97571-69-2

Usage

Uses

Used in Solvent Extraction:
Perfluoro-15-crown-5 is used as a selective extractant for cations in solvent extraction processes, leveraging its ability to bind specific cations, which is crucial for separation and purification tasks in chemical analysis and industrial processes.
Used in Ion Transport:
In the field of ion transport, Perfluoro-15-crown-5 is utilized as a carrier or facilitator to enhance the movement of ions across barriers, such as in membranes, which is important for applications in electrochemistry and energy storage systems.
Used in Fluorescence Sensing:
Perfluoro-15-crown-5 is employed as a fluorescent sensor for detecting and monitoring the presence of specific cations. Its fluorescence properties change upon binding with target ions, making it a valuable tool in analytical chemistry and environmental monitoring.
Used in Radioactive Material Capture and Storage:
In the environmental and nuclear industries, Perfluoro-15-crown-5 is used as a component in the development of materials for capturing and storing radioactive materials. Its cation-binding properties allow for the selective sequestration of radioactive ions, contributing to safer handling and disposal of nuclear waste.
Used in Advanced Material Development:
Perfluoro-15-crown-5 is utilized in the research and development of new materials for advanced technologies. Its unique chemical properties make it a promising candidate for applications in areas such as nanotechnology, sensor development, and the creation of smart materials with responsive properties.

InChI:InChI=1/C10F20O5/c11-1(12)2(13,14)32-5(19,20)6(21,22)34-9(27,28)10(29,30)35-8(25,26)7(23,24)33-4(17,18)3(15,16)31-1

Synthetic route

15-crown-5 (33100-27-5) → bis-(tetrafluoro-2-pentafluoroethoxy-ethyl)-ether (7621-49-0) + F-triethylene glycol dimethyl ether (64028-04-2) + 1,1,2,2-Tetrafluoro-1-(1,1,2,2-tetrafluoro-2-pentafluoroethyloxy-ethoxy)-2-(1,1,2,2-tetrafluoro-2-trifluoromethoxy-ethoxy)-ethane (64028-05-3) + eicosafluoro-15-crown-5 ether (97571-69-2)

Conditions	Yield
With fluorine; sodium fluoride at -78 - 45℃;	A n/a B n/a C n/a D 17.9%

15-crown-5 (33100-27-5) → eicosafluoro-15-crown-5 ether (97571-69-2)

Conditions	Yield
With fluorine; sodium fluoride at -78 - 45℃; for 280h;

Upstream product

• 33100-27-5 15-crown-5 

Relevant academic research and scientific papers

CELL LABELING WITH PERFLUOROCARBON NANOPARTICLES FOR MAGNETIC RESONANCE IMAGING AND SPECTROSCOPY

Methods of obtaining cells internally labeled with perfluorocarbon nanoparticles suitable for magnetic resonance imaging and spectroscopy are disclosed. Also disclosed are methods for obtaining magnetic resonance imaging data from labeled under clinically relevant scan times and field strengths. Finally, the application further discloses methods of specifically detecting and distinguishing magnetic resonance imaging and spectroscopy data from two distinct sets of cells labeled with distinct types of perfluorocarbon nanoparticles.

Synthesis and chemistry of perfluoro macrocycles

The perfluoro macrocycles perfluoro-18-crown-6, perfluoro-12-crown-4, perfluoro-15-crown-5, perfluoro-cyclohexano-15-crown-5, perfluorodicyclohexano-18-crown-6, perfluorodicyclohexano-24-crown-8, and perfluoro-4,7,13,16,21,24-hexaoxa-1, 10-diazabicyclo[8,8,8] hexacosane (perflorocyptand [222] have been prepared by carefully controlled elemental fluorination. Although they are much weaker bases than their hydrocarbon analogues, these perfluoromacrocycles are very stable materials which should have a number of applications. The crystal structures of perfluoro-18-crown-6 and of a perfluorodicyclohexano-18-crown-6 isomer are reported. Gas-phase studies with several perfluoro crown ethers and with the perfluorocryptand [222] have shown that such macrocycles tenaciously bind O2- and F-. Perfluoro crown ethers and cryptands coordinate anions preferentially over cations. The collisionally activated mass spectra of several perfluoro macrocylic ions are described.

Perfluoro crown ethers

This specification discloses novel perfluorinated crown ethers which are believed useful as oxygen carriers and in the construction of various biomedical products.

The First Perfluoro Crown Ethers

The first perfluoro crown ethers, perfluoro 18-crown-6, perfluoro 15-crown-5, and perfluoro 12-crown-4, have been prepared by carefully controlled elemental fluorination; although they are weaker bases than their parent compounds, perfluoro crown ethers are materials which will have a number of applications.