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Usage

Uses

Used in Polyurethane Foam Industry:
EPFO is used as a crosslinking agent in the production of polyurethane foam, enhancing its structural integrity and durability. The foam is widely used in various applications, such as furniture, bedding, automotive seating, and insulation materials, due to its lightweight, flexible, and energy-absorbing properties.
Used in Adhesives and Sealants Industry:
EPFO is utilized as a raw material in the manufacturing of high-performance adhesives and sealants. Its excellent resistance to heat, weathering, and aging makes it suitable for bonding and sealing applications in construction, automotive, and aerospace industries.
Used in Coatings Industry:
EPFO is employed in the production of coatings that offer superior resistance to heat, weathering, and aging. These coatings are used in various applications, such as automotive, marine, and industrial equipment, to provide long-lasting protection and aesthetic appeal.
Used in Chemical Crosslinking:
EPFO is used as a crosslinking agent in the chemical modification of polymers, improving their mechanical properties, thermal stability, and chemical resistance. This application is particularly relevant in the plastics and elastomers industry, where enhanced performance is crucial for various end-use applications.

Upstream product

• 21652-58-4 1H,1H,2H-perfluorodecene 

Downstream Products

• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 

Relevant academic research and scientific papers

Chemical stability and application of a fluorophilic tetraalkylphosphonium salt in fluorous membrane anion-selective electrodes

The highly fluorophilic phosphonium salt (Rf8(CH 2)2)(Rf6(CH2)2) 3P+I-, 1, was used to provide cationic sites for anion-selective electrodes based on fluorous sensing membranes. The electrodes exhibited the theoretically expected "Nernstian" response slopes, and their selectivities for different anions were determined. For environmental analysis, the selective detection of perfluorooctanesulfonate and perfluorooctanoate is of particular interest. While previously reported electrodes based on a fluorophilic methyltriarylphosphonium salt suffered from OH- interference to the extent that OH- selectivities could not be determined, and general base catalysis caused decomposition of the phosphonium sites in the presence of weakly basic anions, electrode membranes based on 1 are much more robust. A loss of sensor response is only observed when the fluorous membranes doped with 1 are exposed to 0.1 M hydroxide solutions for 24 h. NMR and mass spectrometry show that the fluorophilic tetraalkylphosphonium cation of 1 decomposes under these extreme conditions to give two trialkylphosphine oxides and perfluoroalkylethanes. Interestingly, this decomposition is much slower than the base catalyzed exchange of the hydrogens in α position to the phosphonium center, which in the presence of D 2O results in the quantitative formation of the octadeuterated tetraalkylphosphonium cation. While formation of a pentacoordinated transition state in the decomposition of 1 is likely, no pentavalent complexes of the phosphonium ion with OH- could be observed by NMR spectroscopy.

Low-Flammable Parahydrogen-Polarized MRI Contrast Agents

Many MRI contrast agents formed with the parahydrogen-induced polarization (PHIP) technique exhibit biocompatible profiles. In the context of respiratory imaging with inhalable molecular contrast agents, the development of nonflammable contrast agents would nonetheless be highly beneficial for the biomedical translation of this sensitive, high-throughput and affordable hyperpolarization technique. To this end, we assess the hydrogenation kinetics, the polarization levels and the lifetimes of PHIP hyperpolarized products (acids, ethers and esters) at various degrees of fluorine substitution. The results highlight important trends as a function of molecular structure that are instrumental for the design of new, safe contrast agents for in vivo imaging applications of the PHIP technique, with an emphasis on the highly volatile group of ethers used as inhalable anesthetics.

Convenient synthesis of fluorinated alkanes and cycloalkanes by hydrogenation of perfluoroalkylalkenes under ultrasound irradiation

Synthesis of several 1,4-disubstituted cyclohexanes, by hydrogenation of sterically hindered and electron poor perfluoroalkyl alkenes, was performed, at room temperature under hydrogen at atmospheric pressure. Hydrogenation was difficult to achieve without ultrasound whatever catalyst and pressure (from 1 to 120 bar) used. Coupling of ultrasonic irradiation with metallic catalysis dramatically increased the efficiency of hydrogenation of perfluoroalkyl alkenes.

Estimation of hydrocarbon solubilities in hydrofluorocarbons

A new solubility parameter, SP, for hydrofluorocarbons (HFCs) has been developed (SP = 1.175 ln(np) + 0.025H - 0.063F - 0.028α - 0.018β where np depends on the molar volume and the molar refractivity; H and F are the number of hydrogens and fluorines, respectively, in the molecule; and α and β are the respective numbers of H-C-F and H-C-C-F connections).Values of SP have been used to predict if an HFC would be a good solvent for various hydrocarbons at 25 deg C.Within an isomeric HFC family, the individual HFCs having the greatest solvency for hydrocarbons were those having the maximum separation of fluorines from hydrogens.Hildebrand solubility parameters, δ, are compared with the semi-empirical SP values.Syntheses for 10 new compounds are given: 3,3,4,4,5,5,6,6,7,7-decafluorononane, 1,1,1,2-tetrafluoro-2-(trifluoromethyl)-3-methylbutane, 1,1,1,2,2-pentafluoro-3-methylbutane, 1,1,1,2,2,3,3,4,4-nonafluoro-5-methylhexane, 1,1,1,2,2,3,3,4,4-nonafluoroheptane, 1,1,1,2-tetrafluoro-2-(trifluoromethyl)butane, 1,1,1-trifluoro-3-(trifluoromethyl)butane, 1,1,1,2,2,3,3,5-octafluorohexane, 1,1,1,2,2-pentahydroperfluorooctane and 1,1,1,2,2-pentahydroperfluorodecane.