206049-38-9

Upstream product

• 206049-37-8 (3,5-bis-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-phenyl)-methanol 
• 112-35-6 triethylene glucol monomethyl ether 
• 56990-02-4 3,5-dibromobenzaldehyde 
• 26153-38-8 3,5-dihydroxybenzaldehyde 
• 72593-77-2 3,6,9-trioxadecyl bromide 
• 62921-74-8 2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate 
• 626-39-1 1,3,5-trisbromobenzene 

Downstream Products

• 870075-48-2 C₂₂H₃₆O₈ 
• 1426132-56-0 1,3,5-tris(4-{3,5-bis{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}styryl}phenyl)benzene 
• 651323-18-1 5,10-bis{3,5-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl}tripyrrane 
• 1311959-73-5 (3,5-bis(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)benzyl)glycine 
• 1311959-72-4 C₂₇H₄₇NO₁₀ 

Relevant academic research and scientific papers

Fullerodendrimers with peripheral triethyleneglycol chains: Synthesis, mass spectrometric characterization, and photophysical properties

Poly(aryl ether) dendritic branches terminated with peripheral triethyleneglycol chains have been attached to C60. The resulting fullerodendrimers have been characterised by electrospray mass spectrometry (ESMS), which appears to be a particularly interesting analytical tool for the unambiguous structural assignment of such high molecular weight fullerene derivatives. Their photophysical properties have been systematically investigated in three solvents, namely toluene, dichloromethane, and acetonitrile. The changes observed in the photophysical properties along the series suggest an increasing interaction between the poly(aryl ether) dendritic wedges and the fullerene core, which brings about an increasing isolation of the central chromophore from the exterior. Finally, thanks to their high solubility, fullerodendrimers 1-4 have been easily incorporated in mesoporous silica glasses and preliminary measurements on the resulting doped samples have revealed efficient optical limiting properties.

Deciphering the potentiometric properties of (porphinato)zinc(ii)-derived supramolecular polymers and related superstructures

Because modulating the structure-function relationships of π-conjugated superstructures opens fresh opportunities to tune the electronic structures of semiconducting materials, self-assembled architectures have emerged as pivotal candidates to engineer optoelectronic devices. While the photophysical and electrical properties of 1-dimensional supramolecular polymers have been extensively explored, establishing their fundamental potentiometric properties using reliable electrochemical measurements has been less scrutinized and would benefit the engineering of semiconducting materials. In this regard, elucidating the energy level of valence and conduction bands that delineate the electronic structure of self-assemblies is critical to unveiling the parameters that regulate their structure-function properties. In the present contribution, design principles to engineer 2-dimensional nanosheets, nanowires, fibers and amorphous solids from (porphinato)zinc(ii) (PZn) building blocks have been elucidated by modifying the structural properties of the side chains that flank PZn-based cores. As these self-assemblies feature identical redox-active building blocks but evidence different solid-state morphologies, the elucidation of their potentiometric properties reveals important structural parameters that regulate the potentials at which holes and electrons are injected into the valence and conduction bands of these hierarchical materials. While self-assembly conformations modestly impact valence band energies, superstructures built from H-type aggregates feature a conduction band energy stabilized by more than 350 meV with respect to those constructed from J-type aggregates.

Butadiyne-Bridged (Porphinato)Zinc(II) Chromophores Assemble into Free-Standing Nanosheets

The molecular engineering of chromophores that enables the controlled and reliable formation of hierarchical solid-state architectures is at the forefront of developing hybrid semiconducting materials. While the rules and principles to assemble monomeric porphyrin-derived building blocks are well established, the aggregation of larger π-conjugated cores that feature electronically coupled porphyrin arrays has been vastly underexplored. In the present contribution, we report the synthesis, spectroscopy, assembly, and solid-state properties of a class of butadiyne-bridged (porphinato)zinc(II) dimer chromophores. A spectroscopic investigation unraveled the formation of aggregates in an aqueous medium, leading to the formation of two-dimensional objects that expanded across microscale dimensions. An analysis of the height profile, by atomic force microscopy, indicated that one porphyrin dimer comprises the thickness of the solid-state hierarchical superstructure, which underscores the promise of this approach to engineer solid-state platforms for (opto)electronic devices. Furthermore, the initiation of noncovalent interactions between building blocks by means of a chemical stimulus (pH) revealed that a nucleation-growth process governs the aggregation of the π-conjugated chromophores in an aqueous medium. This work provides tools to modulate the structure-function relationships of supramolecular architectures equipped with enticing optical properties.

Self-assembly of uncharged amphiphilic porphyrins and incorporation of C60 fullerenes in water

We synthesised an uncharged amphiphilic porphyrin, meso-tetrakis-(3,5-di-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-phenyl)-porphyrin, and investigated the supramolecular self-assembly of the porphyrins and the incorporation of C60 molecules into

Self-Organization and Vesicle Formation of Amphiphilic Fulleromonodendrons Bearing Oligo(poly(ethylene oxide)) Chains

A new series of N-methylfulleropyrrolidines bearing oligo(poly(ethylene oxide))-appended Percec monodendrons (fulleromonodendrons, 4a-f) have been synthesized. The substituted position of the oligo(poly(ethylene oxide)) chain(s) on the phenyl group of the Percec monodendron for 4a-f was varied, which is at the 4-, 2,4-, 3,5-, 3,4,5-, 2,3,4- and 2,4,6- position, respectively. 4a-e are obtained as solids at 25°C and can self-organize into lamellar phases as revealed by X-ray diffraction (XRD) and small-angle X-ray scattering (SAXS) measurements, while 4f appears as a viscous liquid. The substitution patterns of the oligo(poly(ethylene oxide)) chain(s) also significantly influence the solubility of 4a-f, especially in ethanol and water. Formation of self-organized supramolecular structures of 4d and 4e in water as well as 4d in ethanol is evidenced from UV-vis and dynamic light scattering (DLS) measurements. Further studies in water using various imaging techniques including transmission electron microscopy (TEM), freeze-fracture TEM (FF-TEM), cryo-TEM and atomic force microscopy (AFM) observations revealed the formation of well-defined vesicles for 4d and plate-like aggregates for 4e, indicating that the aggregation behavior of the fulleromonodendrons is highly dependent on their molecular structures. For 4d in ethanol, only irregular aggregates were noticed, indicating the solvent also plays a role on regulating the aggregation behavior. After functionalization with the Percec monodendrons, 4a-f can preserve the intriguing electrochemical properties of pristine C60 as revealed by cyclic voltammetries. The thermotropic properties of 4a-f have also been investigated. It was found that all of them show good thermal stability, but no mesophases were detected within the investigated temperature ranges. (Figure Presented).

Porphyrin/Platinum(II) C^N^N Acetylide Complexes: Synthesis, Photophysical Properties, and Singlet Oxygen Generation

A new class of substituted porphyrins has been developed in which a different number of cyclometalated PtII C^N^N acetylides and polyethylene glycol (PEG) chains are attached to the meso positions of the porphyrin core, which are meant for phot

Temperature dependence of charge separation and recombination in porphyrin oligomer-fullerene donor-acceptor systems

Electron-transfer reactions are fundamental to many practical devices, but because of their complexity, it is often very difficult to interpret measurements done on the complete device. Therefore, studies of model systems are crucial. Here the rates of ch

Substituted 1,3,5-triazaadamantanes: Biocompatible and degradable building blocks

(Chemical Equation Presented) Basic groups from acid hydrolysis: 1,3,5-Triazaadamantanes (TAAs) are shown to degrade in acidic conditions to produce basic byproducts (see scheme). The rate of hydrolysis can be tuned by changing the substituents present on

Luminescent amphiphilic dendrimers with oligo(p-phenylene vinylene) core branches and oligo(ethylene oxide) terminal chains: Syntheses and stimuli-responsive properties

A class of new dendrimers consisting of hydrophobic oligo(p-phenylene vinylene) core branches and hydrophilic oligo(ethylene oxide) terminal chains was synthesized. These amphiphilic dendritic molecules are highly luminescent and exhibit critical micellization behaviors. They also show a lower critical solution temperature (LCST) in an aqueous medium. Both the critical micelle concentration (CMC) and LCST increased with increasing branch number and the ratio of the hydrophilic oligo(ethylene oxide) to hydrophobic oligo(p-phenylene vinylene) moieties. Besides, a temperature-dependent phase transition from a clear to cloudy aqueous solution was observed. The temperature-induced phase transition was also reflected by fluorescence quenching, 1H NMR resonance peak broadening, and UV-vis absorption shift arising from the hydrophobic conjugated core. These changes in the phase structure and photophysical properties were demonstrated to be highly reversible, indicating some interesting stimuli-responsive behaviors. The Royal Society of Chemistry.

Luminescent dendrons with oligo(phenylenevinylene) core branches and oligo(ethylene oxide) terminal chains

Farication of novel amphiphilic light-emitting dendrons with oligo(phenylenevinylene) core branches and oligo(ethylene oxide) terminal chains (OPV-d-OEO) was presented. It was observed that dendrons possess CAC values of 1.60 and ).40 mg/mL, respectively. It was found that the amphiphilic characteristics and resultant aggregation behaviors led to concentration and solvent polarity-dependent fluorescence in solutions. The results show that the solution photoluminescence (PL) spectra for these dendrons display red shifts with increasing concentration and/or solvent polarity.