- METHOD FOR PRODUCING 1H,2H-PERFLUOROCYCLOALKENE
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PROBLEM TO BE SOLVED: To provide a novel method for producing 1H,2H-perfluorocycloalkene. SOLUTION: In the present invention, 1H,1H,2H-perfluorocycloalkane represented by the following formula (I) is brought into contact with alkylamine in the presence of a water-insoluble solvent and water, to obtain 1H,2H-perfluorocycloalkene represented by the following formula (II). SELECTED DRAWING: None COPYRIGHT: (C)2019,JPO&INPIT
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Paragraph 0078; 0079
(2019/08/20)
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- 1H, 2H - [...] manufacturing method (by machine translation)
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[Problem] under mild conditions, which, while satisfactorily suppressing byproduct isomers, 1H, 2H - [...] manufacturing method. (I) formula [a] (in the formula, n is an integer of 3 or more represents less than 1. ) Shown by 1H, 2H - [...] method which, in the presence of a non-water-soluble solvent, (II) the formula (where, n is an integer of 3 or more represents less than 1. ) Shown by 1H, 1H, 2H - 1 is brought into contact with the tertiary alkylamine [...] reaction steps, 1H, 2H - [...] manufacturing method. [1 A][Drawing] no (by machine translation)
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Paragraph 0049-0052
(2019/08/20)
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- Synthesis of hydrofluorocycloolefins through dehydrofluorination of hydrofluorocycloalkanes in amide solvents
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Hydrofluorocycloolefins have outstanding economic and environmental advantages, as well as huge application potentials owing to their zero ozone depletion potentials (ODP) values and low global warming potentials (GWP) values. The synthesis of hydrofluorocycloolefins through dehydrofluorination of hydrohalocycloalkanes in N,N-dimethylformamide (DMF) or N,N-dimethylacetamide (DMAC) was investigated. It was found that the presence of [sbnd]CHF[sbnd] is critical for efficient elimination of HF. The reaction using reagents containing [sbnd]CHF[sbnd] group proceeded very well, whereas elimination was much more difficult to occur for reactants without [sbnd]CHF[sbnd] group. Based on these results, a rational reaction mechanism was proposed.
- Zhang, Wenni,Zhang, Chengping,Guo, Qin,Lu, Fengniu,Quan, Hengdao
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- Method for preparing halogenated pentacyclic olefin by gas-phase isomerization reaction
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The invention relates to a method for preparing halogenated pentacyclic olefin by gas-phase isomerization reaction. The method comprises the following steps of: by adopting the halogenated pentacyclic olefin C5HxFyClz as a material, under the existence of an isomerization catalyst, generating the gas-phase isomerization reaction to obtain isomers of the halogenated pentacyclic olefin, wherein X is an integer from 0 to 2, Y is an integer from 4 to 7, Z is an integer from 0 to 4, the sum of X and Y and Z is 8, and the isomerization catalyst is prepared by adopting at least one of lithium fluoride, potassium fluoride, sodium fluoride, rubidium fluoride or cesium fluoride as an active component and loading the active component on at least one of carriers such as aluminium fluoride, magnesium fluoride, iron fluoride, chromium fluoride and zinc fluoride. The method has the advantages that the material is easy to obtain, the isomerization catalyst is low in price, the yield of the isomer is higher, and the method is applicable to large-scale preparation of the isomers of the halogenated pentacyclic olefin by gas-phase reaction.
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Paragraph 0038; 0093; 0094
(2017/12/30)
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- Transition-Metal-Free Catalytic Hydrodefluorination of Polyfluoroarenes by Concerted Nucleophilic Aromatic Substitution with a Hydrosilicate
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A transition-metal-free catalytic hydrodefluorination (HDF) reaction of polyfluoroarenes is described. The reaction involves direct hydride transfer from a hydrosilicate as the key intermediate, which is generated from a hydrosilane and a fluoride salt. The eliminated fluoride regenerates the hydrosilicate to complete the catalytic cycle. Dispersion-corrected DFT calculations indicated that the HDF reaction proceeds through a concerted nucleophilic aromatic substitution (CSNAr) process.
- Kikushima, Kotaro,Grellier, Mary,Ohashi, Masato,Ogoshi, Sensuke
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supporting information
p. 16191 - 16196
(2017/11/27)
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- High-selectivity method for catalytically synthesizing cyclic hydrofluoroolefin
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The invention relates to a high-selectivity method for catalytically synthesizing cyclic hydrofluoroolefin. Concretely, the method comprises taking a cyclic hydrofluoroalkane and a defluorination agent as raw materials, taking a Lewis base as a solvent, under the effect of a catalyst, heating to 150 DEG C-300 DEG C, so as to remove molecular hydrogen fluoride and obtain the cyclic hydrofluoroolefin. The method is high in cyclic hydrofluoroolefin selectivity, high in reaction efficiency, easy for purification and suitable for continuous production, and is suitable for industrial production of cyclic hydrofluoroolefin. The method is simple in technology, low in production cost, high in selectivity, free of byproducts and suitable for industrial production, and accords with our country twelfth five-year guideline and long-range guidance policy for energy saving and emission reduction.
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Paragraph 0032; 0033; 0034; 0035; 0036; 0037
(2016/10/07)
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- Catalytic synthesis of polyfluoroolefins
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A catalytic synthesis of polyfluoroolefins was developed proceeding from polyfluorochlorocarbons with the use of industrially produced nickel-chromium catalyst. Three ways of the catalytic synthesis of fluoroolefins were implemented: the cleavage of vicinal chlorine atoms from polyfluorochlorocarbons, the replacement of vinyl chlorine atoms by hydrogen in fluorochloroolrfins, and the reductive dimerization of polyfluorochlorocarbons containing a trichloromethyl group. The condition of a prolonged operation of the nickel-chromium catalyst was found consisting in the application of quartz for absorption of the hydrogen fluoride formed as a side product.
- Stepanov,Delyagina,Cherstkov
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experimental part
p. 1290 - 1295
(2011/01/04)
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- Activation of aromatic, aliphatic, and olefinic carbon-fluorine bonds using Cp*2HfH2
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The hafnium hydride Cp*2HfH2 is reacted with a series of fluorocarbons to examine the scope of C-F bond activation. Aromatic, vinylic, and aliphatic C-F bonds all show some degree of reactivity, and possible mechanisms are discussed. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
- Rieth, Ryan D.,Brennessel, William W.,Jones, William D.
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p. 2839 - 2847
(2008/02/10)
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- Extremely facile ring inversion and rearrangement in fluorobicyclo[2.1.0]pentanes
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cis-1,2,3,4,5,5-Hexafluorobicyclo[2.1.0]pentane and 1,2,4,5-tetrafluorobicyclo[2.1.0]pentane have been synthesized from hexafluorobenzene. The former hydrofluorocarbon, which exists entirely in the endo configuration, rearranges to cis-1,2,3,3,4,5-hexafluorocyclopentene below room temperature (Ea = 21.9 kcal/mol, log A = 13.4). The latter undergoes degenerate ring inversion with extraordinary ease (ΔG? = 6.8 ± 0.2 kcal/mol at -55 °C). Density functional calculations indicate that significant bonding between the bridgehead carbons is retained in the ring inversion transition state. Analogous calculations predict for hexafluorobicyclo[1.1.0]butane a considerably lower barrier for ring inversion and more 1,3-bonding in the transition state.
- Wei, Yanjun,Liu, Yufa,Wong, Terrence,Lemal, David M.
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p. 688 - 703
(2008/09/16)
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