• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    Alkyl perfluoro- omega -fluoroformyl esters are provided which have the formula <IMAGE> wherein R is alkyl of 1-6 carbon atoms, and N IS 0-6 (PREFERABLY 0).
    公开号:SU869555A3
    申请号:SU782604925
    申请日:1978-04-19
    公开日:1981-09-30
    发明作者:Чарльз Инглэнд Дэвид
    申请人:Е.И.Дюпон Де Немур Энд Компани；
    IPC主号:
    专利说明:

    (54) METHOD FOR OBTAINING COMPLEX ALKILPBRFOORSH-FLUOROFORMYL ECHIROV
    one
    This invention relates to a process for the preparation of new esters, in particular alkylperfluoro-br-forformyl esters, which can
    0-С-№-оСР ,, (СР,) „- С-0 А
     J.
    0 C-CF- oCFi-CF OCFj- (CFi) n-CF, -0- dF-Cr, F B RR F
    be used in the synthesis of fluorocopolymers.
    There are various dipht fang drides fluoride containing, for example, of the general formula
    where R is F, CF%, Cl} m, n, p, k 0,1,2,3, which are formed by attaching a window of perfluoroethylene or hexafluoropropylene to perfluoromexonyl fluoride when cooled in a diglymide 25 under the influence of alkali metal fluoride (CsF) Similarly, the preparation of these compounds from perfluorodiungic acid anhydrides is carried out in a similar manner. 20 A method is also known for the preparation of dicarboxylic perfluoroacid monoether monoesters of the formula l-0-C- {CF.LC "0 I) O F where R is methyl, ethyl; n - 3,4,6, either in one stage (exchange reaction with benzoyl fluoride), or in two stages: the transformation of the corresponding acid into the acid chloride under the influence of PCly followed by its reaction with alkali metal fluoride (SbFj) HZ. The purpose of the invention is to obtain new fluorocarbons of perfluoroacid esters, which can be used in the production of polymers. The goal is achieved. the method of obtaining new complex alkylpterp-sh-fluoroforming ethers of the general formula R-OCCFj-f CP, -0-CFL-C 0 II 1 1 where R is an alkyl M is an integer from 1 to 6, by reacting a compound of the general formula ROCCFa-C 0 OF where R is the above values, with hexafluoropropyl oxide at (-50) (+ 80) in the presence of an alkali metal fluoride in the diluent medium. As a diluent, it is advisable to use an inert solvent in which the alkali metal fluoride used is not less than 0.001% dissolved, for example, acetonitrile or tetraglyme. The starting alkali metal fluoride is used in an amount of from 0.001 to 1.0% molar equivalent per mole of the compound of formula II. / The advantages in this process for the ratio of the starting oxide of hexafluoropropylene to the compounds of formula II are equimolar, but it can, if necessary, be varied within wide limits. Excess oxide of safluoropropylene is used in the preparation of compounds with a high M value. Example. In a 250 ml flask equipped with a condenser, cooled with dry ice, and having inlets for the addition of gases, liquids and solids, place 20 MP of tetraglyme (tetraethylene glycol dimethyl ether), 0 g CsF and 26.3 g crude according to the degree purity HfOOC-CFj-COF (containing 3%). To the mixture maintained at a temperature below, 29.2 g of hexafluoropropylene oxide (OHPM) are slowly added. At the end of the reaction, the excess HjCOOC-CFj-COF and the HHPP are removed under vacuum at. The residue is distilled off and crude according to the degree of purity H ,, COOC-CF-CF, j-0-CF (CF5) -COF is distilled off at 75-95 ° C and a residual pressure of 400 mm Hg. The structure of this compound is confirmed by infrared analysis data. Example 2. A mixture of 0.5 g each, CSF and KF (vacuum-dried at 40 ° C) is placed in a 150 ml Carius tube; 3 ml of tetraglyme, 34.5 g of H COOC-CFj -COF and 60 g of OHPM. The tube is sealed and rotated overnight at room temperature. After distillation of the reaction mixture, 15 g (; -CF, j-CFi-0-CF (CF3) -COF, bp 65.0/100 mm Hg) are found. Found: C 25.87; H 0, 89; F 53.34., C HjFgO Calculated: C 26.10; H 0.94: F 53.09. Example 3. 15 g of powdered cesium fluoride are placed in a four-necked flask (500 ml) which is then sealed with the exception of the connection area to the nozzle leading to the vacuum pump and the knee-open pressure gauge. A vacuum is created in the flask during heating with a Meker burner to thoroughly dry cesium fluoride. After the flask cools, nitrogen is admitted, then large magnesium is placed The flask was equipped with a thermometer, re-evacuated, filled with nitrogen, 20 MP of tetraglyme was added and 63 g (0.4 mol) of HjCOOC-CFj -COF was added. After that, the flask was cooled to, evacuated and filled three times (OGFP) until a pressure of 600 mmHg is reached, stirring is commenced and the DUHF pressure is automatically maintained at a level of 600 mm by means of a vacuum regulator. The DUHF is stably absorbed during the exothermic reaction. Cooling is required to maintain the temperature between 0 and. The reaction is stopped after uptake of 140 g (0.84 mol) of OHPP. The bottom layer (190 g) is distilled off. The ratio between the products formed may vary depending on the temperature at which the reaction is carried out and, mainly, on the amount of OGFP used. The resulting products are listed in the table.
    69 / 10011,8C HgFgO
    106 / 10014.9C oHsFisOy
    57 / 0.331 ,,
    80 / 0,242,5Cf jHaFg O
    85 / 0,224,8CjgHjFgjOg
    权利要求:
    Claims (3)
    [1]
    107 / 0.55.7 Example 4. The process is carried out analogously to example 3, but 182 g (1.16 mol) of HjCOOC-CFj -COF are used and there is no cooling, i.e. the reaction proceeds with the addition of HHPP being stopped after 190 g of this product has been absorbed. After distillation, extracting 100 g of HjCOOC-CFj -COF to obtain the desired compounds 87.5 g (0.27 mol, 23%) of the product in which M is 1/40 g (0.008 mol, 7% of the product in which M 2 and 10 g (0.015 mol, 3%) of a product in which M 3 Claim of the invention. Method of producing alkylperfluoro-and-fluoroforming esters of formula 1 R-OOC-CP H CFi - O-CF f С CF CF where R - Al Kil,;, M - an integer from 1 to 6,
    0.89 53.0953.34
    0.74 58.3958.49
    0.61 60,9960,72
    0.48 62.5562.40
    0.52 63.5863.29 in which the compound of the formula II ROOC - CFfi, where R is the above value, is reacted with hexafluoropropylene oxide at (-50) - (+ 80) ° C in the presence of alkali metal fluoride in the diluent medium. Sources of information taken into account in the examination 1.V. Skoblikova. and others. On the character of the addition of perfluoroolefins to difluoride oxides, perfluorocarboxylic acids. - George, vol. 9, no. 10, 1973, p. 2021-2026.
    [2]
    2. Skoblikova V.N. et al. Perfluorodicarboxylic anhydrides. acids with perfluoroolefins oxides. ZHORH, vol. 2, vol. 3, 1975, p. 552-556.
    [3]
    3.R. P.M. and others. The synthesis of monoether perfluoroacid monoesters, - Journal of the All-Union Chemical Society of them. D.I. Mendeleev, vol. 17, no. 3, 1972. p. 347-348.
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    同族专利:
    公开号 | 公开日
    AU515564B2|1981-04-09|
    MX149082A|1983-08-19|
    NL187435C|1991-10-01|
    AU3516578A|1979-10-25|
    US4131740A|1978-12-26|
    NL7804228A|1978-10-24|
    FR2387938A1|1978-11-17|
    BE866123A|1978-10-19|
    BR7802432A|1979-01-02|
    JPS53132519A|1978-11-18|
    US4138426A|1979-02-06|
    FR2387938B1|1984-08-10|
    IT7822497D0|1978-04-19|
    JPS6049176B2|1985-10-31|
    IT1094423B|1985-08-02|
    NL187435B|1991-05-01|
    SE7803062L|1978-10-21|
    NZ187025A|1979-06-19|
    SE436869B|1985-01-28|
    MX172538B|1993-12-17|
    DE2817366A1|1978-10-26|
    GB1593222A|1981-07-15|
    DE2817366C2|1989-01-26|
    ZA782223B|1979-04-25|
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    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    US05/789,724|US4131740A|1977-04-20|1977-04-20|Alkyl perfluoro-ω-fluoroformyl esters and their preparation|
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