42749-27-9

Usage

Uses

Used in Electronics Industry:
Hexaethylene glycol di(p-toluenesulfonate) is used as an n-type doping agent for carbon nanotube films. Its application in this industry is due to its ability to improve the electrical properties of carbon nanotube films, making them more suitable for use in electronic devices and components.
Used in Chemical Synthesis:
In the field of chemical synthesis, Hexaethylene glycol di(p-toluenesulfonate) serves as a valuable intermediate or reagent in various organic reactions. The tosyl group's reactivity as a good leaving group allows for the formation of new chemical bonds through nucleophilic substitution reactions, broadening the scope of synthetic applications.
Used in Pharmaceutical and Biochemical Research:
Hexaethylene glycol di(p-toluenesulfonate) can be utilized in the development of new drugs and bioactive compounds. Its solubility in aqueous media and reactivity make it a promising candidate for the synthesis of pharmaceuticals and biocompatible materials.
Used in Supramolecular Chemistry:
In supramolecular chemistry, Hexaethylene glycol di(p-toluenesulfonate) can be employed to construct complex molecular structures and assemblies. The PEG linker and tosyl groups provide opportunities for the formation of non-covalent interactions, such as hydrogen bonding and electrostatic interactions, which are crucial in the design of supramolecular systems.

InChI:InChI=1/C26H38O11S2/c1-23-3-7-25(8-4-23)38(27,28)36-21-19-34-17-15-32-13-11-31-12-14-33-16-18-35-20-22-37-39(29,30)26-9-5-24(2)6-10-26/h3-10H,11-22H2,1-2H3

Upstream product

• 2615-15-8 pentaethylene glycol 
• 98-59-9 p-toluenesulfonyl chloride 
• 144270-96-2 1,1,1,21,21,21-hexaphenyl-2,5,8,11,14,17,20-heptaoxaheneicosane 
• 96922-86-0 1,21-diphenyl-2,5,8,11,14,17,20-heptaoxahenicosane 

Downstream Products

• 60147-36-6 16,19,22,25-tetrakis-(toluene-4-sulfonyl)-1,4,7,10,13-pentaoxa-16,19,22,25-tetraaza-cycloheptacosane 
• 101210-55-3 N-(p-tolylsulphonyl)-1,4,7,10,13,16,19-heptaoxa-22-azacyclotetracosane 
• 136237-08-6 C₃₂H₄₂O₁₁ 
• 143585-65-3 6,8,9,11,12,14,15,17,18,20,21,23,24,26-tetradecahydro-6-methyl-6-<3-(phenylmethoxy)propyl><1,4>benzodioxino<2,3-c>-<1,6,9,12,15,18,21>-heptaoxacyclotricosin 
• 112700-77-3 3,4,5-trimethoxybenzylidene-6,6'-di-t-butylnaphthocrown-7 
• 112700-83-1 C₄₇H₅₆Cl₂O₇ 
• 122372-67-2 22,24-bis(ethoxycarbonyl)-2,5,8,11,14,17,20-heptaoxa-23-thiabicyclo<19.3.0>tetracosa-1(24),21-diene 
• 246832-29-1 C₆₆H₈₆O₁₅ 
• 845781-59-1 1,19-bis[4-(4'''-phenyl-2,2':6',2'':6'',2''':6''',2''''-quinquepyridin-4'-yl)phenyl]-1,4,7,10,13,16,19-heptaoxanonadecane 
• 125274-14-8 2-{2-[2-(2-{2-[2-(2-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethanol 
• 205248-61-9 C₂₃H₃₉NO₇ 
• 137707-95-0 1,17-bis(4'-iodophenoxy)-3,6,9,12,15-pentaoxaheptadecane 
• 947760-12-5 (CH₂OC₆H₄Br)2(CH₂OCH₂)5 
• 947760-15-8 (CH₂OC₆H₄)2(CH₂OCH₂)5BrNCO₂C₄H₉NH₂ 

Relevant academic research and scientific papers

Preparation of a fixed-tetraphenylethylene motif bridged ditopic benzo-21-crown-7 and its application for constructing AIE supramolecular polymers

Benzo-21-crown-7 (B21C7) is one of the most important crown ethers, which not only shows excellent physicochemical properties but also exhibits promising binding capability with dialkylammonium salts. In this paper, we designed and synthesized a fixed-tetraphenylethylene (FTPE) motif bridged ditopic benzo-21-crown-7 molecule (H). The fixed tetraphenylethylene motif endows H with aggregation induced emission (AIE) property. In the presence of a ditopic dialkylammonium salt guest molecule (G), a fluorescent supramolecular polymer with golden luminescent property could be fabricated. This B21C7-based host-guest supramolecular polymer with golden fluorescence may have potential application in dynamic luminescent materials.

Synergistic Covalent and Supramolecular Polymers for Mechanically Robust but Dynamic Materials

Nature has engineered delicate synergistic covalent and supramolecular polymers (CSPs) to achieve advanced life functions, such as the thin filaments that assist in muscle contraction. Constructing artificial synergistic CSP materials with bioinspired mec

Templated versus non-templated synthesis of benzo-21-crown-7 and the influence of substituents on its complexing properties

Two procedures for the synthesis of benzo-21-crown-7 have been explored. The [1+1] macrocyclization with KBF4 as the template was found to be more efficient than the intramolecular macrocyclization without template. Pseudorotaxanes form with se

18F-labeled ethisterone derivative for progesterone receptor targeted PET imaging of breast cancer

Purpose: A novel radiolabeled probe 1?(17?[18F]fluoro?3,6,9,12,15?pentaoxaheptadecyl?1H?1,2,3?triazole testosterone ([18F]FPTT) was synthesized and evaluated for PET imaging of progesterone receptor (PR)-positive breast cancer. Metho

Self-assembly behaviors of perylene- And naphthalene-crown macrocycle conjugates in aqueous medium

The synthesis of conjugates of perylene diimide (PDI) and naphthalene diimide (NDI) modified with two benzo-21-crown-7 ethers (B21C7) are herein described. Their self-assembly behavior in various solvents was investigated particularly in aqueous medium, d

A crown ether decorated dibenzocoronene tetracarboxdiimide chromophore: Synthesis, sensing, and self-organization

A macrocyclic dibenzocoronene tetracarboxdiimide containing two benzo-21-crown-7 groups has been synthesized. It shows liquid-crystalline behavior and selectively binds Pb2+ or K+ to form 1:2 complexes in solution. The complexation l

Muscle-Mimetic Synergistic Covalent and Supramolecular Polymers: Phototriggered Formation Leads to Mechanical Performance Boost

A thin filament stimulated by Ca2+ to combine with myosin is the structural basis to achieve filament sliding and muscle contraction. Though a large variety of artificial materials has been developed by mimicking muscle, the on-demand combination of the actin filament and myosin has never been precisely reproduced in polymeric systems. Herein, we show that both the combination process and the combined structure of actin filament and myosin have been mimicked to construct synergistic covalent and supramolecular polymers (CSPs). Specifically, photoirradiation as a stimulus induces the independently formed covalent polymers (CPs) and supramolecular polymers (SPs) to interact with each other through activated quadruple H-bonding. The resultant CSPs possess a unique network structure which not only facilitates the synergistic effect of CPs and SPs to afford stiff, strong, yet tough materials but also provides efficient pathways to dissipate energy with the damping capacity of the representative material being higher than 95%. Furthermore, muscle functions, for example, by becoming stiff during contraction and self-growth by training, are imitated well in our system via in situ phototriggered formation of CSP in the solid state. We hope that the fundamental understanding gained from this work will promote the development of synergistic CSP systems with emergent functions and applications by mimicking the principle of muscle movements.

Mechanically Interlocked Vitrimers

Mechanically interlocked networks (MINs) have emerged as an encouraging platform for the development of mechanically robust yet adaptive materials. However, the difficulty in reversibly breaking the mechanical bonds poses a real challenge to MINs as custo

Catalytic Synthesis of PEGylated EGCG Conjugates that Disaggregate Alzheimer's Tau

The naturally occurring flavonoid ( )-epigallocatechin gallate (EGCG) is a potent disaggregant of tau fibrils. Guided by the recent cryo-electron microscopy (cryoEM) structure of EGCG bound to fibrils of tau derived from an Alzheimer s brain donor, methods to site-specifically modify the EGCG D-ring with aminoPEGylated linkers are reported. The resultant molecules inhibit tau fibril seeding by Alzheimer s brain extracts. Formulations of aminoPEGylated EGCG conjugated to the (quasi)-brain-penetrant nanoparticle Ferumoxytol inhibit seeding by AD-tau with linker length affecting activity. The protecting groupfree catalytic cycloaddition of amino azides to mono-propargylated EGCG described here provides a blueprint for access to stable nanoparticulate forms of EGCG potentially useful as therapeutics to eliminate Alzheimer s-related tau tangles.

Design and Synthesis of Oleanolic Acid Trimers to Enhance Inhibition of Influenza Virus Entry

Influenza is a major threat to millions of people worldwide. Entry inhibitors are of particular interest for the development of novel therapeutic strategies for influenza. We have previously discovered oleanolic acid (OA) to be a mild influenza hemagglutinin (HA) inhibitor. In this work, inspired by the 3D structure of HA as a homotrimeric receptor, we designed and synthesized 15 OA trimers with different linkers and central region via the copper-catalyzed azide-alkyne cycloaddition reaction. All of the OA trimers were evaluated for their antiviral activities in vitro, and 12c, 12e, 13c, and 13d were observed to exhibit robust potency (IC50 in the submicromolar range) against influenza A/WSN/33 (H1N1) virus that was stronger than that observed with oseltamivir. In addition, these compounds also displayed strong biological activity against A/Hong Kong/4801/2014 and B/Sichuan/531/2018 (BV). The results of hemagglutination inhibition assays and surface plasmon resonance binding assays suggest that these OA trimers may interrupt the interaction between the HA protein of influenza virus and the host cell sialic acid receptor, thus blocking viral entry. These findings highlight the utility of multivalent OA conjugates to enhance the ligand-target interactions in anti-influenza virus drug design and are also helpful for studying antiviral drugs derived from natural products.