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    Fluorosulfonate containing polyfluorocarbonyl compounds
    1.
    发明授权
    Fluorosulfonate containing polyfluorocarbonyl compounds 失效
    含氟磺酸盐的多氟羰基化合物

    公开(公告)号：US4603017A

    公开(公告)日：1986-07-29

    申请号：US720163

    申请日：1985-04-05

    Applicant: Hans Millauer ,  Gunter Siegemund ,  Werner Schwertfeger

    Inventor： Hans Millauer ,  Gunter Siegemund ,  Werner Schwertfeger

    IPC: C07C69/708 ,  C07C45/54 ,  C07C49/167 ,  C07C51/00 ,  C07C51/373 ,  C07C53/50 ,  C07C59/21 ,  C07C59/347 ,  C07C59/58 ,  C07C59/88 ,  C07C67/00 ,  C07C67/313 ,  C07C69/716 ,  C07C301/00 ,  C07C303/00 ,  C07C305/00 ,  C07C305/26 ,  C25B3/00 ,  C25B3/02 ,  C07C141/00

    CPC classification number: C07C45/54 ,  C07C305/26 ,  C07C49/167 ,  C07C51/00 ,  C07C59/21

    Abstract: Perfluorocarbonyl compounds of the formulae IV and V ##STR1## in which R.sub.f denotes perfluoroalkyl, R'.sub.f denotes perfluoroalkylene, R denotes F, Cl, perfluoroalkyl or --OR"' (R"'=alkyl, aryl or aralkyl) and n denotes a number from 0 to 10, are prepared, starting from compounds of the formula I ##STR2## in which R.sub.f, R'.sub.f and n have the same meaning as in the formulae IV and V and R" is F, Cl or perfluoroalkyl, by electrolysis in an electrolyte consisting of fluorosulfonic acid/alkali metal fluorosulfonate and, if necessary, esterification with R"'OH, and decomposition ##STR3## in the presence of catalytic amounts of alkali metal fluorides and/or aprotic N-bases. Most of the compounds IV and V are new; the latter are, above all, valuable heat transfer fluids, lubricating oils or intermediates for the preparation of other F-organic compounds.

    Abstract translation: （IV）的全氟羰基化合物其中Rf表示全氟烷基，R'f表示全氟亚烷基，R表示F，Cl，全氟烷基或-OR“（R”'） =烷基，芳基或芳烷基），n表示0至10的数，从其中R f，R'f和n与式（I）中相同含义的式I的化合物 IV和V和R“是F，Cl或全氟烷基，通过在由氟磺酸/碱金属氟代磺酸盐组成的电解质中电解并在需要时与R”OH进行酯化，并在催化剂存在下分解“IMAGE” 碱金属氟化物和/或非质子N-碱的量。 大多数化合物IV和V是新的; 后者首先是有价值的传热流体，润滑油或用于制备其它F-有机化合物的中间体。

    Perfluorinated vinyl ethers containing a secondary hydrogen atom, polymers formed therefrom and a process for the preparation of the monomers
    4.
    发明授权
    Perfluorinated vinyl ethers containing a secondary hydrogen atom, polymers formed therefrom and a process for the preparation of the monomers 失效
    含有仲氢原子的全氟化乙烯基醚，由其形成的聚合物和制备单体的方法

    公开(公告)号：US4532366A

    公开(公告)日：1985-07-30

    申请号：US467178

    申请日：1983-02-16

    Applicant: Gunter Siegemund ,  Werner Schwertfeger

    Inventor： Gunter Siegemund ,  Werner Schwertfeger

    IPC: C07C41/01 ,  B01J27/12 ,  C07B61/00 ,  C07C41/00 ,  C07C43/17 ,  C07C51/62 ,  C07C59/135 ,  C07C67/00 ,  C08F16/00 ,  C08F16/14 ,  C08F216/14 ,  C07C43/11

    CPC classification number: C08F216/14 ,  C07C51/62 ,  C07C59/135

    Abstract: New perfluorinated vinyl ethers containing a secondary hydrogen atom in the molecule of the formula I ##STR1## in which n is 0-5, preferably 0-3 and particularly 0-2, are useful intermediate products (particularly for the preparation of polymeric intermediates and of perfluorinated cation exchangers containing carboxyl groups) and are prepared by(a) reacting 3-H-perfluorobutyryl fluoride IIFOC--CF.sub.2 --CHF--CF.sub.3 (II)with hexafluoropropene epoxide III ##STR2## to give the acid fluoride IV ##STR3## in which n has the same meaning as in formula I, (b) pyrolyzing the acid fluoride IV, as such or after conversion into the corresponding alkali metal carboxylate, at elevated temperature and(c) isolating the vinyl ether I formed in the pyrolysis.

    Abstract translation: 在其中n为0-5，优选0-3，特别是0-2的式I分子中含有次级氢原子的新的全氟化乙烯基醚是有用的中间产物（特别是用于制备 聚合物中间体和含有羧基的全氟化阳离子交换剂），并且通过（a）使3-H全氟丁酰氟IIFOC-CF2-CHF-CF3（II）与六氟丙烯环氧化物III（III）反应得到酸 氟化物IV（IV）其中n具有与式I相同的含义，（b）在升高的温度下热解酸性氟化物IV，或在转化成相应的碱金属羧酸盐后，（c）将 乙烯基醚I在热解中形成。

    Process for the preparation of .omega.-fluorosulfatoperfluoroalkanoic acid derivatives
    5.
    发明授权
    Process for the preparation of .omega.-fluorosulfatoperfluoroalkanoic acid derivatives 失效
    制备ω-氟磺基全氟烷基酸衍生物的方法

    公开(公告)号：US4454072A

    公开(公告)日：1984-06-12

    申请号：US398118

    申请日：1982-07-14

    Applicant: Gunter Siegemund ,  Werner Schwertfeger

    Inventor： Gunter Siegemund ,  Werner Schwertfeger

    IPC: C25B3/02 ,  C07C67/00 ,  C07C303/30 ,  C07C305/00 ,  C07C305/26 ,  C07C325/00 ,  C25B3/00 ,  C07C141/00

    CPC classification number: C07C303/24

    Abstract: What are disclosed are methods for making compounds of the formulaFSO.sub.2 --O--CF.sub.2 --R.sub.f --COY,useful as intermediates for making perfluorinated vinyl ethers, wherein R.sub.f is a single bond or perfluoralkylene and Y is fluorine or --OR, by heating an .alpha.,.omega.-bis-fluorosulfatoperfluoroalkane of the formulaFSO.sub.2 --O--CF.sub.2 --R.sub.f --CF.sub.2 --O--SO.sub.2 Fin the presence of an alkali metal fluoride and/or an alkali metal hydrogen fluoride and, when Y is OR, in the presence of an alkanol, ROH.

    Abstract translation: 公开的方法是制备式FSO 2 -O-CF 2 -RF-COY的化合物的方法，其可用作制备全氟化乙烯基醚的中间体，其中Rf是单键或全氟亚烷基，Y是氟或-OR，通过加热α ，在碱金属氟化物和/或碱金属氟化氢存在下，式FSO2-O-CF2-Rf-CF2-O-SO2F的ω-双氟代氟化全氟烷烃，当Y为OR时，在 链烷醇，ROH。

    Process for the manufacture of 2,3-perfluoro-1,4-dioxanes as well as some special representatives of compounds of this class
    6.
    发明授权
    Process for the manufacture of 2,3-perfluoro-1,4-dioxanes as well as some special representatives of compounds of this class 失效
    制备2,3-全氟-1,4-二恶烷的方法以及该类化合物的一些特殊代表

    公开(公告)号：US4343742A

    公开(公告)日：1982-08-10

    申请号：US225150

    申请日：1981-01-14

    Applicant: Herbert Muffler ,  Gunter Siegemund ,  Werner Schwertfeger

    Inventor： Herbert Muffler ,  Gunter Siegemund ,  Werner Schwertfeger

    IPC: C07D319/12

    CPC classification number: C07D319/12

    Abstract: 2,3-Perfluoro-1,4-dioxanes of the formula I ##STR1## wherein X and Y independently from one another mean F or CF.sub.3, are manufactured by reacting carbonyl compounds of the formula II ##STR2## wherein X has the same meaning as in formula I,Y' has the same meaning as Y in formula I (F, CF.sub.3), and additionally can be Cl andZ=Cl, mesylate [=OSO.sub.2 CH.sub.3 ] or tosylate=[OSO.sub.2 C.sub.4 H.sub.6 --CH.sub.3 (p)],with alkali metal fluorides and/or with ammonium fluoride. The reaction products I, among which those wherein at least one of both radicals X and Y is CF.sub.3 are novel compounds, are solvents for highly fluorinated compounds and intermediates in various application fields.

    Abstract translation: 其中X和Y彼此独立地表示F或CF 3的式I（I）的2,3-全氟-1,4-二恶烷是通过式II的羰基化合物（II）制备的， 其中X具有与式I中相同的含义，Y'具有与式I（F，CF 3）中的Y相同的含义，并且另外可以是Cl和Z = Cl，甲磺酸酯[= OSO 2 CH 3]或甲苯磺酸酯= [OSO 2 C 4 H 6 -CH 3 （p）]，与碱金属氟化物和/或氟化铵。 反应产物I，其中基团X和Y中的至少一个是CF 3的那些是新化合物，是用于高度氟化的化合物和各种应用领域的中间体的溶剂。

    Process for the preparation of halogenated aliphatic carboxylic acid fluorides
    8.
    发明授权
    Process for the preparation of halogenated aliphatic carboxylic acid fluorides 失效
    卤代脂肪族羧酸氟化物的制备方法

    公开(公告)号：US4623491A

    公开(公告)日：1986-11-18

    申请号：US745254

    申请日：1985-06-14

    Applicant: Gunter Siegemund ,  Werner Schwertfeger

    Inventor： Gunter Siegemund ,  Werner Schwertfeger

    IPC: C07C53/46 ,  C07C51/00 ,  C07C51/60 ,  C07C67/00

    CPC classification number: C07C51/60

    Abstract: Halogenated aliphatic carboxylic acid fluorides are prepared by reacting halogenated aliphatic carboxylic acids with trihalogenomethyl aromatic compounds containing, as a predominant total or exclusively, fluorine atoms in the trihalogenomethyl groups, in particular with benzotrifluoride, in the presence of Lewis acids as catalysts. The reaction products are intermediate products having a multiplicity of uses.

    Abstract translation: 卤代脂肪族羧酸氟化物是通过在路易斯酸作为催化剂的存在下，使卤代脂族羧酸与三卤代甲基芳族化合物在三卤代甲基中，特别是与三氟甲苯作为主要的全部或全部氟原子反应来制备。 反应产物是具有多种用途的中间产物。

    Process for the preparation of monohydroperfluoroalkane-sulfonic acid halides and some specific representatives of this class of compound
    9.
    发明授权
    Process for the preparation of monohydroperfluoroalkane-sulfonic acid halides and some specific representatives of this class of compound 失效
    制备单氢全氟烷烃磺酸卤化物的方法和该类化合物的一些具体代表

    公开(公告)号：US4343749A

    公开(公告)日：1982-08-10

    申请号：US300918

    申请日：1981-09-10

    Applicant: Gunter Siegemund ,  Werner Schwertfeger

    Inventor： Gunter Siegemund ,  Werner Schwertfeger

    IPC: C07C309/80 ,  C07C67/00 ,  C07C301/00 ,  C07C303/02 ,  C07C143/70

    CPC classification number: C07C309/00

    Abstract: Monohydroperfluoroalkanesulfonic acid halides of the formula I ##STR1## in which R.sub.f =F or perfluoroalkyl, X=Cl or F and n=1-7, are prepared by reacting monohydroperfluoroalkanesulfonic acids of the formula II ##STR2## in which R.sub.f and n have the same meaning as in formula I, with pyrocatechol-phosphorus trichloride (.fwdarw.compounds I in which X=Cl) and, if desired, further reacting the products with alkali metal fluorides and/or alkali metal hydrogen fluorides (.fwdarw.compounds I in which X=F). With the exception of the compound in which R.sub.f =F, n=1 and X=Cl (.dbd.HCF.sub.2 --CF.sub.2 --SO.sub.2 Cl), the compounds I are new.The compounds I are chiefly intermediates in organic fluorine chemistry, in particular for the preparation of perfluorinated ion exchanger resins containing sulfonic acid groups.

    Abstract translation: 通过使式II的单氢全氟烷烃磺酸（II）在下列物质中制备式I的单氢全氟烷烃磺酸卤化物，其中R f = F或全氟烷基，X = Cl或F，n = 其中Rf和n具有与式I中相同的含义，与邻苯二酚 - 三氯化磷（→其中X = Cl的化合物I）和如果需要，使产物与碱金属氟化物和/或碱金属氟化氢进一步反应（ - >其中X = F的化合物I）。 除了Rf = F，n = 1和X = Cl（= HCF 2 -CF 2 -SO 2 Cl）的化合物之外，化合物I是新的。 化合物I主要是有机氟化学中的中间体，特别是制备含有磺酸基团的全氟化离子交换树脂。

    .omega.-Fluorosulfato-perfluorocarboxylic acid derivatives and processes for their preparation
    10.
    发明授权
    .omega.-Fluorosulfato-perfluorocarboxylic acid derivatives and processes for their preparation 失效
    ω-氟磺酸 - 全氟羧酸衍生物及其制备方法

    公开(公告)号：US4460512A

    公开(公告)日：1984-07-17

    申请号：US482570

    申请日：1983-04-06

    Applicant: Hans Millauer ,  Werner Schwertfeger

    Inventor： Hans Millauer ,  Werner Schwertfeger

    IPC: C07C305/26 ,  C07C67/00 ,  C07C301/00 ,  C07C303/00 ,  C07C305/00 ,  C07C325/00 ,  C25B3/00 ,  C25B3/02 ,  C07C141/00

    CPC classification number: C07C305/10 ,  C07C305/00 ,  C25B3/02

    Abstract: The present invention relates to novel .omega.-fluorosulfato-perfluorocarboxylic acid derivatives of the formula I ##STR1## in which A denotes halogen, preferably Cl or F, and in particular F, or the group OR wherein R is alkyl, aryl or aralkyl with preferably up to 10 C atoms, in particular CH.sub.3 or C.sub.2 H.sub.5, m denotes a number from 1 to 10, preferably from 1 to 8 and in particular from 1 to 6, and n denotes a number from 0 to 10, preferably from 0 to 4 and in particular 0 or 1, which are prepared by electrolysis of .omega.-H-perfluorocarboxylic acid halides of the formula II ##STR2## in which A'=halogen and m and n have the same meaning as in formula I, in an electrolyte consisting of fluorosulfonic acid/alkali metal fluorosulfonate, the compounds of the formula III being formed: ##STR3## in which A' has the same meaning as in formula II and m and n have the same meaning as in formulae I and II, these compounds then also being esterified with an organic hydroxy compound of the formula IVROH (IV)in which R has the meaning given in the case of formula I, to give compounds I in which A=OR.The compounds of the present invention are valuable intermediate products particularly suitable for the preparation of perfluorinated vinyl compounds with an additional functional group wherein the vinyl compounds can in turn be processed to valuable oligomers and polymers which are very stable to heat and chemicals and can be used in many ways.

    Abstract translation: 本发明涉及式I（I）的新型ω-氟磺酸 - 全氟羧酸衍生物，其中A表示卤素，优选Cl或F，特别是F，或OR基团，其中R是烷基，芳基或 优选至多10个C原子的芳烷基，特别是CH 3或C 2 H 5，m表示1至10，优选1至8，特别是1至6的数，n表示0至10的数，优选0 至4，特别是0或1，其通过电解其中A'=卤素和m和n具有与式I中相同含义的式IIA（II）的ω-H-全氟羧酸酰卤制备 在由氟磺酸/碱金属氟代磺酸盐组成的电解质中，形成式III的化合物：其中A'具有与式II相同的含义，m和n具有与下式相同的含义： 通式I和II，然后这些化合物也与有机羟基化合物进行酯化 R IV（R）其中R具有式I给出的含义，得到其中A = OR的化合物I。 本发明的化合物是有价值的中间产品，特别适用于制备具有附加官能团的全氟化乙烯基化合物，其中乙烯基化合物又可加工成对热和化学品非常稳定的有价值的低聚物和聚合物，并且可以使用 在许多方面。

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