1644-11-7

Usage

Uses

Used in Aerospace Industry:
2-(Perfluoropropoxy)perfluoropropyl trifluorovinyl ether is used as a monomer for the production of fluoropolymer coatings and films in the aerospace industry. Its high thermal and chemical stability, along with its resistance to harsh environmental conditions, make it suitable for applications where materials are exposed to extreme temperatures and corrosive environments.
Used in Automotive Industry:
In the automotive industry, 2-(Perfluoropropoxy)perfluoropropyl trifluorovinyl ether is utilized as a monomer for creating fluoropolymer coatings and films. Its properties of high thermal stability and resistance to solvents contribute to the durability and longevity of automotive components, enhancing their performance and reliability.
Used in Electronics Industry:
2-(Perfluoropropoxy)perfluoropropyl trifluorovinyl ether is employed as a monomer in the electronics industry for the production of fluoropolymer coatings and films. Its ability to withstand high temperatures and resist chemical reactions makes it ideal for use in electronic components that require protection from environmental factors and thermal stress.
Used in Specialty Chemicals Production:
As a specialty chemical, 2-(Perfluoropropoxy)perfluoropropyl trifluorovinyl ether is used in the production of high-performance materials. Its unique properties allow for the creation of materials with exceptional thermal and chemical stability, making them suitable for a variety of applications across different industries.
Used as a Processing Aid:
2-(Perfluoropropoxy)perfluoropropyl trifluorovinyl ether also serves as a processing aid in the manufacturing of other fluorinated products. Its ability to improve the production process and enhance the properties of the final product makes it a valuable component in the synthesis of various fluorinated compounds.

Upstream product

• 98-88-4 benzoyl chloride 
• 2641-34-1 perfluoro-2,5-dimethyl-3,6-dioxanonanoyl fluoride 
• 1514-87-0 metyhyl chlorodifluoroacetate 
• 2834-23-3 chlorodifluoroacetic anhydride 
• 2251-50-5 pentafluorobenzoylchloride 
• 76145-89-6 N-(2-Amino-phenyl)-2,3,3,3-tetrafluoro-2-(1,1,2,3,3,3-hexafluoro-2-heptafluoropropyloxy-propoxy)-propionamide 
• 54542-82-4 Trimethyl-[1,1,2,2,3,3,4,4-octafluoro-4-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethoxy)-butyl]-silane 
• 428-59-1 Hexafluoropropene oxide 
• 111-96-6 diethylene glycol dimethyl ether 
• 76145-88-5 2'-perfluoropropoxy-2-perfluoropropoxyperfluoropropanoic acid ethyl ester 
• 25080-17-5 6-trifluoromethyl-5-oxa-perfluoroheptyliodide 

Downstream Products

• 2062-98-8 perfluoro(2-propoxypropionyl) fluoride 
• 1623-05-8 perfluoro(propyl vinyl ether) 
• 67118-55-2 potassium 2,3,3,3-tetrafluoro-2-(perfluoropropoxy)propanoate 
• 13252-13-6 2,3,3,3-tetrafluoro-2-(heptafluoropropoxy)propanoic acid 
• 13140-34-6 methyl undecafluoro-2-methyl-3-oxahexanoate 
• 3330-15-2 heptafluoropropyl 1,2,2,2-tetrafluoroethyl ether 
• 405-42-5 2',2'-difluorostyrene 
• 1609100-95-9 1-(1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-(perfluoropropoxy)propoxy)ethoxy)-4-((1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-(perfluoropropoxy)propoxy)ethoxy)methyl)benzene 

Relevant academic research and scientific papers

Reaction of 1,1,2-trifluoro-2-hexafluoro-2′-(heptafluoropropoxy)-propoxyethylene with amines or alcohols

Reaction between 1,1,2-trifluoro-2-hexafluoro-2′-(heptafluoropropoxy)-propoxyethylene and secondary amines (dimethylamine, diethylamine, dibutylamine, pyrrolidine, piperidine, morpholine) leads either to perfluoro-2-propoxy-3(1H′)-ethoxy-2″-alkoxypropanes - the addition products to the double bond - or to an N,N-dialkylamide of α-substituted fluoroacetic acid depending on the solvent used and the following work-up of the crude product. With primary amines (propylamine, butylamine, monoethanolamine), fluorine-containing imines or N-alkylamides of the α-substituted fluoroacetic acid (as a mixture of diastereomers) were obtained. The use of diethanolamine produces 2-{fluoro-2[hexafluoro-2′-(heptafluoropropoxy)-propoxy]-methyl}-4,5,7,8- tetrahydro-[1.6.3]dioxasozine. Reaction of 1,1,2-trifluoro-2′-hexafluoro-2′-(heptafluoropropoxy)- propoxyethylene with alcohols (methanol, ethanol, β,β,β-trifluoroethanol, 2-methoxyethanol, 2-ethoxyethanol, iso-propanol, butanol and pentafluorophenol) in the presence of KOH in tetrahydrofuran (sulfolane, DMSO, acetonitrile) or sodium alkoxide in an alcoholic medium yields only the corresponding ethers as a mixture of diastereomers. Treatment of ethyleneglycol, glycerine, pentaerythritol, triethanolamine, 2-(2-hydroxyethylsulphanyl) ethanol, 4-(2-hydroxyethyl) phenol with 1,1,2-trifluoro-2′-(heptafluoropropoxy)-2-hexafluoropropoxyethylene provides the addition products to all OH groups if the reaction is carried out in DMSO, sulfolane or acetonitrile. However, the use of THF as the solvent leads to the formation of α-substituted tetrahydrofuran together with the formation of ethers. The initial perfluoro(propoxypropoxy) olefin can be hydrolyzed in the alkaline media to give fluoro-[hexafluoro-2-(heptafluoropropoxy)propoxy]acetic acid.

Novel amphiphilic fluoroalkylated derivatives of xylitol, D-glucose and D-galactose for medical applications: Hemocompatibility and co-emulsifying properties

1-O-(4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluorononyl)xylitol 6 was synthesized as a novel standard compound for the assessment of hemocompatibility and co-emulsifying properties in microemulsions for biomedical uses. 3-O-(1,1,2,4,4,5,7,7,8,8,9,9,9-Tridecafluoro-5-trifluoro-methyl-3,6- dioxanonyl)-D-glucose 9 and 6-O-(1,1,2,4,4,5,7,7,8,8,9,9,9-tridecafluoro-5-trifluoromethyl-3,6- dioxanonyl)-D-galactose 12 were synthesized by nucleophilic addition of protected carbohydrates to perfluorinated vinyl oligoether. Biological tests revealed very good hemocompatibility and co-emulsifying properties for the amphiphiles 6, 9 and 12.

A fluorinated alkyl vinyl ether of preparation method

The invention discloses a fluoroalkylvinyl ether preparation method. The method comprises the following steps: carrying out a film forming reaction on perfluoroalkyloxypropionyl fluoride by a salt forming agent under the action of an aprotic alcohol ether catalyst at 20-80DEG C, and carrying out a decarboxylation reaction at 110-150DEG C to prepare corresponding fluoroalkylvinyl ether. The preparation method has the advantages of high raw material conversion rate, simple process, no need of a solvent, and the like.

Reactions of l,1,2-trifluoro-2-[hexafluoro-2'-(heptafluoropropoxy)propoxy]ethylene with some amines

Reactions of l,1,2-trifluoro-2-[hexafluoro-2'-(heptafluoropropoxy)propoxy]ethylene with secondary amines (dimethylamine, diethylamine, dibutylamine, pyrrolidine, piperidine, morpholine) were studied under various conditions. 1H, 13C, and 19F NMR and IR data for the products are reported.

Polyfluorinated ethers: IV.* By-products in the synthesis of polyfluorinated alkyl vinyl ethers in a solvating solvent

By-products formed in the synthesis of perfluoro(propyl vinyl ether), perfluoro(2-propoxypropyl vinyl ether), and methyl perfluoro(4-vinyloxybutanoate) in a solvating solvent have been studied. 1998 MAHK "Hayka/Interperiodica".

Radical additions to fluoro-olefins. Photochemical mono-fluoroalkylation and sequential bis-fluoroalkylation of oxolane

Oxolane was fluoroalkylated by its photoadditions under atmospheric pressure. Monofluoro-alkylations were carried out with hexafluoropropene (1) and perfluorovinyl ethers C3F7O-[CF(CF3)CF2O]n-CF=CF2 (2-4, n=0-2) by direct photoexcitation of the oleflns to give high yields of addition products 9-12 (81-94%). The reactions were completely regioselective at the oxolane molecule and almost completely regioselective (93-99%) at the double bond of fluoro-olefins; no bis-fluoroalkylated oxolanes were detected. The completely selective introduction of a second fluoroalkyl into position 5 of the oxolane molecule was accomplished by acetone-sensitised photoaddition of 2-fluoroalkylated oxolanes 9, 10 to fluoro-olefins 1 and 2. Byproducts from reactions of the dimethylketyl radical which is formed in the initiation step were isolated and have given some evidence about the reaction mechanism that is discussed.

Perfluoro tertiary alcohols. III. (Perfluoroalkyl)- and (perfluorooxaalkyl)-trimethylsilanes in the synthesis of perfluorinated tertiary alcohols

High-molecular weight perfluorinated tertiary alcohols, Rf1,Rf2,Rf3C(OH) f1=n-C8F17, Rf2=CF3, Rf3=n-C6F13; Rf1=(CF3)2CFO(CF2)4, Rf2=CF3, Rf3=n-C6F13; Rf1=C3F7O2CF(CF3), Rf2=CF3, Rf3=n-C6F13; Rf1=n-C8F17, Rf2=CF3O2(CF2)2, Rf3=(CF3)2CFO(CF2)2> (IIIa-d), have been prepared by the reactions of (perfluoroalkyl)- and (perfluorooxaalkyl)-trimethylsilanes (Ia-d) with fluoroketones (IIa-c).Ketones containing a trifluoromethyl group as well as higher molecular weight perfluorinated substituents have been studied under different experimental conditions.The yield of tertiary alcohol is influenced by the solvents, reaction temperatures, type and concentration of metal fluorides, and structures of the fluoroalkyltrimethylsilanes and fluoroketones.The reaction has been extended to carbonyl compounds other than ketones.While a perfluorinated secondary acid fluoride gave good yield of the ketone, no reaction was observed with esters.

Formation and reactions of carbanions from α-substituted perfluoroacyl fluorides

Aliphatic α-substituted perfluoroacyl fluorides are converted to hindered ketones in low to moderate yields on refluxing in acetonitrile with alkali metal fluorides.Other products identified in hydrolyzed reaction mixtures include perfluoroolefins and monohydroperfluoro compounds.A mechanism involving the formation of a carbanion intermediate is proposed.Evidence for the formation of carbanions has been obtained by carrying out the reaction in the presence of bromine and also in the presence of other substrates.

SYNTHESIS OF SOME BENZIMIDAZOLES CONTAINING 2-PERFLUORO SUBSTITUENTS

A new method is described for the preparation of 2-perfluoroalkylether-benzimidazoles through the N-monoacyl derivatives of o-phenylenediamine. 2-Pentafluorophenylbenzimidazole has been obtained by the reaction of o-phenylenediamine and pentafluorobenzoic acid in the presence of polyphosphoric acid. 2-Perfluoroalkylbenzimidazoles have been prepared in excellent yields by direct condensation of o-phenylenediamine with perfluoroalkane-carboxylic acids in the absence of any solvent or added reagent.Some derivatives of these compounds are also described.