850735-06-7

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 100-19-6 (4-nitrophenyl)ethanone 

Downstream Products

• 1028417-58-4 4-(4-hydroxyphenyl)-2,6-bis(4-aminophenyl)pyridine 

Relevant academic research and scientific papers

Diverse Proton-Conducting Nanotubes via a Tandem Macrocyclization and Assembly Strategy

Macrocycles that assemble into nanotubes exhibit emergent properties stemming from their low dimensionality, structural regularity, and distinct interior environments. We report a versatile strategy to synthesize diverse nanotube structures in a single, efficient reaction by using a conserved building block bearing a pyridine ring. Imine condensation of a 2,4,6-triphenylpyridine-based diamine with various aromatic dialdehydes yields chemically distinct pentagonal [5 + 5], hexagonal [3 + 3], and diamond-shaped [2 + 2] macrocycles depending on the substitution pattern of the aromatic dialdehyde monomer. Atomic force microscopy and in solvo X-ray diffraction demonstrate that protonation of the macrocycles under the mild conditions used for their synthesis drives assembly into high-aspect ratio nanotubes. Each of the pyridine-containing nanotube assemblies exhibited measurable proton conductivity by electrochemical impedance spectroscopy, with values as high as 10-3 S m-1 (90% R.H., 25 °C) that we attribute to differences in their internal pore sizes. This synthetic strategy represents a general method to access robust nanotube assemblies from a universal pyridine-containing monomer, which will enable systematic investigations of their emergent properties.

Lithium-Conducting Self-Assembled Organic Nanotubes

Supramolecular polymers are compelling platforms for the design of stimuli-responsive materials with emergent functions. Here, we report the assembly of an amphiphilic nanotube for Li-ion conduction that exhibits high ionic conductivity, mechanical integrity, electrochemical stability, and solution processability. Imine condensation of a pyridine-containing diamine with a triethylene glycol functionalized isophthalaldehyde yields pore-functionalized macrocycles. Atomic force microscopy, scanning electron microscopy, and in solvo X-ray diffraction reveal that macrocycle protonation during their mild synthesis drives assembly into high-aspect ratio (>103) nanotubes with three interior triethylene glycol groups. Electrochemical impedance spectroscopy demonstrates that lithiated nanotubes are efficient Li+ conductors, with an activation energy of 0.42 eV and a peak room temperature conductivity of 3.91 ± 0.38 × 10-5 S cm-1. 7Li NMR and Raman spectroscopy show that lithiation occurs exclusively within the nanotube interior and implicates the glycol groups in facilitating efficient Li+ transduction. Linear sweep voltammetry and galvanostatic lithium plating-stripping tests reveal that this nanotube-based electrolyte is stable over a wide potential range and supports long-term cyclability. These findings demonstrate how the coupling of synthetic design and supramolecular structural control can yield high-performance ionic transporters that are amenable to device-relevant fabrication, as well as the technological potential of chemically designed self-assembled nanotubes.

Bio-based semi-aromatic polyamide/functional clay nanocomposites: Preparation and properties

In this paper we first describe the design and synthesis of two novel cationic functional modifiers, i.e. a functionalized β-cyclodextrin (β-CD) derivative and tris(3-aminophenyl)phenyl phosphine oxide (TAP). Cloisite Na+ (clay-Na) and the modifiers were used for the preparation of the organoclay containing phosphine oxide (clay-PO) and of the organoclay containing β-cyclodextrin (clay-CD) via ion-exchange reaction. Biobased semi-aromatic polyamide (BPA)/functional clay (clay-PO and clay-CD) nanocomposites subsequently were prepared via solution blending. Effects of the two different types of organoclays on the flammable, thermal and mechanical properties of these biobased semi-aromatic polyamide nanocomposites were then studied. The properties of the nanocomposites were found to be strongly related to the nature of the modifiers. The clay-CD based nanocomposites (BPACD) showed more enhancements in thermal stability. The modifier containing the phosphine oxide moiety and triamine groups had stronger interactions with the polymer matrix, and exhibited superior mechanical properties, good flame retardancy and high thermal stability. Thus, we provide a new approach for comprehensive improvement of the properties of these bio-based semi-aromatic polyamide nanocomposite materials.