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公开(公告)号：US07829748B1
公开(公告)日：2010-11-09
申请号：US12563458
申请日：2009-09-21
IPC分类号： C07C17/00
CPC分类号： C07C17/21 , B01J21/18 , B01J27/10 , B01J27/138 , C07C17/087 , C07C17/25 , C07C21/18 , C07C19/10 , C07C19/08
摘要： The invention provides an economic process for the manufacture of 1,3,3,3-tetrafluoropropene (HFO-1234ze) by a two stage process. A vapor phase hydrofluorination of 1-chloro-3,3,3-trifluoropropene (HCFC-1233zd) into 1-chloro-1,3,3,3-tetrafluoropropane (HCFC-244fa) and/or 1,1,1,3,3-pentafluoropropane (HFC-245fa) is conducted, followed by the thermal dehydrochlorination of HCFC-244fa and dehydro fluorination of HFC-245fa into HFO-1234ze in the presence of a catalyst which comprises one or more of alkali metal halides, alkaline earth metal halides, halogenated metal oxides, zero oxidation state metals, zinc halides, palladium halides, and activated carbon.
摘要翻译： 本发明提供了通过两阶段方法制备1,3,3,3-四氟丙烯（HFO-1234ze）的经济方法。 将1-氯-3,3,3-三氟丙烯（HCFC-1233zd）汽相氢氟化为1-氯-1,3,3,3-四氟丙烷（HCFC-244fa）和/或1,1,1,3 进行3-五氟丙烷（HFC-245fa），随后在含有一种或多种碱金属卤化物，碱土金属的催化剂存在下，将HCFC-244fa的热脱氯化氢和HFC-245fa的脱氟化氢分解成HFO-1234 卤化金属氧化物，零氧化态金属，卤化锌，钯卤化物和活性炭。
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公开(公告)号：US08058486B2
公开(公告)日：2011-11-15
申请号：US12404130
申请日：2009-03-13
申请人： Daniel C. Merkel , Hsueh Sung Tung , Konstantin A. Pokrovski , Selma Bektesevic , Robert C. Johnson , Haiyou Wang
发明人： Daniel C. Merkel , Hsueh Sung Tung , Konstantin A. Pokrovski , Selma Bektesevic , Robert C. Johnson , Haiyou Wang
IPC分类号： C07C17/25
CPC分类号： C07C21/18 , C01B7/035 , C01B7/0706 , C01B7/195 , C07C17/087 , C07C17/10 , C07C17/206 , C07C17/25 , C07C17/383 , Y02P20/125 , Y02P20/582 , C07C19/10
摘要： A method for preparing 2,3,3,3-tetrafluoroprop-1-ene comprising (a) providing a starting composition comprising at least one compound having a structure selected from Formulae I, II and III: CX2═CCl—CH2X (Formula I) CX3—CCl═CH2 (Formula II) CX3—CHCl—CH2X (Formula III) wherein X is independently selected from F, Cl, Br, and I, provided that at least one X is not fluorine; (b) contacting said starting composition with a first fluorinating agent to produce a first intermediate composition comprising 2-chloro-3,3,3-trifluoropropene and a first chlorine-containing byproduct; (c) contacting said first intermediate composition with a second fluorinating agent to produce a second intermediate composition comprising 2-chloro-1,1,1,2-tetrafluoropropane and a second chlorine-containing byproduct; and (d) catalytically dehydrochlorinating at least a portion of said 2-chloro-1,1,1,2-tetrafluoropropane to produce a reaction product comprising 2,3,3,3-tetrafluoroprop-1-ene.
摘要翻译： 一种制备2,3,3,3-四氟丙-1-烯的方法，包括（a）提供起始组合物，其包含至少一种具有选自式I，II和III的结构的化合物：CX2 = CCl-CH2X（式I ）CX3-CCl = CH2（式II）CX3-CHCl-CH2X（式III）其中X独立地选自F，Cl，Br和I，条件是至少一个X不是氟; （b）使所述起始组合物与第一氟化剂接触以产生包含2-氯-3,3,3-三氟丙烯和第一含氯副产物的第一中间体组合物; （c）使所述第一中间体组合物与第二氟化剂接触以产生包含2-氯-1,1,1,2-四氟丙烷和第二含氯副产物的第二中间体组合物; 和（d）将至少一部分所述2-氯-1,1,1,2-四氟丙烷催化脱氯化氢以产生包含2,3,3,3-四氟丙-1-烯的反应产物。
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公开(公告)号：US08927791B2
公开(公告)日：2015-01-06
申请号：US13073023
申请日：2011-03-28
摘要： The current invention relates to a process for making a tetrafluoropropene using a tetrafluorochloropropane and/or a pentafluoropropane as starting or intermediate reagents. More specifically, though not exclusively, the present invention relates to a novel method for preparing a tetrafluoropropene by dehydrohalogenating a starting or intermediate tetrafluorochloropropane and/or pentafluoropropane material in the presence of a caustic solution at a temperature range greater than 40° C. and less than or equal to 80° C.
摘要翻译： 本发明涉及使用四氟氯丙烷和/或五氟丙烷作为起始剂或中间体试剂制备四氟丙烯的方法。 更具体地说，本发明涉及一种通过在苛性碱溶液存在下，在大于40℃和更低的温度范围内将起始或中间四氟氯丙烷和/或五氟丙烷物质脱卤化氢来制备四氟丙烯的新方法 超过或等于80℃
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公开(公告)号：US20110270000A1
公开(公告)日：2011-11-03
申请号：US13073023
申请日：2011-03-28
IPC分类号： C07C17/23
摘要： The current invention relates to a process for making a tetrafluoropropene using a tetrafluorochloropropane and/or a pentafluoropropane as starting or intermediate reagents. More specifically, though not exclusively, the present invention relates to a novel method for preparing a tetrafluoropropene by dehydrohalogenating a starting or intermediate tetrafluorochloropropane and/or pentafluoropropane material in the presence of a caustic solution at a temperature range greater than 40° C. and less than or equal to 80° C.
摘要翻译： 本发明涉及使用四氟氯丙烷和/或五氟丙烷作为起始剂或中间体试剂制备四氟丙烯的方法。 更具体地说，本发明涉及一种通过在苛性碱溶液存在下，在大于40℃和更低的温度范围内将起始或中间四氟氯丙烷和/或五氟丙烷物质脱卤化氢来制备四氟丙烯的新方法 超过或等于80℃
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公开(公告)号：US08975454B2
公开(公告)日：2015-03-10
申请号：US13281063
申请日：2011-10-25
IPC分类号： C07C17/00 , C07C17/38 , C07C17/25 , B01J27/10 , C07C17/383 , C07C17/395
CPC分类号： C07C17/395 , B01D3/009 , B01D3/10 , B01D11/04 , B01J19/123 , B01J23/44 , B01J27/10 , B01J27/138 , B01J2219/1203 , C07C17/25 , C07C17/383 , C07C21/18 , Y02P20/582 , C07C19/10
摘要： The instant invention relates to a process and method for manufacturing 2,3,3,3-tetrafluoropropene by dehydrohalogenating a reactant stream of 2-chloro-1,1,1,2-tetrafluoropropane that is substantially free from impurities, particularly halogenated propanes, propenes, and propynes.
摘要翻译： 本发明涉及通过使基本上不含杂质，特别是卤代丙烷的2-氯-1,1,1,2-四氟丙烷的反应物流脱卤化氢来制备2,3,3,3-四氟丙烯的方法和方法， 丙烯和丙炔。
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公开(公告)号：US20140316170A1
公开(公告)日：2014-10-23
申请号：US14351732
申请日：2012-10-11
申请人： Selma BEKTESEVIC , Daniel C. MERKEL , Mario Joseph NAPPA , Xuehui SUN , Hsueh Sung TUNG , Haiyou WANG
发明人： Selma Bektesevic , Daniel C. Merkel , Mario Joseph Nappa , Xuehui Sun , Hsueh Sung Tung , Haiyou Wang
摘要： The present invention relates, in part, to the discovery that the presence of impurities in 1,1,2,3-tetrachloropropene (1230xa) results in catalyst instability during the fluorination of 1230xa to 2-chloro-3,3,3-trifluoropropene. By substantially removing the impurities, it is shown that the catalyst life is extended and results in improved operation efficiency of the fluorination reaction. Such steps similarly result in an overall improvement in the production of certain hydrofluoroolefins, particularly 2,3,3,3-tetrafluoropropene (1234yf).
摘要翻译： 本发明部分涉及发现在1,1,2,3-四氯丙烯（1230xa）中杂质的存在导致在1230xa氟化为2-氯-3,3,3-三氟丙烯期间的催化剂不稳定性 。 通过基本上除去杂质，显示催化剂寿命延长并且导致改善氟化反应的操作效率。 这些步骤类似地导致某些氢氟烯烃，特别是2,3,3,3-四氟丙烯（1234yf）的生产的总体改进。
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公开(公告)号：US20140256996A1
公开(公告)日：2014-09-11
申请号：US14355894
申请日：2012-11-02
IPC分类号： C07C17/20
CPC分类号： C07C17/202 , B01J21/04 , B01J23/26 , B01J23/34 , B01J23/745 , B01J23/75 , B01J23/755 , B01J27/10 , B01J27/12 , B01J27/138 , C07C17/087 , C07C17/206 , C07C17/25 , C07C17/42 , C07C21/18 , C07C19/10
摘要： The present invention relates, in part, to the discovery that, during the fluorination of certain fluoroolefm starting reagents, oligomerization/polymerization of such reagents reduces the conversion process and leads to increased catalyst deactivation. The present invention also illustrates that vaporizing such starting reagents in the presence of one or more organic co-feed reduces such oligomerization/polymerization and improves catalytic stability.
摘要翻译： 本发明部分地涉及在某些氟代起始试剂的氟化期间，这种试剂的低聚/聚合降低了转化过程并导致催化剂失活增加的发现。 本发明还说明，在一种或多种有机共进料存在下蒸发这种起始试剂可以减少这种低聚/聚合反应并提高催化稳定性。
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8.发明授权Integrated process to co-produce trans-1-chloro-3,3,3-trifluoropropene, trans-1,3,3,3-tetrafluoropropene, and 1,1,1,3,3-pentafluoropropane 有权共同生产反式-1-氯-3,3,3-三氟丙烯，反式-1,3,3,3-四氟丙烯和1,1,1,3,3-五氟丙烷的综合方法公开(公告)号：US08648221B2
公开(公告)日：2014-02-11
申请号：US13315341
申请日：2011-12-09
IPC分类号： C07C17/23
CPC分类号： C07C17/25 , C07C17/087 , C07C17/206 , Y02P20/125 , Y02P20/582 , C07C21/18 , C07C19/10 , C07C19/08
摘要： Disclosed is an integrated process to co-produce trans-1-chloro-3,3,3-trifluoro-propene (1233zd(E)), trans-1,3,3,3-tetrafluoropropene (1234ze(E)), and 1,1,1,3,3-pentafluoropropane (245fa). Overall the co-production is a three-step process. The chemistry involves the steps of: (1) the reaction of 240fa with anhydrous HF in excess in a liquid-phase catalyzed reactor in such a way as to co-produce primarily 1233zd(E) and 244fa (plus byproduct HCl); (2) the 244fa stream can then be used to directly produce any of the three desired products; (3a) the 244fa stream can be dehydrochlorinated to produce the desired second product 1234ze(E); and/or (3b) the 244fa stream can be dehydrofluorinated to produce 1233zd(E) if more of that product is desired; and/or (3c) the 244fa stream can be further fluorinated to form 245fa.
摘要翻译： 公开了共同生产反式-1-氯-3,3,3-三氟丙烯（1233zd（E）），反式-1,3,3,3-四氟丙烯（1234ze（E））和 1,1,1,3,3-五氟丙烷（245fa）。 总的来说，联合制作是一个三步骤的过程。 该化学方法包括以下步骤：（1）在液相催化的反应器中240fa与无水HF的过量反应，以共同主要生成1233zd（E）和244fa（加副产物HCl）; （2）然后可以使用244fa流直接生产三种所需产物中的任何一种; （3a）244fa流可以脱氯化氢以产生所需的第二产物1234ze（E）; 和/或（3b）如果需要更多的该产物，则244fa流可以被脱氟化氢以产生1233zd（E） 和/或（3c）244fa流可以进一步氟化以形成245fa。
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9.发明申请Integrated Process to Co-Produce Trans-1-Chloro-3,3,3-Trifluoropropene and Trans-1,3,3,3-Tetrafluoropropene 有权共同生产反式-1-氯-3,3,3-三氟丙烯和反式1,3,3,3-四氟丙烯的综合方法公开(公告)号：US20110245549A1
公开(公告)日：2011-10-06
申请号：US12754070
申请日：2010-04-05
IPC分类号： C07C17/23
CPC分类号： C07C17/23 , C07C17/206 , C07C17/25 , Y02P20/125 , Y02P20/582 , C07C21/18
摘要： The disclosed integrated manufacturing process includes a combined liquid phase reaction and purification operation which directly produces trans-1-chloro-3,3,3-trifluoropropene and 3-chloro-1,1,1,3-tetrafluoropropane which is a precursor to the manufacture of trans-1,3,3,3-tetrafluoropropene. The mixture of co-products is easily separated by conventional distillation and 3-chloro-1,1,1,3-tetrafluoropropane is then dehydrochlorinated to produce trans-1,3,3,3-tetrafluoropropene by contacting in the liquid phase with a caustic solution or in the vapor phase using a dehydrochlorination catalyst.
摘要翻译： 所公开的集成制造方法包括直接生产反式-1-氯-3,3,3-三氟丙烯和3-氯-1,1,1,3-四氟丙烷的组合液相反应和纯化操作，其为 制造反式-1,3,3,3-四氟丙烯。 共同产物的混合物通过常规蒸馏容易地分离，然后将3-氯-1,1,1,3-四氟丙烷脱氯化氢以产生反式-1,3,3,3-四氟丙烯，通过在液相中与 苛性碱溶液或使用脱氯化氢催化剂在气相中。
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10.发明授权Integrated process to coproduce trans-1-chloro-3,3,3-trifluoropropene, trans-1,3,3,3-tetrafluoropropene, and 1,1,1,3,3-pentafluoropropane 有权共同生产反式-1-氯-3,3,3-三氟丙烯，反式-1,3,3,3-四氟丙烯和1,1,1,3,3-五氟丙烷的综合方法公开(公告)号：US09334207B2
公开(公告)日：2016-05-10
申请号：US13219831
申请日：2011-08-29
IPC分类号： C07C17/00 , C07C17/25 , C01B7/07 , C07C17/087 , C07C17/20 , C07C17/383 , C07C21/18
CPC分类号： C07C17/25 , C01B7/0706 , C01B7/0712 , C07C17/087 , C07C17/206 , C07C17/383 , C07C21/18 , Y02P20/125 , Y02P20/582 , C07C19/08
摘要： Disclosed is an integrated manufacturing process to co-produce (E)1-chloro-3,3,3-trifluoropropene, (E)1,3,3,3-tetrafluoropropene, and 1,1,1,3,3-pentafluoro-propane starting from a single chlorinated hydrocarbon feed stock, 240fa. The process includes a combined liquid or vapor phase reaction/purification operation which directly produces (E)1-chloro-3,3,3-trifluoropropene (1233zd(E)) from 240fa. In the second liquid phase fluorination reactor 1233zd(E) is contacted with HF in the presence of catalyst to produce 1,1,1,3,3-pentafluoropropane (245fa) with high conversion and selectivity. A third reactor is used for dehydrofluorination of 245fa to produce (E)1,3,3,3-tetrafluoropropene (1234ze(E)) by contacting in the liquid phase with a caustic solution or in the vapor phase using a dehydrofluorination catalyst. This operation may be followed by one or more purification processes to recover the 1234ze(E) product.
摘要翻译： 公开了共同生产（E）1-氯-3,3,3-三氟丙烯，（E）1,3,3,3-四氟丙烯和1,1,1,3,3-五氟 丙烷从单一氯化烃原料240fa开始。 该方法包括从240fa直接产生（E）1-氯-3,3,3-三氟丙烯（1233zd（E））的组合的液相或汽相反应/纯化操作。 在第二液相氟化反应器1233zd（E）中，在催化剂存在下与HF接触，得到具有高转化率和选择性的1,1,1,3,3-五氟丙烷（245fa）。 第三反应器用于245fa的脱氟化氢以通过使用脱氟化氢催化剂在液相中与苛性碱溶液接触或以蒸气相接触来制备（E）1,3,3,3-四氟丙烯（1234ze（E））。 该操作之后可以进行一个或多个纯化过程以恢复1234ze（E）产物。
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