335-10-4

Usage

Uses

Used in High-Performance Plastics Industry:
2,3,3,3-tetrafluoro-2-(trifluoromethyl)propanoic acid is used as a replacement for perfluorooctanoic acid (PFOA) for its high thermal stability and chemical resistance, contributing to the production of high-performance plastics that are durable and resistant to various environmental conditions.
Used in Non-Stick Cookware:
GenX is utilized as a non-stick coating agent in cookware, providing a surface that resists food adhesion and makes cleaning easier, while also offering resistance to high temperatures and chemical reactions that could affect food quality.
Used in Water-Repellent Clothing:
2,3,3,3-tetrafluoro-2-(trifluoromethyl)propanoic acid is used as a treatment for textiles in the clothing industry, particularly for water-repellent garments. Its ability to repel water makes it an ideal component for outdoor and sportswear, ensuring that the clothing remains dry and comfortable in wet conditions.
Used in Food Packaging:
GenX is employed in the food packaging industry to create materials that are resistant to oils, greases, and water, which is crucial for maintaining the freshness and quality of packaged foods. Its use in this sector helps to extend the shelf life of products and reduce waste.
Environmental and Health Concerns:
Despite its industrial applications, 2,3,3,3-tetrafluoro-2-(trifluoromethyl)propanoic acid is a subject of environmental and health concerns. It has been found to persist in the environment and in the human body for extended periods, which raises questions about its potential long-term effects. Studies have suggested possible links between exposure to GenX and certain types of cancers, as well as other health risks, which necessitates further research and careful consideration of its use in various industries.

Upstream product

• 97-72-3 2-Methylpropionic anhydride 
• 79-31-2 isobutyric Acid 
• 677-69-0 perfluoroisopropyl iodide 
• 124-38-9 carbon dioxide 
• 116-15-4 perfluoropropylene 
• 431-89-0 1,1,1,2,3,3,3-Heptafluoropropane 
• 373-68-2 tetramethylammonium fluoride 
• 3709-71-5 trans-perfluoro-(4-methyl-2-pentene) 
• 64-19-7 acetic acid 
• 281206-28-8 Perfluoro-4,5-bisfluorosulfonyloxy-2,6-dimethylheptane-3-one 

Downstream Products

• 1526-49-4 ethyl heptafluoroisobutyrate 
• 14316-87-1 heptafluoroisobutyryl chloride 
• 680-05-7 methyl 2,3,3,3-tetrafluoro-2-(trifluoromethyl)propanoate 

Relevant academic research and scientific papers

Synthesis method of heptafluoroisobutyronitrile

The invention discloses a synthesis method of heptafluoroisobutyronitrile, which comprises the following steps: (1) reacting hexafluoropropylene with carbon dioxide under the catalysis of fluoride salt to obtain heptafluoroisobutyrate; (2) acidifying the obtained heptafluoroisobutyric acid, and then carrying out esterification reaction with alcohol to obtain heptafluoroisobutyrate; and (3) reacting the obtained heptafluoroisobutyrate with ammonia, and dehydrating to obtain heptafluoroisobutyronitrile. The synthesis method has the advantages of easily available raw materials, mild reaction conditions, high reaction conversion rate and yield, easy separation and purification, simple and safe process operation, short synthesis route and low cost.

Method for preparing heptafluorobutyl chloride from heptafluoro-2-haloalkane

The invention discloses a method for preparing heptafluorobutyl chloride from heptafluoro-2-haloalkane. The reaction is divided into two steps: (1) introducing carbon dioxide into a solution A containing metal M under ultrasonic or high-pressure conditions, dropping heptafluoro-2-haloalkane, reacting at a temperature of 60-75 DEG C, acidifying the reaction solution to a pH value of being less than2 after reaction completion, and separating to remove the aqueous phase to obtain an intermediate heptafluoroisobutyric acid; (2) dropwise adding a halogenating agent into solvent-free heptafluoroisobutyric acid under nitrogen protection, stirring and reacting at a room temperature after dropping completion, raising the temperature to perform reflux reaction, observing and stopping the reaction after any gas is not produced, distilling and collecting the fraction of 50 DEG C or below, thereby obtaining the heptafluorobutyl chloride. The method disclosed by the invention has the advantages ofshort synthetic route, simple process flow and low equipment investment.

A novel and efficient synthetic route to perfluoroisobutyronitrile from perfluoroisobutyryl acid

A novel synthetic route to perfluoroisobutyronitrile from perfluoroisobutyryl acid which has mild conditions and low toxicity is described. This study introduces detailed synthetic protocols and characterization including GC-MS, 13C NMR and 19F NMR spectroscopy of perfluoroisobutyryl acid, perfluoroisobutyryl chloride, perfluoroisobutyl amide and perfluoroisobutyronitrile. Besides, this route is superior to the established patent and shows potential application in high voltage electrical equipment.

Free-radical selective functionalization of 1,4-naphthoquinones by perfluorodiacyl peroxides

Perfluoroalkyl radicals, generated by thermal decomposition of perfluorodiacyl peroxides, react selectively with quinone rings of 1,4-naphthoquinones. In the presence of a non-conjugated alkene such as 1-hexene, perfluoroalkyl radicals add to the double bonds of the olefin forming a radical adduct, which selectively adds to the naphthoquinone ring. Several perfluorodiacyl peroxides have been synthesized and used for the direct and alkene-mediated functionalization of naphthoquinones. Geometrical parameters and electron density topology of all perfluorodiacyl peroxides have been calculated by the density functional formalism and quantum theory of atoms in molecules to attempt a rationalization of the experimental reactivity.

Free radical and isomerisation processes during the electrochemical fluorination of n-butyryl chloride, i-butyryl chloride and pivaloyl chloride in anhydrous hydrogen fluoride

Electrochemical perfluorination (ECPF) of the title compounds containing primary, secondary and tertiary carbon atoms was carried out in anhydrous hydrofluoric acid (AHF). Detailed analysis of major and minor products suggest that carbon chain isomerisation involving cyclo-propane intermediate is more prevalent during ECPF of i-butyryl chloride when compared to n-butyryl chloride. Simple statistical probability involving free radical intermediates also support this observation. ECPF involving cyclo-propane intermediate is even more prevalent in pivaloyl chloride containing three methyl substituents. In this case, perfluorinated cyclo-propane intermediates were also observed in the product sample. Distribution of minor perfluorinated and partially fluorinated products also suggest the predominant role of normal free radical pathway involving single-electron transfer.

α-Branched-perfluorodiacyl peroxides: Preparation and characterization

New perfluorodiacyl peroxides substituted at the α position have been synthesized and characterized. This class of peroxides shows good hydrolytic stability.

EPR studies of anion-radicals formed by reduction of perfluorinated α-triketones with some metals of groups I-III

Reaction of α,β-bis-fluorosulfatoketones i-C3F7(CFOSO2F)2C(O)RF, (RF=C2F5, i-C3F7) with AcONa/AcOH afforded perfluoro-α-triketones i-C3/sub

Ozonolysis of perfluoroalkenes and perfluorocycloalkenes

Ozonolysis of 1-methoxyperfluorocyclobutene in Freon-113 followed by hydrogenation of the reaction products gave methyl hydrogen perfluorosuccinate. Under similar conditions, perfluorooct-1- and -2-enes and 4-trifluoromethyl-1,1,1,2,3,4,5,5,5-nonafluoropent-2-ene were converted into perfluorinated heptanoic, hexanoic, and isobutyric acids, respectively.

On reactions of carbon disulphide induced by 'naked' fluoride part 2: Reactions with 2-H-heptafluoropropane, hexafluoropropene, and bis (2,2,2-trifluoroethyl) amine

The reaction of CS2 and tetramethylammonium fluoride (TMAF) with 2-H-heptafluoropropane (R227) leads to 2,4-bis(hexafluoroisopropylidene)-1,3-dithietane as well as to the tetramethylammonium salt of heptafluorodithioisobutyric acid. The latter anion resulted also from the reaction of CS2 and CsF with hexafluoropropene (HFP), whereas CS2, TMAF and HFP reacted to compounds derived from HFP dimerization. N,N-bis (2,2,2-trifluoroethyl) dithiocarbamic acid anion was obtained from bis (trifluoroethyl) amine reacted with CS2 and TMAF.

Tandem Nucleophilic Additions of Aryloxides

Hydroquinone disodium salt added sequentially to tetrafluoroethylene and carbon dioxide to yield a symmetrical dicarboxylic acid, which was transformed into the corresponding dimethyl ester, diol, diamide, and diamine.Chlorotrifluoroethylene in analogous reactions gave the corresponding diester and diol in excellent yield.When this kind of transformation was attempted on phloroglucinol, the Kolbe-Schmitt carboxylation reaction intervened.Despite serious competition from addition/elimination processes under typical reaction conditions, the tandem addition of phenoxide ion to hexafluoropropene and carbon dioxide was carried out successfully at lower temperatures and higher carbon dioxide pressures.