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Chlorotrifluoroethylene, addition

Copolymers of chlorotrifluoroethylene and ethylene were introduced by Allied Chemicals under the trade name Halar in the early 1970s. This is essentially a 1 1 alternating copolymer compounded with stabilising additives. The polymer has mechanical properties more like those of nylon than of typical fluoroplastic, with low creep and very good impact strength. Furthermore the polymers have very good chemical resistance and electrical insulation properties and are resistant to burning. They may be injection moulded or formed into fibres. [Pg.375]

Chloro-2,2,3-trifluoropropionic acid has been prepared by permanganate oxidation of 3-chloro-2,2,3-trifluoropropanol which is one of the telomerization products of chlorotrifluoroethylene with methanol. The present procedure is a modification of one reported earlier and is undoubtedly the method of choice for making propionic acids containing 2 fluorine atoms, i.e., 2,2,3,3-tetrafluoropropionic acid, 3,3-dichloro-2,2-difluoropropionic acid, and 3-bromo-2,2,3-trifluoropropionic acid. When preparing 2,2,3,3-tetrafluoropropionic acid from tetrafluoroethylene, it is desirable to use an additional 50 ml. of acetonitrile and externally applied heat to initiate the reaction. [Pg.13]

A fluorinated enol ether formed by the reaction of sodium ethoxide with chlorotrifluoroethylene is much less reactive than the starting fluoroolefin To replace the second fluonne atom, it is necessary to reflux the reaction mixture. The nucleophilic substitution proceeds by the addition-elimination mechanism [30] (equation 26). [Pg.452]

On the other hand, the addition of both compounds to chlorotrifluoroethylene produces one regioisomer (see also Eq. 41) ... [Pg.67]

In contrast to reaction of CF3S020X (see Eq. 100), addition of C10S02F or BrOS02F to chlorotrifluoroethylene leads to formation of two regioisomers. Reaction of bromine tris (fluorosulfate) with fluoroolefins was reported to pro-... [Pg.67]

When chlorotrifluoroethylene is treated with iodine pentafluoride and two equivalents of iodine, the iodine fluoride generated adds across the double bond. In contrast to the expectation of a unidirectional addition, two products, M and N, are formed. What are they ... [Pg.8]

Addition of hydrogen bromide to chlorotrifluoroethylene may take place in two directions. Bromine may become attached to the carbon linked to two fluorines, or to the carbon with chlorine and fluorine. What is the product of the reaction ... [Pg.8]

The double bond in chlorotrifluoroethylene is polarized by back-donation of electrons of fluorine in such a way that the negative charge is on the carbon linked to chlorine and fluorine. Consequently, the difluorome-thylene end of the double bond is more electrophilic and is attacked by the ethoxide anion. Subsequent ejection of fluoride anion gives an unsaturated intermediate, l-chloro-l,2-difluoro-2-ethoxyethylene, compound V. This compound reacts with another ethoxide anion in a similar way and yields l-chloro-2,2-diethoxy-1-fluoroethylene. Nucleophilic addition of a third molecule of ethanol gives the final product, the orthoester of chlorofluoroacetic acid, compound W [75]. [Pg.77]

Addition of dimethylamine to chlorotrifluoroethylene occurs in such a way that the nucleophile, dimethylamine, joins the carbon having two fluorine atoms, because this carbon has lower electron density owing to strong electron back-donation by fluorine. [Pg.85]

Ethylene chlorotrifluoroethylene (ECTFE) has a thermal stability comparable to ETEE [13] and can be stabilized by the addition of an ionomer, which considerably reduces dehydrofluorination and dehydrochlorination reactions and suppresses the discoloration of the polymer [14],... [Pg.173]

The addition of chlorotrifluoroethylene (2) to p-nitrophcnylacetylene or p-methoxy-phenylaeetylenc yields the cyclobutenes (3a) and (3b), which on treatment with. sulfuric acid afford the corresponding cyclobutcncdiones (4a,b). ... [Pg.94]

HCFC-124, with minimal formation of HFC-125. A fluorinated olefin such as chlorotrifluoroethylene can also be used as a starting material. Again, chrome-based systems are quite effective for this HF addition (49). Overfluorination results in HFC-125. [Pg.344]

Selective hydrogenolysis of chlorine in preference to fluorine occurs during catalytic hydrogenation of chlorotrifluoroethylene. In addition to trifluoroethylene, trifluoroethane is formed by reduction of the double bond (equation 10). ... [Pg.898]

Dienes via cyciobutanes. In the synthetic sequence formulated, the addition step is carried out by charging a high-pressure autoclave with redistilled vinyl acetate, 1 g. of hydroquinone, and 3 drops of dipentene or terpinolene (to inhibit polymerization of the fluoroolefin). The ves.sel is closed, cooled in dry ice-acetone, evacuated, and charged with chlorotrifluoroethylene (available in 1 -lb. and 5-lb. cylinders from... [Pg.1369]

The polymerization of unsaturated halohydrocarbons has been studied most extensively in the case of vinyl chloride and closely related compounds. Kainer 1S6) published a book recently on polyvinyl chloride and mixed polymers of vinyl chloride. In addition to chlorovinyl polymers, Schildknecht includes fluorovinyl polymers in his book Hl). Books covering plastics generally include material on the halohydrocarbon polymers (14, 144)- Several papers ISS, IS, 135,143) have been published in the last couple of years dealing with the polymerization of fluorine-containing compounds. Articles on polymerization of chloroprene 14 ), fluoroprene 1S8), chlorotrifluoroethylene 140), tetrafluoroethylene 1S9), vinylidene fluoride (157), and dichlorodifluoroethylene 1S7) have appeared in recent years. [Pg.385]

Bulk polymerization of vinylene carbonate (VCA) initiated by 60Co y-rays was studied at 30°-110°C at a constant dose rate of 1 - 105 rad/hr. An overall activation energy of 5.0 kcal/mole and a maximum reaction rate of 1 10 3 mole/l-sec were obtained. As has been reported, purification of the monomer is a crucial point because inhibiting impurities are formed during the synthesis. From experiments with chlorine-substituted ethylene and vinylene carbonates, we tentatively conclude that, in addition to mono- and dichloroethylene carbonate, dichloro-vinylene carbonate is mainly responsible for the inhibition. The copolymerization behavior of VC A with some chlorine-substituted olefins was studied. Chlorotrifluoroethylene (CTFE) is an especially suitable comonomer the reactivity ratios found were rVCA = 0.42 and rCXFE = 0.48. [Pg.107]

The original reports on synthesis of fluorinated p-sultones appeared from three different groups at approximately the same time in late 1950s.Addition of freshly distilled sulfur trioxide to TFE, chlorotrifluoroethylene, hexafluoropropylene, and... [Pg.71]


See other pages where Chlorotrifluoroethylene, addition is mentioned: [Pg.11]    [Pg.109]    [Pg.111]    [Pg.67]    [Pg.11]    [Pg.109]    [Pg.111]    [Pg.67]    [Pg.307]    [Pg.148]    [Pg.185]    [Pg.12]    [Pg.432]    [Pg.40]    [Pg.307]    [Pg.26]    [Pg.10]    [Pg.148]    [Pg.794]    [Pg.8]    [Pg.8]    [Pg.128]    [Pg.278]    [Pg.462]    [Pg.58]    [Pg.692]    [Pg.10]    [Pg.7]    [Pg.451]    [Pg.54]   


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Chlorotrifluoroethylene

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