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    Process for the manufacture of 1,1,1,3,3-pentafluoropropene, 2-chloro-pentafluoropropene and compositions comprising saturated derivatives thereof
    1.
    发明授权
    Process for the manufacture of 1,1,1,3,3-pentafluoropropene, 2-chloro-pentafluoropropene and compositions comprising saturated derivatives thereof 失效
    用于制备1,1,1,3,3-五氟丙烯，2-氯 - 五氟丙烯的方法和包含其饱和衍生物的组合物

    公开(公告)号：US06548720B2

    公开(公告)日：2003-04-15

    申请号：US10061002

    申请日：2002-01-30

    申请人： William H. Manogue ,  V. N. Mallikarjuna Rao ,  Allen Capron Sievert ,  Steven H. Swearingen

    发明人： William H. Manogue ,  V. N. Mallikarjuna Rao ,  Allen Capron Sievert ,  Steven H. Swearingen

    IPC分类号： C07C1700

    CPC分类号： C07C19/08 ,  B01J23/868 ,  B01J27/12 ,  B01J27/132 ,  B01J37/0009 ,  B01J37/06 ,  C07C17/00 ,  C07C17/087 ,  C07C17/21 ,  C07C17/23 ,  C07C17/354 ,  C07C17/38 ,  C07C43/12 ,  Y02P20/582 ,  C07C21/18

    摘要： A process is disclosed for producing the pentfluropropenes of the formula CF3CX═CF2, where X is H or Cl. The process involves hydrodehalogenating CF3CCl2CF3 with hydrogen at an elevated temperature in the vapor phase over a catalyst comprising an elemental metal, metal oxide, metal halide and/or metal oxyhalide (the metal being copper, nickel, chromium and the halogen of said halides and said oxyhalides being fluorine and/or chlorine. Processes for producing the hydrofluorocarbons CF3CH2CHF2, CF3CHFCF3 and CF3CH2CF3 are also disclosed which involve (a) hydrodehalogenating CF3CCl2CF3 with the hydrogen as indicated above to produce a product comprising CF3CCl═CF2, CF3CH═CF2, HCl and HF; and (b) either reacting the CF3CCl═CF2 and/or CF3CH═CF2 produced in (a) in the vapor phase with hydrogen to produce CF3CH2CHF2, reacting CF3CCl═CF2 produced in (a) with HF to produce CF3CHFCF3, or reacting the CF3CH═CF2produced in (a) with HF to produce CF3CH2CF3. Azeotrope compositions of CF3CHFCH3 with HF, and a process for recovering HF from a product mixture comprising HF and CF3CHFCF3 are also disclosed. Also disclosed are compositions and a process for producing compositions comprising (c1) CF3CHFCF3, CF3CH2CF3 or CHF2CH2CF3 and (c2) at least one saturated halogenated hydrocarbon and/or ether having the formula: CnH2n+2−a−bClaFbOc wherein n is an integer from 1 to 4, a is an integer from 0 to 2n+1, b is an integer from 1 to 2n+2−a, and c is 0 or 1, provided that when c is 1 then n is an integer from 2 to 4, and provided that component (c2) does not include the selected component (c1) compound, wherein the molar ratio of component (c2) to component (c1) is between about 1:99 and a molar ratio of HF to component (c1) in an azeotrope or azeotrope-like composition of component (c1) with HF. The process involves (A) combining (i) the azeotropic composition with (ii) the fluorination precursor to component (c2); and (B) reacting a sufficient amount of the HF from the azeotrope or azeotrope-like composition(i) with precursor component (ii) to provide a composition containing components (c1) and (c2) in the desired ratio. The compositions include at least two (c1) compounds, at least one of which is an ether.

    摘要翻译： 公开了制备式CF 3 C X = CF 2的五氟丙烯的方法，其中X是H或Cl。 该方法包括在气相中在升高的温度下在含有元素金属，金属氧化物，金属卤化物和/或金属卤氧化物（金属为铜，镍，铬和所述卤化物的卤素和所述卤化物的催化剂）的催化剂中用氢气脱氢CF 3 CCl 2 CF 3 还公开了用于制备氢氟烃CF 3 CH 2 CHF 2，CF 3 CHFCF 3和CF 3 CH 2 CF 3的方法，其涉及（a）如上所述用氢气将CF 3 CCl 2 CF 3加氢脱卤以产生包含CF 3 CCl = CF 2，CF 3 CH = CF 2，HCl和HF的产物 将（a）中产生的CF 3 CCl = CF 2和/或CF 3 CH = CF 2与氢气反应以产生CF 3 CH 2 CHF 2，使（a）中制备的CF 3 CCl = CF 2与HF反应产生CF 3 CHFCF 3，或使 CF3CH = CF2，在HF中产生CF 3 CH 2 CF 3，CF 3 CHFCH 3与HF的共沸组合物，以及从含有HF和CF 3 CHFCF 3的产物混合物中回收HF的方法也被公开 。 还公开了组合物和制备组合物的方法，其包含（c1）CF 3 CHFCF 3，CF 3 CH 2 CF 3或CHF 2 CH 2 CF 3和（c2）至少一种具有下式的饱和卤代烃和/或醚：CnH2n + 2-a-bClaFbOc其中n是 如图1〜图4所示，a为0〜2n + 1的整数，b为1〜2n + 2-a的整数，c为0或1，条件是当c为1时，n为2〜4的整数 ，并且条件是组分（c2）不包括选择

    Process for the production of fluorocarbons
    3.
    发明授权
    Process for the production of fluorocarbons 失效

    公开(公告)号：US6018083A

    公开(公告)日：2000-01-25

    申请号：US283450

    申请日：1999-04-01

    申请人： William H. Manogue ,  Mario Joseph Nappa ,  Allen Capron Sievert ,  V. N. Mallikarjuna Rao

    发明人： William H. Manogue ,  Mario Joseph Nappa ,  Allen Capron Sievert ,  V. N. Mallikarjuna Rao

    IPC分类号： C07C17/00 ,  C07C17/04 ,  C07C17/21 ,  C07C17/23 ,  C07C19/08 ,  C07C21/18 ,  C07C17/25 ,  C07C17/08

    CPC分类号： C07C21/18 ,  C07C17/00 ,  C07C17/04 ,  C07C17/21 ,  C07C17/23 ,  C07C19/08

    摘要： A process is disclosed for the separation of a mixture of HF and CF.sub.3 CClFCF.sub.3. The process involves placing the mixture in a separation zone at a temperature of from about -30.degree. C. to about 100.degree. C. and at a pressure sufficient to maintain the mixture in the liquid phase, whereby an organic-enriched phase comprising less than 50 mole percent HF is formed as the bottom layer and an HF-enriched phase comprising more than 90 mole percent HF is formed as the top layer. The organic-enriched phase can be withdrawn from the bottom of the separation zone and subjected to distillation in a distillation column to recover essentially pure CF.sub.3 CClFCF.sub.3. The distillate comprising HF and CF.sub.3 CClFCF.sub.3 can be removed from the top of the distillation column while essentially pure CF.sub.3 CClFCF.sub.3 can be recovered from the bottom of the distillation column. The HF-enriched phase can be withdrawn from the top of the separation zone and subjected to distillation in a distillation column. The distillate comprising HF and CF.sub.3 CClFCF.sub.3 can be removed from the top of the distillation column while essentially pure HF can be recovered from the bottom of the distillation column. If desired, the two distillates can be recycled to the separation zone.Also disclosed are compositions of hydrogen fluoride in combination with an effective amount of CF.sub.3 CClFCF.sub.3 to form an azeotrope or azeotrope-like composition with hydrogen fluoride. Included are compositions containing from about 38.4 to 47.9 mole percent CF.sub.3 CClFCF.sub.3.Also disclosed are processes for producing 1,1,1,2,3,3,3-heptafluoropropane. One process uses a mixture comprising HF and CF.sub.3 CClFCF.sub.3 and is characterized by preparing essentially pure CF.sub.3 CClFCF.sub.3 as indicated above, and reacting the CF.sub.3 CClFCF.sub.3 with hydrogen. Another process uses an azeotropic composition as described above, and reacts the CF.sub.3 CClFCF.sub.3 with hydrogen in the presence of HF.Also disclosed is a process for producing hexafluoropropene. This process is characterized by preparing essentially pure CF.sub.3 CClFCF.sub.3 as indicated above, and dehalogenating the CF.sub.3 CClFCF.sub.3.

    Process for the production of trifluoroethylene
    4.
    发明授权
    Process for the production of trifluoroethylene 失效
    三氟乙烯生产工艺

    公开(公告)号：US5892135A

    公开(公告)日：1999-04-06

    申请号：US911118

    申请日：1997-08-14

    申请人： William H. Manogue ,  V.N. Mallikarjuna Rao

    发明人： William H. Manogue ,  V.N. Mallikarjuna Rao

    IPC分类号： B01J27/138 ,  C07C17/00 ,  C07C17/23 ,  C07C17/25

    CPC分类号： C07C17/00 ,  B01J27/138 ,  C07C17/23

    摘要： A process for the production of trifluoroethylene (i.e., CF.sub.2 =CHF or HFC-1123) is disclosed. The process involves contacting (in the vapor phase) at least one halogenated ethane of the formula CF.sub.3 CClFX (where X is H, Cl or F) with hydrogen in the presence of a catalyst including at least one component selected from elemental metals, metal oxides, metal halides and metal oxyhalides. The metal of the component is ruthenium, copper, nickel, and/or chromium and the halogen of the halides and the oxyhalides is fluorine and/or chlorine.

    摘要翻译： 公开了制备三氟乙烯（即CF 2 = CHF或HFC-1123）的方法。 该方法包括在包含至少一种选自元素金属，金属氧化物的组分的催化剂存在下使（CF 3 CClF X）（其中X为H，Cl或F）的至少一种卤化乙烷与氢气接触（在气相中） 金属卤化物和金属卤氧化物。 组分的金属是钌，铜，镍和/或铬，卤化物和卤氧化物的卤素是氟和/或氯。

    Halocarbon hydrogenolysis
    6.
    发明授权
    Halocarbon hydrogenolysis 失效
    卤烃氢解

    公开(公告)号：US5430204A

    公开(公告)日：1995-07-04

    申请号：US242503

    申请日：1994-05-13

    申请人： William H. Manogue ,  V. N. Mallikarjuna Rao

    发明人： William H. Manogue ,  V. N. Mallikarjuna Rao

    IPC分类号： C07C17/23 ,  C07C19/08

    CPC分类号： C07C17/23

    摘要： Halocarbons such as CCl.sub.2 F.sub.2, CF.sub.3 CFHCl or CF.sub.3 CFCl.sub.2 which contain chlorine and/or bromine are contacted with hydrogen in the presence of silicon carbide and/or a metal selected from aluminum, molybdenum, titanium, nickel, iron or cobalt (or their alloys) at temperatures of 350.degree. to 700.degree. C. and pressures of 0 to 1000 psig to obtain a product wherein at least one chlorine or bromine in the starting material has been replaced by hydrogen.

    摘要翻译： 在碳化硅和/或选自铝，钼，钛，镍，铁或钴（或它们的合金）的金属的存在下，在温度下，将含有氯和/或溴的碳氢化合物如CCl 2 F 2，CF 3 CFHCl或CF 3 CFCl 2与氢气接触 350℃至700℃，压力为0-1000psig，得到其中原料中至少一个氯或溴被氢代替的产物。

    Hydrogenolysis of halocarbon mixtures
    7.
    发明授权
    Hydrogenolysis of halocarbon mixtures 失效
    氢化混合物的氢解

    公开(公告)号：US5208397A

    公开(公告)日：1993-05-04

    申请号：US682764

    申请日：1991-04-09

    申请人： William H. Manogue ,  V. N. Mallikarjuna Rao

    发明人： William H. Manogue ,  V. N. Mallikarjuna Rao

    IPC分类号： C07B61/00 ,  C07C17/00 ,  C07C17/23 ,  C07C19/08

    CPC分类号： C07C17/23 ,  Y02P20/582

    摘要： Mixtures of halocarbons which contain fluorine and chlorine and/or bromine (e.g. a mixture of CCl.sub.2 FCF.sub.3 with CClF.sub.2 CF.sub.3, CCl.sub.2 F.sub.2, CClF.sub.2 CClF.sub.2 or CHClF.sub.2) are contacted with hydrogen in the presence of silicon carbide and/or a metal selected from aluminum, molybdenum, titanium, nickel, iron or cobalt (or their alloys) at temperatures of 350.degree. to 700.degree. C. and pressures of 0 to 1000 psig to obtain a product mixture which substantially corresponds in terms of the distribution of fluorine substituents on carbon atoms with the mixture of halocarbon starting materials.

    摘要翻译： 与碳氢化合物和/或选自铝，钼，钛，钛的金属的存在下，将含有氟和氯和/或溴的卤代烃（例如CCl 2 CFF 3与CClF 2 CF 3，CCl 2 F 2，CClF 2 CClF 2或CHClF 2的混合物） 镍，铁或钴（或它们的合金）在350℃至700℃的温度和0至1000psig的压力下获得基本上对应于碳原子上的氟取代基的分布的产物混合物， 卤代烃原料。

    Hydrogenolysis of halocarbon mixtures
    9.
    发明授权
    Hydrogenolysis of halocarbon mixtures 失效
    卤代烃混合物的氢解

    公开(公告)号：US5446219A

    公开(公告)日：1995-08-29

    申请号：US190706

    申请日：1994-02-02

    申请人： William H. Manogue ,  V. N. Mallikarjuna Rao

    发明人： William H. Manogue ,  V. N. Mallikarjuna Rao

    IPC分类号： C07B61/00 ,  C07C17/00 ,  C07C17/23 ,  C07C19/08

    CPC分类号： C07C17/23 ,  Y02P20/582

    摘要： Mixtures of halocarbons which contain fluorine and chlorine and/or bromine (e.g. a mixture of CCl.sub.2 FCF.sub.3 with CClF.sub.2 CF.sub.3, CCl.sub.2 F.sub.2, CClF.sub.2 CClF.sub.2 or CHClF.sub.2) are contacted with hydrogen in the presence of silicon carbide and/or a metal selected from aluminum, molybdenum, titanium, nickel, iron or cobalt (or their alloys) at temperatures of 350.degree. to 700.degree. C. and pressures of 0 to 1000 psig to obtain a product mixture which substantially corresponds in terms of the distribution of fluorine substituents on carbon atoms with the mixture of halocarbon starting materials.

    摘要翻译： 与碳氢化合物和/或选自铝，钼，钛，钛的金属的存在下，将含有氟和氯和/或溴的卤代烃（例如CCl 2 CFF 3与CClF 2 CF 3，CCl 2 F 2，CClF 2 CClF 2或CHClF 2的混合物） 镍，铁或钴（或它们的合金）在350℃至700℃的温度和0至1000psig的压力下获得基本上对应于碳原子上的氟取代基的分布的产物混合物， 卤代烃原料。

    Catalytic equilibration to improve the relative yield of selected halocarbons
    10.
    发明授权
    Catalytic equilibration to improve the relative yield of selected halocarbons 失效
    催化平衡以提高选定卤代烃的相对产率

    公开(公告)号：US5406009A

    公开(公告)日：1995-04-11

    申请号：US661939

    申请日：1991-02-28

    申请人： William H. Manogue ,  V. N. Mallikarjuna Rao ,  Frank J. Weigert

    发明人： William H. Manogue ,  V. N. Mallikarjuna Rao ,  Frank J. Weigert

    IPC分类号： B01J27/125 ,  C07B61/00 ,  C07C17/00 ,  C07C17/20 ,  C07C17/23 ,  C09K5/04 ,  C07C19/08

    CPC分类号： C09K5/04 ,  C07C17/202 ,  C07C17/23

    摘要： Gas phase and liquid phase processes are disclosed which use interconversion of CF.sub.3 CHFCl and CF.sub.2 HCF.sub.2 Cl in contact with catalyst consisting essentially of halided aluminum oxide and/or aluminum halide at elevated temperatures to increase the mole ratio of one of said compounds in a composition relative to the other. Also disclosed is use of said interconversion along with hydrogenolysis in processes for producing mixtures of CF.sub.3 CH.sub.2 F and CF.sub.2 HCF.sub.2 H from certain compositions comprising CF.sub.2 HCF.sub.2 Cl such that the mole ratio of CF.sub.3 CH.sub.2 F to CF.sub.2 HCF.sub.2 H in the product mixtures produced from said compositions may be increased or decreased.

    摘要翻译： 公开了气相和液相方法，其使用CF 3 CHFCl和CF 2 HCF 2 Cl与升高的温度下基本上由卤化的氧化铝和/或卤化铝组成的催化剂相互接触，以增加组合物中所述化合物之一相对于另一种的摩尔比 。 还公开了在包含CF 2 HCF 2 Cl的某些组合物中制备CF 3 CH 2 F和CF 2 HCF 2 H的混合物的方法中使用所述相互转化以及氢解，从而可以增加或减少由所述组合物产生的产物混合物中CF 3 CH 2 F与CF 2 HCF 2 H的摩尔比。