16090-14-5

Basic information

• Product Name: Perfluoro(4-methyl-3,6-dioxaoct-7-ene)sulfonyl fluoride
• Synonyms: PERFLUORO(4-METHYL-3,6-DIOXAOCT-7-ENE)SULFONYL FLUORIDE;PERFLUORO(4-METHYL-3,6-DIOXAOCT-7-ENE)SULPHONYL FLUORIDE;PERFLUORO-2-(2-FLUOROSULFONYLETHOXY)PROPYL VINYL ETHER;1,1,2,2-tetrafluoro-2-[1,2,2-trifluoro-1-(trifluoromethyl)-2-[(trifluorovinyl)oxy]ethoxy]ethanesulphonyl fluoride;PERFLUORO-2-(2-FLUOROSULPHONYLETHOXY)PROPYLVINYLETHER;1,1,2,2-Tetrafluoro-2-[1,2,2-trifluoro-1-(trifluoromethyl)-2-[(trifluorovinyl)oxy]ethoxy]ethanesulfonyl fluoride;2-{1-{Difluoro-[(trifluoroethenyl)-oxy]-methyl}-1,2,2,2-tetrafluoroethoxy}-1,1,2,2-tetrafluoroethanesulfonyl fluoride;1,1,2,2,4,5,5,7,8,8-Decafluoro-4-(trifluoromethyl)-3,6-dioxa-7-octene-1-sulfonyl fluoride
• CAS NO: 16090-14-5
• Molecular Formula: C₇F₁₄O₄S
• Molecular Weight: 446.12
• EINECS: 240-249-4
• Product Categories: Fluoromonomer
• Mol File: 16090-14-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 135°C
• Flash Point: 85 °C
• Appearance: /
• Density: 1,7 g/cm3
• Vapor Pressure: 0.156mmHg at 25°C
• Refractive Index: 1.411
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: Perfluoro(4-methyl-3,6-dioxaoct-7-ene)sulfonyl fluoride(CAS DataBase Reference)
• NIST Chemistry Reference: Perfluoro(4-methyl-3,6-dioxaoct-7-ene)sulfonyl fluoride(16090-14-5)
• EPA Substance Registry System: Perfluoro(4-methyl-3,6-dioxaoct-7-ene)sulfonyl fluoride(16090-14-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 2810
• TSCA: T
• HazardClass: TOXIC
• Hazardous Substances Data: 16090-14-5(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 16090-14-5 differently. You can refer to the following data:
1. Perfluoro(4-methyl-3,6-dioxaoct-7-ene)sulfonyl fluoride can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.
2. Perfluoro(4-methyl-3,6-dioxaoct-7-ene)sulfonyl Fluoride is used as a reagent in the synthesis of novel perfluorinated vinyl ether containing sulfonimide functionality which can be copolymered with tetrafluoroethylene to yield a novel perfluorinated copolymer.

Synthesis

(1) Intermediate synthesis In a 1L reactor, add 100ml of dimethylacetamide, 8g of potassium fluoride, and 200g (1.11mol) of tetrafluoroethane-β-sultone,Subsequently, 500g (3mol) of hexafluoropropylene oxide was introduced at a flow rate of 0.3kg/h for addition reaction, and the reaction temperature was controlled at 20°C.The reaction pressure is controlled at 0.4MPa. After the introduction of hexafluoropropylene oxide is completed, the reaction is continued for 1 hour. After the reaction is completed,The reaction liquid was rectified to obtain 528g (1.03mol) of intermediate, with a yield of 92% and a purity of 99.1%;(2) PSVE synthesis In a moving bed reactor (volume 2L, material 316L, produced by Tianjin Qixi Technology Co., Ltd.),A mixture of 500g (0.97mol) of the intermediate obtained in step (1) and 600g of potassium carbonate (4.34mol) was passed through the salt formation zone and decarboxylation zone of the moving bed reactor in turn (the salt formation temperature was set to 150°C,The decarboxylation temperature is set to 360°C) to carry out the salt formation reaction and the decarboxylation reaction, and the contact time of the salt formation reaction is 10 min by controlling the material feed rate.The contact time of the decarboxylation reaction is 25min, and the decarboxylation reaction product is collected by condensation to obtain a crude product.The crude product is rectified to obtain the product perfluoro-3,6-dioxa-4-methyl-7-octenesulfonyl fluoride with a purity of 98.5% and a yield of 85%.

InChI:InChI=1/C9H3BrF8O/c10-3-1-4(11)6(5(12)2-3)19-9(17,18)7(13)8(14,15)16/h1-2,7H

Upstream product

• 428-59-1 Hexafluoropropene oxide 
• 677-67-8 fluorosulfonyldifluoroacetyl fluoride 
• 29311-67-9 1,1,2,2-tetrafluoro-2-[1,1,1,2,3,3-hexafluoro-3-(1,2,2-trifluoroethenoxy)propan-2-yl] oxyethanesulfonic acid 
• 697-18-7 tetrafluoroethane-β-sultone 
• 4089-58-1 8-fluorosulfonyl-2,5-bis(trifluoromethyl)octafluoro-3,6-dioxaoctanoyl fluoride 

Relevant articles and documents

Synthesis of 3,6-dioxa-δ7-4-trifluoromethyl sulfonimide: Bis[(perfluoroalkyl)sulfonyl] superacid monomer and polymer

A new type of ion exchange polymer, bis[(perfluoroalkyl)sulfonyl]imide ionomers (PFSI), were developed by the copolymerization of sodium 3,6-dioxa-Δ7-4-trifluoromethyl perfluorooctyl trifluoromethyl sulfonimide with tetrafluoroethylene (TFE) using an aqueous redox initiation system in an emulsion type polymerization. These polymers have been prepared in various equivalent weights and processed into functional membranes. The new ionomers exhibit excellent chemical and thermal stability. The materials have high potential for electrochemical applications especially as solid polymer electrolytes (SPE) in proton exchange membrane (PEM) fuel cells.

Synthesis Method for Perfluoro-Sulfonylfluoride Ehtyl-Propyl-Vinyl Ether and Apparatus for the Synthesis Method

A purpose of the present invention to provide: a method for manufacturing perfluoro-sulfonyl fluoride ethyl-propyl-vinyl ether (PSEPVE) with a high yield and the high conversion ratio; and an apparatus for manufacturing the same. For the purpose thereof, the present invention provides the method for manufacturing a PSEPVE compound represented by chemical formula 2 from a compound represented by chemical formula 1.COPYRIGHT KIPO 2019

Polymers, containing a fluorocyclobutyl ring and their preparation

This invention concerns olefins having a terminally disposed fluorocyclobutyl ring bearing an ionic functionality or a precursor thereto, a process for the production thereof, and polymers formed therefrom.