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公开(公告)号：US06316681B1
公开(公告)日：2001-11-13
申请号：US08982803
申请日：1996-12-04
IPC分类号： C07C1708
CPC分类号： C07C19/08 , B01J27/125 , C07C17/00 , C07C17/21 , C07C21/18
摘要： The present invention relates to a method for producing 1,1,1,3,3-pentafluoropropane. This method includes a first step of fluorinating 1-chloro-3,3,3-trifluoropropene in a liquid phase by hydrogen fluoride in the presence of an antimony compound as a catalyst, or a second step of fluorinating 1-chloro-3,3,3-trifluoropropene in a gas phase by hydrogen fluoride in the presence of a fluorination catalyst. If the first step is taken, 1,1,1,3,3-pentafluoropropane can be produced with a high yield. If the second step is taken, 1,1,1,3,3-pentafluoropropane can continuously be easily produced. Therefore, the second step is useful for an industrial scale production thereof. According to the invention, 1-chloro-3,3,3-trifluoropropene may be produced by a method including a step of reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst. This method is useful, because yield of 1-chloro-3,3,3-trifluoropropene is high.
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公开(公告)号：US06235951B1
公开(公告)日：2001-05-22
申请号：US08752879
申请日：1996-11-20
IPC分类号： C07C1700
摘要： The present invention relates to a method for producing 1,1,1,3,3-pentafluoropropane. This method includes the steps of (a) adding hydrogen fluoride to 1-chloro-3,3,3-trifluoropropene in the presence of an addition catalyst to obtain 1,1,1,3-tetrafluoro-3-chloropropane; and (b) disproportionating the 1,1,1,3-tetrafluoro-3-chloropropane into the 1,1,1,3,3-pentafluoropropane and 1,1,1-trifluoro-3,3-dichloropropane, in the presence of a disproportionation catalyst. This method is a useful method for producing 1,1,1,3,3-pentafluoropropane in an industrial scale, because its steps (a) and (b) are respectively superior in selectivity and yield. According to the invention, 1-chloro-3,3,3-trifluoropropene may be produced by a method including a step of reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst. This method is useful, because yield of 1-chloro-3,3,3-trifluoropropene is high.
摘要翻译： 本发明涉及一种生产1,1,1,3,3-五氟丙烷的方法。 该方法包括以下步骤：（a）在加成催化剂存在下，向1-氯-3,3,3-三氟丙烯中加入氟化氢，得到1,1,1,3-四氟-3-氯丙烷; 和（b）在存在下将1,1,1,3-四氟-3-氯丙烷歧化成1,1,1,3,3-五氟丙烷和1,1,1-三氟-3,3-二氯丙烷 的歧化催化剂。 由于其步骤（a）和（b）分别优选选择性和产率，所以该方法是以工业规模生产1,1,1,3,3-五氟丙烷的有用方法。 根据本发明，1-氯-3,3,3-三氟丙烯可以通过包括以下步骤制备的方法：使1,1,1,3,3-五氯丙烷与氟化氢在气相中在 氟化催化剂。 该方法是有用的，因为1-氯-3,3,3-三氟丙烯的产率高。
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公开(公告)号：US06198010B1
公开(公告)日：2001-03-06
申请号：US09166838
申请日：1998-10-06
IPC分类号： C07C1700
CPC分类号： C07C19/08 , B01J27/125 , C07C17/00 , C07C17/21 , C07C21/18
摘要： The present invention relates to a method for producing 1,1,1,3,3-pentafluoropropane. This method includes a first step of fluorinating 1-chloro-3,3,3-trifluoropropene in a liquid phase by hydrogen fluoride in the presence of an antimony compound as a catalyst, or a second step of fluorinating 1-chloro-3,3,3-trifluoropropene in a gas phase by hydrogen fluoride in the presence of a fluorination catalyst. If the first step is taken, 1,1,1,3,3-pentafluoropropane can be produced with a high yield. If the second step is taken, 1,1,1,3,3-pentafluoropropane can continuously be easily produced. Therefore, the second step is useful for an industrial scale production thereof. According to the invention, 1-chloro-3,3,3-trifluoropropene may be produced by a method including a step of reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst. This method is useful, because yield of 1-chloro-3,3,3-trifluoropropene is high.
摘要翻译： 本发明涉及一种生产1,1,1,3,3-五氟丙烷的方法。 该方法包括在作为催化剂的锑化合物的存在下，通过氟化氢在液相中氟化1-氯-3,3,3-三氟丙烯的第一步骤，或者将1-氯-3,3 ，3-氟三氟丙烯在氟化氢存在下，在氟化催化剂存在下进行。 如果采取第一步，可以高产率生产1,1,1,3,3-五氟丙烷。 如果采取第二步，可以连续容易地制备1,1,1,3,3-五氟丙烷。 因此，第二步对于工业规模生产是有用的。 根据本发明，1-氯-3,3,3-三氟丙烯可以通过包括以下步骤制备的方法：使1,1,1,3,3-五氯丙烷与氟化氢在气相中在 氟化催化剂。 该方法是有用的，因为1-氯-3,3,3-三氟丙烯的产率高。
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公开(公告)号：US6111150A
公开(公告)日：2000-08-29
申请号：US764496
申请日：1996-12-12
CPC分类号： C07C21/18 , B01J27/08 , C07C17/00 , C07C17/087 , C07C17/206 , C07C19/08
摘要： The present invention relates to a method for producing 1,1,1,3,3-pentafluoropropane. This method includes a step of adding hydrogen fluoride to 1,3,3,3-tetrafluoropropene in a liquid phase in the presence of a hydrohalogenation catalyst. This method is a useful method for producing 1,1,1,3,3-pentafluoropropane in an industrial scale, because yield of 1,1,1,3,3-pentafluoropropane is high. According to the invention, 1,3,3,3-tetrafluoropropene may be produced by a method including a step of reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst, or by another method including a step of reacting 1-chloro-3,3,3-trifluoropropene with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst. According to the invention, 1-chloro-3,3,3-trifluoropropene may be produced by a method including a step of reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst.
摘要翻译： 本发明涉及一种生产1,1,1,3,3-五氟丙烷的方法。 该方法包括在氢卤化催化剂存在下，在液相中向氟化氢加入1,3,3,3-四氟丙烯的步骤。 该方法是由于1,1,1,3,3-五氟丙烷的收率高而以工业规模生产1,1,1,3,3-五氟丙烷的有用方法。 根据本发明，可以通过以下方法制备1,3,3,3-四氟丙烯：在氟化催化剂存在下，使1,1,1,3,3-五氯丙烷与氟化氢在气相中反应的方法 或其它方法，包括在氟化催化剂存在下，在气相中使1-氯-3,3,3-三氟丙烯与氟化氢反应的步骤。 根据本发明，1-氯-3,3,3-三氟丙烯可以通过包括以下步骤制备的方法：使1,1,1,3,3-五氯丙烷与氟化氢在气相中在 氟化催化剂。
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公开(公告)号：US09051231B2
公开(公告)日：2015-06-09
申请号：US13119658
申请日：2009-09-24
摘要： According to the first characteristic of the present invention, there is provided a production process for 1,3,3,3-tetrafluoropropene including: the first step of reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride thereby obtaining 1-chloro-3,3,3-trifluoropropene; and the second step of reacting 1-chloro-3,3,3-trifluoropropene obtained in the first step with hydrogen fluoride in a gaseous phase in the presence of a fluorination catalyst. According to the second characteristic of the present invention, there is provided a dehydration process including bringing 1,3,3,3-tetrafluoropropene containing at least water into contact with zeolite.
摘要翻译： 根据本发明的第一特征，提供了一种1,3,3,3-四氟丙烯的制备方法，包括：使1,1,1,3,3-五氯丙烷与氟化氢反应的第一步骤，从而得到1 - 氯-3,3,3-三氟丙烯; 在氟化催化剂存在下，将第一步得到的1-氯-3,3,3-三氟丙烯与氟化氢反应的气相的第二步。 根据本发明的第二特征，提供了使至少含有水的1,3,3,3-四氟丙烯与沸石接触的脱水方法。
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公开(公告)号：US20120123172A1
公开(公告)日：2012-05-17
申请号：US13273985
申请日：2011-10-14
IPC分类号： C07C17/20
CPC分类号： C07C17/206 , B01J21/04 , B01J21/18 , B01J23/26 , B01J27/12 , B01J27/128 , B01J27/132 , B01J27/135 , B01J27/138 , B01J37/0201 , B01J37/26 , C01B7/0737 , C01B7/196 , C01B7/197 , C07C17/38 , C07C17/383 , Y02P20/582 , C07C21/18
摘要： Production of trans-1,3,3,3-tetrafluoropropene by reacting 1-chloro-3,3,3-trifluoropropene with hydrogen fluoride to obtain a reaction product A containing formed trans-1,3,3,3-tetrafluoropropene, unreacted 1-chloro-3,3,3-trifloropropene and hydrogen fluoride, and by-product cis-1,3,3,3-tetrafluoropropene, 1,1,1,3,3-pentafluoropropane and hydrogen chloride; distilling reaction product A to recover a distillation bottom product containing 1-chloro-3,3,3-trifloropropene and hydrogen fluoride and supplying recovered distillation bottom product to the reacting step; recovering hydrogen fluoride from a residue B remaining after recovery of the distillation bottom product and supplying recovered hydrogen fluoride to the reacting step; contacting a residue C remaining after recovery of hydrogen fluoride with water or aqueous sodium hydroxide solution to separate hydrogen chloride; dehydrating a residue D remaining after separation of hydrogen chloride; and distilling a residue E remaining after the dehydration to obtain trans-1,3,3,3-tetrafluoropropene. The method reuses unreacted reactants and produces the target compound efficiently.
摘要翻译： 通过使1-氯-3,3,3-三氟丙烯与氟化氢反应制备反式-1,3,3,3-四氟丙烯，得到含有形成的反式-1,3,3,3-四氟丙烯的反应产物A，未反应 1-氯-3,3,3-三氟丙烯和氟化氢，以及副产物顺式-1,3,3,3-四氟丙烯，1,1,1,3,3-五氟丙烷和氯化氢; 蒸馏反应产物A以回收含有1-氯-3,3,3-三氯丙烯和氟化氢的蒸馏塔底产物，并将回收的蒸馏塔底产物供应至反应步骤; 从蒸馏塔底产物回收剩余的残渣B回收氟化氢，并将回收的氟化氢供应到反应步骤; 使氟化氢与水或氢氧化钠水溶液回收后残留的C残留物与氯化氢分离; 使氯化氢分离后剩余的残渣D脱水; 并蒸馏出脱水后残留的E，得到反式-1,3,3,3-四氟丙烯。 该方法重新使用未反应的反应物并有效地产生目标化合物。
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公开(公告)号：US20110172472A1
公开(公告)日：2011-07-14
申请号：US13119658
申请日：2009-09-24
IPC分类号： C07C17/20 , C07C17/38 , C07C17/389
摘要： According to the first characteristic of the present invention, there is provided a production process for 1,3,3,3-tetrafluoropropene including: the first step of reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride thereby obtaining 1-chloro-3,3,3-trifluoropropene; and the second step of reacting 1-chloro-3,3,3-trifluoropropene obtained in the first step with hydrogen fluoride in a gaseous phase in the presence of a fluorination catalyst. According to the second characteristic of the present invention, there is provided a dehydration process including bringing 1,3,3,3-tetrafluoropropene containing at least water into contact with zeolite.
摘要翻译： 根据本发明的第一特征，提供了一种1,3,3,3-四氟丙烯的制备方法，包括：使1,1,1,3,3-五氯丙烷与氟化氢反应的第一步骤，从而得到1 - 氯-3,3,3-三氟丙烯; 在氟化催化剂存在下，使第一步得到的1-氯-3,3,3-三氟丙烯与氟化氢反应的气相的第二步。 根据本发明的第二特征，提供了使至少含有水的1,3,3,3-四氟丙烯与沸石接触的脱水方法。
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公开(公告)号：US20120123173A1
公开(公告)日：2012-05-17
申请号：US13383708
申请日：2010-07-16
申请人： Yasuo Hibino , Fumihiro Kawagoe , Fuyuhiko Sakyu
发明人： Yasuo Hibino , Fumihiro Kawagoe , Fuyuhiko Sakyu
IPC分类号： C07C19/08
CPC分类号： C07C17/23 , B01J21/18 , B01J23/44 , B01J23/628 , B01J23/6447 , C07C21/18
摘要： There is provided according the present invention a process for producing 2-chloro-3,3,3-trifluoropropene, comprising: hydrogenating 1,2-dichloro-3,3,3-trifluoropropene with hydrogen (H2) in the presence of a catalyst having a transition metal and a poisoning substance supported on a support. The present production process is industrially advantageous as the target 2-chloro-3,3,3-trifluoropropene can be obtained with high selectivity and high yield under moderate reaction conditions and with easy waste treatment.
摘要翻译： 根据本发明提供了一种2-氯-3,3,3-三氟丙烯的制备方法，包括：在催化剂存在下用氢气（H 2）氢化1,2-二氯-3,3,3-三氟丙烯 具有负载在载体上的过渡金属和中毒物质。 本发明的制备方法在工业上是有利的，因为在中等反应条件下容易的废物处理可以以高选择性和高收率获得目标2-氯-3,3,3-三氟丙烯。
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公开(公告)号：US08115037B2
公开(公告)日：2012-02-14
申请号：US12334157
申请日：2008-12-12
申请人： Fuyuhiko Sakyu , Yasuo Hibino
发明人： Fuyuhiko Sakyu , Yasuo Hibino
IPC分类号： C07C17/25
CPC分类号： C07C21/18 , B01J21/04 , B01J21/063 , B01J21/066 , B01J21/18 , B01J37/0203 , B01J37/26 , C07C17/25
摘要： There is provided a method for producing 1,3,3,3-tetrafluoropropene. This method includes dehydrofluorinating 1,1,1,3,3-pentafluoropropane in gas phase in the presence of a zirconium compound-carried catalyst in which a zirconium compound is carried on a metal oxide or activated carbon.
摘要翻译： 提供了制备1,3,3,3-四氟丙烯的方法。 该方法包括在锆化合物负载的催化剂存在下，气相中的1,1,1,3,3-五氟丙烷的脱氟化氢，其中锆化合物载于金属氧化物或活性炭上。
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公开(公告)号：US20090099395A1
公开(公告)日：2009-04-16
申请号：US12334157
申请日：2008-12-12
申请人： Fuyuhiko Sakyu , Yasuo Hibino
发明人： Fuyuhiko Sakyu , Yasuo Hibino
IPC分类号： C07C17/23
CPC分类号： C07C21/18 , B01J21/04 , B01J21/063 , B01J21/066 , B01J21/18 , B01J37/0203 , B01J37/26 , C07C17/25
摘要： There is provided a method for producing 1,3,3,3-tetrafluoropropene. This method includes dehydrofluorinating 1,1,1,3,3-pentafluoropropane in gas phase in the presence of a zirconium compound-carried catalyst in which a zirconium compound is carried on a metal oxide or activated carbon.
摘要翻译： 提供了制备1,3,3,3-四氟丙烯的方法。 该方法包括在锆化合物负载的催化剂存在下，气相中的1,1,1,3,3-五氟丙烷的脱氟化氢，其中锆化合物载于金属氧化物或活性炭上。
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