- Synthesis of perfluorinated ketones by utilizing liquid-phase direct fluorination
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A new synthetic procedure for the preparation of perfluorinated ketones from nonfiuorinated sec-alcohols was developed. A key step in the synthetic route was a liquid-phase direct fluorination reaction with elemental fluorine. Direct fluorination of a partially fluorinated ester, which was prepared from a nonfiuorinated sec-alcohols and a perfluorinated acyl fluoride, followed by thermal elimination, gave a perfluorinated ketone and the starting perfluorinated acyl fluoride, which could be recycled. Application to the synthesis of a precursor polyfluoroketone for fluoropolymer resists for 157nm microlithography was also established.
- Okazoe, Takashi,Watanabe, Kunio,Itoh, Masahiro,Shirakawa, Daisuke,Takagi, Hirokazu,Kawahara, Kengo,Tatematsu, Shin
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Read Online
- Hydrofluoroether compound and its preparation method and application (by machine translation)
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The invention belongs to the field of hydrofluoroether, in particular to a hydrofluoroether compound and its preparation method and application. Hydrofluoroether compound expressed by following formula: F [CF (CF3 ) CF2 O]x - RH ; Wherein x=2 - 7; RH =CH3 , C2 H5 , N - C3 H7 Or i - C3 H7 . The present invention provides a hydrofluoroether compound, only fluorine-containing this the only halogen element, not having to damage the ozone layer material, is an environment-friendly non-combustible heat transfer agent, solvent and cleaning agent. (by machine translation)
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Paragraph 0074-0076
(2019/04/26)
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- PROCESS FOR PRODUCTION OF FLUORINATED SULFONYL FLUORIDES
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The present invention provides a process for producing a fluorinated sulfonyl fluoride useful as e.g. a material for an ion exchange resin, and a novel chemical substance useful as an intermediate in the production process. That is, to provide a process comprising oxidizing Y-S-RA-E-RB by means of an oxidizing agent essentially containing a halogen atom to obtain XSO2-RA-E-RB, and in a case that X is a fluorine atom, reacting the compound with fluorine in a liquid phase as it is, and in a case that X is a halogen atom other than a fluorine atom, converting X into a fluorine atom, and then reacting the obtained compound with fluorine in a liquid phase to obtain FSO2-RAF-EF-RBF, and then decomposing it to obtain FSO2-RAF-COF (wherein RA is a bivalent organic group such as an alkylene group, RB is a monovalent organic group such as a perfluoroalkyl group, E is -CH2OCO-, Y is a monovalent organic group such as a cyano group or the like, X is a halogen atom, RAF is a bivalent organic group having RA fluorinated or the like, RBF is the same group as RB or the like, and EF is -CF2OCO-).
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Page/Page column 20
(2008/06/13)
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- NOVEL FLUORINATED ADAMANTANE DERIVATIVE
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A novel fluorinated adamantane derivative. It is a compound represented by the formula AF(-COF)n, wherein AF means a fluorinated adamantane residue which is an n-valent group formed by removing n hydrogen atom(s) from adamantane (provided that when n is 2 or larger, then the hydrogen atoms to be removed are bonded to different carbon atoms) and in which at least one of the remaining hydrogen atoms may be replaced with a fluorine atom and the still remaining hydrogen atom(s) may be replaced with a C1-6 alkyl or fluoroalkyl group; and n is an integer of 1-4, provided that when n is 1, then the AF has at least one hydrogen atom.
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Page/Page column 21
(2008/06/13)
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- FLUORINATED ADAMANTANE DERIVATIVES
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The present invention provides novel compounds which are useful for the production of fluorinated adamantane derivatives excellent in etching resistance and useful as photolithographic material and so on. Namely, the present invention provides compounds represented by the following formulae (3) and (4):A(-G-Q-R)nAf(-Gf-Q-Rf)n provided that the symbols in the formula have the following meanings:A: a n-valent group having n hydrogen atoms of adamantane converted to connecting bonds, wherein hydrogen atoms not converted to connecting bonds, may be each substituted by an alkyl group,R: a fluorinated monovalent organic group,n: an integer of from 1 to 4,G: -CH2- or a single bond,Q: -COO- or -OCO-,Af: a n-valent group (A) having n hydrogen atoms bonded to carbon atoms of adamantane converted to connecting bonds, wherein hydrogen atoms not converted to connecting bonds, may be each substituted by an alkyl group, in which at least one of hydrogen atoms forming C-H bonds is substituted by a fluorine atom,Rf: a fluorinated monovalent organic group,Gf: -CF2- or a single bond.
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Page/Page column 23
(2008/06/13)
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- 2,4,4,5,7,7,8,8,9,9,9-Undecafluoro-2,5-bis(trifluoromethyl)-3, 6-dioxanonyl methacrylate
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The title monomer (4) was prepared from the trimer of hexafluoropropene-1,2-oxide, 2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)- 3,6-dioxanonanoyl fluoride (1), via methyl ester 2 that was reduced by sodium borohydride to the corresponding alkanol 3, which was finally acylated by methacryloyl chloride.
- Paleta, Old?ich,Pale?ek, Ji?í,Michálek, Ji?í
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- Polyfluorinated ethers: IV.* By-products in the synthesis of polyfluorinated alkyl vinyl ethers in a solvating solvent
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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".
- Yuminov
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p. 1715 - 1720
(2007/10/03)
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- Polyfluorinated Ethers: III. Synthesis of Perfluorinated 2-Chloroethyl Vinyl Ether
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A promising method was developed for preparing perfluorinated 2-chloroethyl vinyl ether by fluorosulfonylation of 1-hydro-2-chlorotetrafluoroethane followed by the condensation of the substance obtained with hexafluoropropene oxide and thermolysis of the condensation product.
- Yuminov, V. S.
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p. 300 - 302
(2007/10/03)
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- Radical additions to fluoro-olefins. Photochemical mono-fluoroalkylation and sequential bis-fluoroalkylation of oxolane
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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.
- Paleta, Oldrich,Cirkva, Vladimir,Kvicala, Jaroslav
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p. 125 - 134
(2007/10/03)
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- SURFACE ACTIVE SUBSTANCES CONTAINING AN OLIGO(HEXAFLUOROPROPENE OXIDE) CHAIN AS A HYDROPHOBIC AND OLEOPHOBIC MOIETY
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Oil soluble surface active substances, (HFPO)n-Ar, where Ar is an aryl group and (HFPO)n is an oligo(hexafluoropropene oxide) group, n = 2 - 5, were prepared and tested for their surface activities in toluene or m-xylene.Addition of a small amount of (HFPO)4-6-Ar (0.2 - 0.5 wtpercent) was found to decrease remarkably the surface tension of these solvents (down to 12 - 14 dyncm-1 at 20 deg C).Water soluble surfactans (HFPO)n-Ar'SO3Na, where Ar' is an arylene group, were also prepared by sulfonation of (HFPO)n-Ar.Some of these subtances (n = 4 - 6) decreased the surface tension of water down to 16 dyncm-1 at 20 deg C in the concentration of 10-4 - 10-5 molel-1.
- Ishikawa, Nobuo,Sasabe, Mikio
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p. 241 - 254
(2007/10/02)
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- REACTION OF CESIUM PERFLUOROALKOXIDES WITH HEXAFLUOROPROPYLENE OXIDE IN TETRAHYDROFURAN IN THE PRESENCE OF ADDITIONS OF APROTIC SOLVENTS
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The effect of adition of aprotic solvents in tetrahydrofuran on the reactivity of cesium perfluoroalkoxides with hexafluoropropylene oxide was investigated.It was shown that the rate of the model chain transfer to the monomer increases with increase in the concentration of tetraglyme in proportion to the increase in the electric conductivity of the system.The reactivity of cesium perfluoroalkoxides is determined by the structure of the perfluorinated radical.A mechanism is proposed for the chain growth and transfer reaction.
- Gubanov, V. A.,Tyul'ga, G. M.,Solodkaya, I. G.,Sherman, M. A.
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p. 444 - 448
(2007/10/02)
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- Process for preparing perfluoro-alkoxy-propionic acid fluorides
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Perfluoro carbonyl compounds react with hexafluoro propene epoxide in the presence of dimethylamino-difluoro-phosphorane producing perfluorinated carboxylic acid fluorides with ether linkages. Among the carbonyl compounds which can be used are perfluorinated ketones, acid fluorides of the formula (rf being a perfluoro-alkyl radical having from 1 to 4 carbon atoms) and perfluoro-2-oxo-3,6-dimethyl-1,4-dioxane.
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