Abstract:Bisanthene is an important class of small two-dimensional polycyclic aromatic hydrocarbons with a zigzag-edged graphene nanoribbon character. Therefore, the functionalization and deep understanding of the structure-property relationship of bisanthene would provide an effective design for small organic molecular devices. In this study, octa- and tetrafluorinated bisanthene derivatives were synthesized for investigating the effect of electronegative fluorine substitution on the structure and physical property of… Show more
“…Rigid π-systems could form the crystalline nanofibers. 21,22 Thus, these crystalline fibers account for the peaks at 2 θ = 4.87° and 2 θ = 5.16° which are not consistent with the simulated patterns of the one-dimensional columnar packing.…”
5,15-Bis(triisoprpylsilyl)ethynyltetrabenzoporphyrin (TIPS-H2BP) gave one-dimensionally extended columnar packing motif. Single crystal field-effect transistor of free-base TIPS-H2BP exhibited clearly better hole mobility (2.16 cm2 V–1 s–1) than its metal complexes (ca. 0.1...
“…Rigid π-systems could form the crystalline nanofibers. 21,22 Thus, these crystalline fibers account for the peaks at 2 θ = 4.87° and 2 θ = 5.16° which are not consistent with the simulated patterns of the one-dimensional columnar packing.…”
5,15-Bis(triisoprpylsilyl)ethynyltetrabenzoporphyrin (TIPS-H2BP) gave one-dimensionally extended columnar packing motif. Single crystal field-effect transistor of free-base TIPS-H2BP exhibited clearly better hole mobility (2.16 cm2 V–1 s–1) than its metal complexes (ca. 0.1...
“…Synthesis of TFAQ. 50 4-benzodioxane) (DCBD), was prepared as described previously in the thioamide PIM-1 paper. 51 Anhydrous DMF (60.0 mL) was added to 1,2-dihydroxybenzene (2.2 g, 20.4 mmol), tetrafluoroterephthalonitrile (1.9 g, 9.3 mmol), and potassium carbonate (8.0 g, 57.8 mmol) under an inert atmosphere.…”
The development of crystalline porous materials (CPMs) with high chemical stability is of paramount importance for their practical uses. Here we report the synthesis of novel polyarylether covalent organic frameworks (PAE-COFs) with high crystallinity, porosity and exceptional chemical stability due to the inert nature of polyarylether building blocks. We demonstrate that these materials can be stable against harsh chemical environments involving boiling water, strong acids/bases, oxidation and reduction conditions, which exceed all known CPMs, including zeolites, metal-organic frameworks (MOFs) and COFs. Furthermore, we explore their advantages as an efficient platform for structural design and functional evolution. The functionalized PAE-COFs combine porosity, high stability, and recyclability, and deliver outstanding performance in the removal of antibiotics from water over a wide pH range.
“…In recent years, increasing attention has been paid to disk-shaped organic molecules such as polycyclic aromatic hydrocarbons (PAHs) because of their characteristic structural and electronic properties for extended π-conjugation [1][2][3][4]. Dibenzo[g,p]chrysene (DBC) derivatives are one of these types of compounds due to their high absorption coefficients, fluorescence quantum yield, and photostability.…”
A new 2,7,10,15-tetraethynyldibenzo[g,p]chrysene ligand (1) and two tetranuclear gold(I) derivatives containing PPh3 (3) and PMe3 (4) phosphines were synthesized and characterized by 1H and 31P NMR, IR spectroscopy, and high-resolution mass spectrometry. The compounds were studied in order to analyze the effect of the introduction of gold(I) on the supramolecular aggregation and photophysical properties. Absorption and emission spectra displayed broad bands due to the establishment of π π interactions as an indication of intermolecular contacts and the formation of aggregates. A decrease of the recorded quantum yield (QY) of the gold(I) derivatives was observed compared to the uncomplexed ligand. The introduction of the complexes into poly methyl methacrylate (PMMA) and Zeonex 480R matrixes was analyzed, and an increase of the measured QY of 4 in Zeonex was observed. No phosphorescent emission was detected.
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