David,Mathevet, Fabrice,Attias, André-Jean
, p. 4787 - 4798 (2016/07/06)
Multi-segregated columnar structures provide a geometrically ideal scheme for ambipolar organic semiconductors, but are not easy to design. A set of novel materials with dyad and triad architectures based on 2 different discotic cores is reported and the conditions of emergence of such complex structures are investigated. The designed molecules associate together electron-donor triphenylene cores (D) and perylene or naphthalene diimides as acceptor moieties (A), both entities being linked via alkyl chain spacers. The evaluation in solution of their HOMO/LUMO energy levels by cyclic voltammetry demonstrates the preservation of the individual features of the D and A units. Their thermal and self-organization behaviors were studied by polarized-light optical microscopy, differential scanning calorimetry, temperature-dependent small-angle X-ray scattering and dilatometry, which permitted detailed investigation of the self-organization behaviour. These D-A compounds turned out to spontaneously self-organize into columnar mesophases at room temperature, with the D and A moieties segregated into either alternated stacks within mixed columns or in distinct columns, the latter providing an ideal configuration for 1D hole and electron transport pathways. In view of potential applications of the triad/dyad template, thin films of these self-organized materials were also probed by atomic force microscopy and grazing incidence X-ray scattering.
Synthesis of triphenylene discotic liquid crystal dimers: Click chemistry as an efficient tool
Zhao,Bai,Hu,Wang,Shimizu
scheme or table, p. 77 - 88 (2011/08/07)
Click chemistry between alkynes and azides high efficiently produces triazoles and would be a convenient tool for synthesis of discotic liquid crystal dimers, oligomers and polymers. In this report, triphenylenes containing terminal alkynes and azides were prepared, and the cycloaddition reaction (click chemistry) between them catalyzed by CuI-Et3N in toluene produced discotic liquid crystal dimers in high yield and good selectivity. The dimers and intermediates have been fully characterized by 1H NMR and high resolution MS. Polarized optical microscopy (POM) and differential scanning calorimetry (DSC) results show the dimers possess columnar mesophase in wide temperature range from very low temperature. The triazole moiety in the dimer can act as electron and hydrogen bond acceptor, and ionic forming part, rich chemical and physical properties can be expected from these new structure discotic dimers. Copyright Taylor & Francis Group, LLC.
Xanthone-2-carboxylic acid compounds
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, (2008/06/13)
Novel xanthone-2-carboxylic acid compounds of the formula STR1 wherein A is selected from the group consisting of --COOR', a 1H-tetrazol-5-yl and a 1H-tetrazolylcarbamoyl, R' is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms and cation of a non-toxic, pharmaceutically acceptable organic or inorganic base, R is selected from the group consisting of hydrogen, alkyl of 1 to 9 carbon atoms, alkoxy of 1 to 9 carbon atoms and alkoxy alkoxy of 2 to 9 carbon atoms and X is selected from the group consisting of STR2 AND STR3 WHEREIN R1 is alkyl of 1 to 5 carbon atoms, R2 is selected from the group consisting of hydrogen, acyl of an aliphatic acid of 1 to 5 carbon atoms, aroyl of 7 to 8 carbon atoms, araliphatic acyl with 1 to 5 carbon atoms in the aliphatic portion and 6 or 7 carbon atoms in the aryl portion, aralkyl of 7 to 8 carbon atoms, arylsulfonyl, a carbamoyl, a carboxyalkyl of 1 to 5 carbon atoms, --CO--(CH2)n -- Het where n is 1, 2 or 3 and Het is a N-attached nitrogen heterocyclic which may contain an additional heteroatom and STR4 AND Alk is alkyl of 1 to 5 carbon atoms and R3 is arylsulfonyl which possess anti-allergic properties and their preparation.
