32082-45-4

Usage

Chemical Properties

off-white to light yellow powder

Upstream product

• 14187-32-7 dibenzo-18-crown-6 
• 120-80-9 benzene-1,2-diol 
• 118060-27-8 20-nitro-2,3,11,12-dibenzo-1,4,7,10,13,16-hexaoxa-2,11-cyclooctadecadiene 

Downstream Products

• 133429-87-5 5-(2'-methoxy-5'-nitrophenoxy)-3-hydroxypentan-1-ol 
• 430457-43-5 C₃₄H₃₂N₄O₁₂ 
• 106508-99-0 trans-bis(p-toluenesulfonamido)dibenzo-18-crown-6 
• 106509-00-6 C₆₆H₆₆N₂O₁₄S₂ 
• 133415-12-0 1,5-bis(2'-methoxy-5'-nitrophenoxy)-3-hydroxypentane 
• 1463445-36-4 N,N'-{10,10'-[(6,7,9,10,17,18,20,21-octahydrodibenzo-[b,k][1,4,7,10,13,16]hexaoxacyclooctadecine-2,13-diyl)di-imino]bis(4-hydroxy-9-oxo-9,10-dihydroanthracen-1-yl)}dibenzamide 

Relevant academic research and scientific papers

Synthesis and characterization of trans-di(nitrobenzo)- and di(aminobenzo)-18-crown-6 derivatives with high selectivity

The dibenzo-18-crown-6 derivatives such as di(nitrobenzo)-18-crown-6 and di(aminobenzo)-18-crown-6 were synthesized by nitration reaction and catalytic hydrogenation with high selectivity. The chemical structures were determined by FTIR, 1H NMR, 13C NMR, and UV. Regarding the mixture of Ac2O and HNO3 as nitrating agent, the reaction exhibited commendable trans-isomer selectivity. Effects of nitrating agent ratio, reaction temperature and reaction time on yield of trans-di(nitrobenzo)-18-crown-6 were investigated. The yield of trans-di(nitrobenzo)-18-crown-6 was 62.9% for nitrating agent ratio of 1/1, reaction temperature of 50 °C and reaction time of 5 h. Moreover, effect of reaction time on trans-di(aminobenzo)-18-crown-6 was also studied.

Tr?ger's base-linked poly(crown ethers)s

Described herein are double-strand chain compositions suitable for use in the preparation of proton conductive membranes. The double-strand chains comprise a plurality of constitutional units joined to each other through two atoms on one side of the constitutional unit and two atoms on the other side of the constitutional unit. Constitutional units comprise a dibenzo-crown ether macrocycle fused with a bicyclic aliphatic linker. Polymers, membranes, and fuel cells comprising the double-strand chain are also described herein.

Crown Ether-Functionalized Polybenzoxazine for Metal Ion Adsorption

In this study, we synthesized a new crown ether-functionalized benzoxazine monomer (crown-ether BZ) in high yield and purity through reduction of the Schiff base prepared from a dibenzo[18]crown-6 diamine derivative and salicylaldehyde and subsequent reaction of the resulting o-hydroxybenzylamine species with CH2O. We used differential scanning calorimetry (DSC), Fourier transform infrared (FTIR) spectroscopy, and thermogravimetric analysis to examine the thermal ring opening polymerization and thermal stability of the crown-ether BZ monomer during various types of thermal treatment. DSC revealed that this crown-ether BZ monomer featured a relatively low curing temperature (210 °C; that of the typical Pa-type 3-phenyl-3,4-dihydro-2H-benzooxazine monomer: 263 °C) because the flexibility of the crown ether moiety on the main chain backbone structure catalyzed the ring opening polymerization. We also used DSC, FTIR spectroscopy, and ionic conductivity measurements to investigate the specific metal-crown ether interactions of crown-ether BZ/LiClO4 complexes. The presence of Li+ ions decreased the curing temperature significantly to 186 °C, suggesting that the metal ions functioned as an effective catalyst and promoter that accelerated the ring opening polymerization of the crown-ether BZ monomer. The ionic conductivity reached 8.3 × 10-5 S cm-1 for the crown-ether BZ/LiClO4 = 90/10 complex after thermal c? this value is higher than those of typical polymer-based systems (e.g., PEO, PCL, PMMA, and PVP) while also providing a polymer electrolyte of higher thermal stability.

Synthesis of Isomeric Dinitro and Diamino Derivatives of Polycyclic Crown Ethers: Dibenzo-18-crown-6 and Dibenzo-24-crown-8

Specific features of the synthesis of polycyclic crown ethers dibenzo-18-crown-6 and dibenzo-24-crown-8 and their dinitro and diamino derivatives have been studied. A mixture of isomers of dibenzocrown ether derivatives was obtained and separated. The spectral and thermal characteristics of the synthesized compounds and the kinetics of synthesis of dibenzo-24-crown-8 by the two-component condensation of pyrocatechol with 1-chloro-2-[2-(2-chloroethoxy)ethoxy]ethane in an alcoholic medium in the presence of a KOH template agent were studied.

Benzo- and dibenzo-crown ethers substituted with (azulene-1-yl) azo chromophores. Synthesis and properties

Colored benzo- and dibenzo-crown ethers with (azulene-1-yl) azo chromophores(s) at benzo ring(s) were synthesized in good yields starting from the amines of the benzo- and dibenzo-crown ethers which were diazotized and coupled with azulenes. The obtained crown ethers were characterized and several properties of the generated new dyes were investigated (electronic and NMR-spectra, as well as pKa values, the lipophilicity and the coordination with metal cations).

Nitration of benzo crown ethers with potassium nitrate in polyphosphoric acid

A general method for the nitration of benzo crown ethers with potassium nitrate in polyphosphoric acid has been developed. Mono- and dinitro derivatives of benzo-12-crown-4, benzo-15-crown-5, dibenzo-18-crown-6, and dibenzo-24-crown-8 have been prepared. The role of complex formation in the regioselective tendency for the nitration of dibenzo-18-crown-6 has been demonstrated.

A macrobicyclic receptor with versatile recognition properties: Simultaneous binding of an ion pair and selective complexation of dimethylsulfoxide

A bicyclic receptor was synthesized and evaluated for its ability to bind alkali halide salts and polar neutral molecules in organic solvents. The receptor design is relatively straightforward in the sense that it is a combination of a dibenzo-18-crown-6

NITRATION OF THE CROWN ETHER DIBENZO-18-CROWN-6 IN THE PRESENCE OF THE NITRATES OF RARE-EARTH ELEMENTS

A method was developed for the production of mononitrodibenzo-18-crown-6 by the nitration of dibenzo-18-crown-6 with nitric acid in the presence of scandium, yttrium, or aluminum nitrates.The possibility of a directed synthesis of the isomeric dinitro derivatives of dibenzo-18-crown-6, depending on the solvent and the metal nitrate, was demonstrated.

SYNTHESIS AND AMMONIUM CRYPTATE OF DISSYMMETRIC CYLINDRICAL MACROTRICYCLE CONTAINING CROWN ETHER AND CYCLOPHANE UNITS

A new type of dissymmetric macrotricyclic cryptand, which contains dibenzo-18-crown-6 and cyclophane sub-units as substrate selective binding sites, was synthesized.The cryptand formed inclusion complex with 4-phenylbutylammonium picrate.Complex formation