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We report a new family of multifunctional liquid-crystalline porphyrin-core dendrimers that have coumarin functional groups around the porphyrin core. Porphyrin metalation strongly affects the photophysical properties, and therefore Zn and Cu derivatives have also been prepared. All the synthesized dendrimers form a nematic discotic mesophase. Their high tendency for homeotropic alignment makes these dendrimers excellent candidates for device applications, owing to their easy processability, spontaneous alignment between electrodes, and self-healing of defects because of their dynamic nature. The charge mobility values of these materials are the highest ever reported for a nematic discotic phase. Moreover, these values are similar to the highest values reported for ordered columnar mesophases, and this shows that a supramolecular organization in columns is not necessary to achieve high charge mobility.
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http://dx.doi.org/10.1002/anie.201611017 | DOI Listing |
Chemistry
March 2024
Univ Rennes, INSA Rennes, CNRS, ISCR (Institut des Sciences Chimiques de Rennes) - UMR 6226, F-35000, Rennes, France.
In the continuation of previous studies on carbon-rich meso-tetraarylporphyrins featuring 2,7-fluorene units at their periphery, the effect of changing the peripheral dendritic arms for linear arms on their oxygen-photosensitizing ability, their fluorescence and their two-photon absorption (2PA) properties is now analyzed. Thus, starburst porphyrins possessing up to twenty conjugated fluorenyl units were isolated and studied. More precisely, a series of five new free-base porphyrins featuring fully conjugated arms incorporating an increasing number of fluorenyl groups connected via 1,2-alkenyl spacers were synthesized, along with their Zn(II) complexes.
View Article and Find Full Text PDFBiomolecules
August 2019
Department of General Biophysics, Faculty of Biology and Environmental Protection, University of Lodz, Pomorska 141/143, 90-236 Lodz, Poland.
Metallodendrimers-dendrimers with included metals-are widely investigated as biocompatible equivalents to metal nanoparticles. Applications can be expected in the fields of catalysis, as chemical sensors in molecular recognition and as anticancer drugs. Metallodendrimers can also mimic certain biomolecules, for example, haemoprotein in the case of using a dendrimer with a porphyrin core.
View Article and Find Full Text PDFJ Org Chem
September 2018
Graduate School of Science , Osaka City University, 3-3-138 Sugimoto, Sumiyoshi-ku, Osaka 558-8585 , Japan.
A dendrimer with rigid branched terminal components was prepared by a copper-catalyzed Hüisgen 1,3-dipolar cycloaddition reaction. A zinc 5,15-diethynyl-10,20-bis(3,5-di- tert-butylphenyl)porphyrin unit was incorporated at the core of the dendrimer as a receptor site for an added pyridyl ligand. The appearance of an absorption band characteristic of the planar conformer of conjugated chains in the terminal components suggested that the dendrimer adopts a folded higher order structure in dichloromethane at 25 °C.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2017
LASCAMM CR-INSTM, CNR-NANOTEC SS di Rende, Dipartimento di Fisica, Università della Calabria, 87036, Rende, Italy.
We report a new family of multifunctional liquid-crystalline porphyrin-core dendrimers that have coumarin functional groups around the porphyrin core. Porphyrin metalation strongly affects the photophysical properties, and therefore Zn and Cu derivatives have also been prepared. All the synthesized dendrimers form a nematic discotic mesophase.
View Article and Find Full Text PDFMacromol Biosci
September 2013
Key Laboratory of Biomaterials of Guangdong Higher Education Institutes, Department of Biomedical Engineering, Jinan University, Guangzhou, 510632, China.
A star-shaped polymer (PP-PLLD) consisting of a porphyrin (PP) core and poly(L-lysine) dendron arms (PLLD) is synthesized by the click reaction, and its ability to deliver pEGFP is investigated in this paper. It is found that PP-PLLD has a good buffer capacity and can form compact complexes with pEGFP. In vitro assay indicates that PP-PLLD shows photoenhanced gene transfection efficiency.
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