680-17-1Relevant academic research and scientific papers
PROCESS FOR THE PRODUCTION OF FLUORINATED ALKENES
-
Page/Page column 4, (2011/12/12)
The present invention provides a method for the preparation of suitable chlorofluorocarbon and hydrochlorofluorocarbon materials or chlorofluorocarbon and hydrochlorofluorocarbon alkene and alkyne intermediates which serve as useful feedstock for fluorination and reduction to cis-1,1,1,4,4,4-hexafluoro-2-butene. Also presented is a continuous process for the production of cis-1,1,1,4,4,4-hexafluoro-2-butene from the alkene and alkyne intermediates.
Noncatalytic manufacture of 1,1,3,3,3-pentafluoropropene from 1,1,1,3,3,3-hexafluoropropane
-
Page/Page column 3, (2008/06/13)
1,1,3,3,3-Pentafluoropropene (CF3CH═CF2, HFC-1225zc) can be produced by pyrolyzing 1,1,1,3,3,3-hexafluoropropane (CF3CH2CF3, HFC-236fa) in the absence of dehydrofluorination catalyst at temperatures of from about 700° C. to about 1000° C. and total pressures of about atmosphere pressure in an empty, tubular reactor, the interior surfaces of which comprise materials of construction resistant to hydrogen fluoride.
THE FLUORINATION OF BUTANE OVER COBALT TRIFLUORIDE
Burdon, James,Ezmirly, Saleh T.,Huckerby, Thomas N.
, p. 283 - 318 (2007/10/02)
The fluorination of butane over cobalt trifluoride has given a complex mixture of partially fluorinated compounds: 51 of these have been identified, comprising over 99percent of the products.Most were polyfluor-butanes but 1-2percent were polyfluoro-2-methylpropanes.The reaction has no synthetic utility.There was some selectivity in the fluorination: secondary C-H was convertart byed into C-F more easily then primary, and the ease of replacement of a particular H was reduced by geminal vicinal fluorines.A computer model of the fluorination was only partially successful, perhaps because the fluorination proceeded in part by simple F for H replacement and in part via alkenes: the model only allowed for the former.
REACTIONS OF TETRAFLUOROETHYLENE OLIGOMERS. PART 1. SOME PYROLYTIC REACTIONS OF THE PENTAMER AND HEXAMER AND OF THE FLUORINE ADDUCTS OF THE TETRAMER AND PENTAMER
Coe, Paul L.,Sellers, Simon F.,Tatlow, John Colin
, p. 417 - 440 (2007/10/02)
Pyrolyses of these highly branched fluorocarbons over glass beads caused the preferential thermolyses of C-C bonds where there is maximum carbon substitution.Fluorinations of perfluoro-3,4-dimethylhex-3-ene (tetramer) (I) and perfluoro-4-ethyl-3,4-dimethylhex-2-ene (pentamer) (II) over cobalt (III) fluoride at 230 deg C and 145 deg C respectively afforded the corresponding saturated fluorocarbons (III) and (IV), though II gave principally the saturated tetramer (III) at 250 deg C.Pyrolysis of III alone at 500-520 deg C gave perfluoro-2-methylbutane (V), whilst pyrolysis of III in the presence of bromine or toluene afforded 2-bromononafluoorobutane (VI) and 2H-nonafluorobutane (VII) respectively.Pyrolysis of perfluoro-3-ethyl-3,4-dimethylhexane (IV) alone gave a mixture of perfluoro-2-methylbutane (V), perfluoro-2-methylbut-1-ene (VIII), perfluoro-3-methylpentane (IX), perfluoro-3,3-dimethylpentane (X), and perfluoro-3,4-dimethylhexane (III).Pyrolysis of IV in the presence of bromine gave (VI) and 3-bromo-3-trifluoromethyldecafluoropentane (XI): with toluene, pyrolysis gave VII and 3H-3-trifluoromethyldecafluoropentane (XII).Pyrolysis of II at 500 deg C over glass gave perfluoro-1,2,3-trimethylcyclobutane (XIII) and perfluoro-2,3-dimethylpenta-1,3(E)- and (Z)-diene (XIV) and (XV) respectively.The diene mixture (XIV and XV) was fluorinated with CoF3 to give perfluoro-2,3-dimethylpentane (XVI) and was cyclised thermally to give the cyclobutene (XIII).Pyrolysis of perfluoro-2-(1'-ethyl-1'-methylpropyl)-3-methylpent-1-ene (XVII) (TFE hexamer major isomer) at 500 deg C gave perfluoro-1-methyl-2-(1'-methylpropyl)cyclobut-1-ene (XVIII) and perfluoro-2-methyl-3-(1'-methylpropyl)buta-1,3-diene (XIX).Fluorination of XVIII over CoF3 gave perfluoro -1-methyl-2-(1'-methylpropyl)cyclobutane (XX), which on co-pyrolysis with bromine gave VI.XIX on heating gave XVIII.Reaction of XVIII with ammonia in ether gave a mixture of E and Z 1-trifluoromethyl-2-(1'-trifluoromethylpentafluoropropyliden-1'-yl)tetrafluorocyclobutylamine (XXI) which on diazotisation and hydrolysis afforded 2-(2'trifluoromethyltetrafluorocyclobut-1-en-1'-yl)-octafluorobutan-2-ol (XXII).
