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公开(公告)号：US20120184785A1
公开(公告)日：2012-07-19
申请号：US13313649
申请日：2011-12-07
申请人： Stephen A. Cottrell , Yuon Chiu , Haluk Kopkalli , Hsueh Sung Tung , Kevin D. Uhrich , Peter Scheidle
发明人： Stephen A. Cottrell , Yuon Chiu , Haluk Kopkalli , Hsueh Sung Tung , Kevin D. Uhrich , Peter Scheidle
IPC分类号： C07C21/18
CPC分类号： C07C17/21 , C07C17/087 , C07C17/206 , C07C17/25 , C07C17/38 , C07C17/383 , C07C19/10 , C07C21/18
摘要： Disclosed is a process for the manufacture of 1234yf from 1,1,2,3-tetrachloropropene, abbreviated herein as “TCP,” in three integrated steps: (a) the R-1 hydrofluorination of TCP to form 1233xf in the vapor phase; (b) the R-2 hydrofluorination of 1233xf to form 244bb in either the liquid phase or in the liquid phase followed by the vapor phase; and (c) the R-3 dehydrochlorination of the 244bb in either the liquid or the vapor phase to produce 1234yf; wherein the vapor phase hydrofluorination of TCP in step (a) is carried out at a lower pressure than the liquid phase hydrofluorination of 123xf; and wherein the HCl generated during these steps is scrubbed with water to form an acid solution and the organic components are scrubbed with a caustic solution and then dried before further processing.
摘要翻译： 公开了一种在1,1,3,3-四氯丙烯中制备1234yf的方法，在本文中简称为“TCP”，在三个一体化步骤中：（a）TCP的R-1氢氟化在气相中形成1233xf; （b）1233xf的R-2氢氟化在液相或液相中形成244bb，随后是气相; 和（c）244bb在液相或气相中的R-3脱氯化氢以产生1234yf; 其中步骤（a）中TCP的气相氢氟化在比123xf的液相氢氟化更低的压力下进行; 并且其中在这些步骤期间产生的HCl用水洗涤以形成酸溶液，并且用苛性碱溶液洗涤有机组分，然后在进一步加工之前干燥。
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公开(公告)号：US08618340B2
公开(公告)日：2013-12-31
申请号：US12611288
申请日：2009-11-03
IPC分类号： C07C23/18
CPC分类号： C07C21/18 , C01B7/0718 , C01B7/0737 , C01B7/195 , C07C17/087 , C07C17/10 , C07C17/206 , C07C17/25 , Y02P20/125 , C07C19/10
摘要： Disclosed is a process for the manufacture of HFO-1234yf from TCP in three integrated steps that include hydrofluorination of TCP (tetrachloropropene) to HCFC-1233xf in the vapor phase followed by hydrofluorination of HCFC-1233xf to HCFC-244bb in the liquid phase which is then followed by dehydrochlorination in liquid or vapor phase to produce HFO-1234yf. The vapor phase hydrofluorination is carried out at a higher pressure than the liquid phase hydrofluorination, thereby eliminating the need for compression and/or intermediate recovery. Also, any HCl generated from this reaction is fed to the liquid phase hydrofluorination section to promote agitation and mixing. This results in a more economical process from an initial capital and operating cost versus conducting the 3-steps sequentially.
摘要翻译： 公开了一种从TCP制造HFO-1234yf的方法，其包括在气相中将TCP（四氯丙烯）氢氟化为HCFC-1233xf，然后在液相中HCFC-1233xf氢氟化为HCFC-244bb的三个整合步骤 然后在液相或汽相中进行脱氯化氢以产生HFO-1234yf。 气相氢氟化在比液相氢氟化更高的压力下进行，从而不需要压缩和/或中间回收。 此外，将由该反应生成的任何HCl进料至液相氢氟化部分以促进搅拌和混合。 这导致了从初始资本和运营成本的更经济的过程，而不是依次执行3个步骤。
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公开(公告)号：US08496892B2
公开(公告)日：2013-07-30
申请号：US13362031
申请日：2012-01-31
申请人： Haluk Kopkalli , Yuon Chiu , Orlando George Rodrigues , Gus Cerri , Hsueh Sung Tung , Stephen A. Cottrell
发明人： Haluk Kopkalli , Yuon Chiu , Orlando George Rodrigues , Gus Cerri , Hsueh Sung Tung , Stephen A. Cottrell
CPC分类号： B01J8/067 , B01J2208/00849 , B01J2208/00884 , C07C17/354 , C07C19/08
摘要： Disclosed is a process and apparatus for the catalytic hydrogenation of fluoro-olefins to fluorocarbons where the reaction is carried out in a multi-tube shell and tube reactor. Reactions involving hydrogenation of fluoro-olefins are typically exothermic. In commercial processes where a fluoro-olefin CnH2n−xFx to CnH2n−x2Fx is hydrogenated (e.g., hexafluoropropylene to 236ea, 1225ye to 245eb, and the like), inadequate management or control of heat removal may induce excess hydrogenation, decomposition and hot spots resulting in reduced yields and potential safety issues. In the hydrogenation of fluoro-olefins, it is therefore necessary to control the reaction temperature as precisely as practical to overcome challenges associated with heat management and safety.
摘要翻译： 公开了将氟代烯烃催化氢化成碳氟化合物的方法和装置，其中反应在多管壳管式反应器中进行。 涉及氟代烯烃氢化的反应通常是放热的。 在氟化烯烃CnH2n-xFx至CnH2n-x2Fx被氢化（例如六氟丙烯至236ea，1225ye至245eb等）的商业过程中，不充分的除热控制或控制可能引起过量氢化，分解和热点，导致 降低产量和潜在的安全问题。 在氟代烯烃的氢化中，因此需要精确地控制反应温度以克服与热管理和安全相关的挑战。
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公开(公告)号：US08129574B2
公开(公告)日：2012-03-06
申请号：US12550909
申请日：2009-08-31
申请人： Haluk Kopkalli , Yuon Chiu , Orlando George Rodrigues , Gus Cerri , Hsueh Sung Tung , Stephen A. Cottrell
发明人： Haluk Kopkalli , Yuon Chiu , Orlando George Rodrigues , Gus Cerri , Hsueh Sung Tung , Stephen A. Cottrell
IPC分类号： C07C17/00
CPC分类号： B01J8/067 , B01J2208/00849 , B01J2208/00884 , C07C17/354 , C07C19/08
摘要： Disclosed is a process and apparatus for the catalytic hydrogenation of fluoroolefins to fluorocarbons where the reaction is carried out in a multi-tube shell and tube reactor. Reactions involving hydrogenation of fluoro-olefins are typically exothermic. In commercial processes where a fluoro-olefin C(n)H(2n−x)F(x) to C(n)H(2n−x+2)F(x) is hydrogenated (e.g. hexafluoropropylene to 236ea, 1225ye to 245eb, and the like), inadequate management or control of heat removal may induce excess hydrogenation, decomposition and hot spots resulting in reduced yields and potential safety issues. In the hydrogenation of fluoro-olefins, it is therefore necessary to control the reaction temperature as precisely as practical to overcome challenges associated with heat management and safety.
摘要翻译： 公开了将氟烯烃催化氢化成碳氟化合物的方法和装置，其中反应在多管壳管式反应器中进行。 涉及氟代烯烃氢化的反应通常是放热的。 在氟化烯烃C（n）H（2n-x）F（x）至C（n）H（2n-x + 2）F（x）被氢化（例如六氟丙烯至236ea，1225ye至245eb） ，等等），不充分的除热控制或控制可能引起过度的氢化，分解和热点，导致产量降低和潜在的安全问题。 在氟代烯烃的氢化中，因此需要精确地控制反应温度以克服与热管理和安全相关的挑战。
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公开(公告)号：US20110105807A1
公开(公告)日：2011-05-05
申请号：US12611288
申请日：2009-11-03
IPC分类号： C07C17/25
CPC分类号： C07C21/18 , C01B7/0718 , C01B7/0737 , C01B7/195 , C07C17/087 , C07C17/10 , C07C17/206 , C07C17/25 , Y02P20/125 , C07C19/10
摘要： Disclosed is a process for the manufacture of HFO-1234yf from TCP in three integrated steps that include hydrofluorination of TCP (tetrachloropropene) to HCFC-1233xf in the vapor phase followed by hydrofluorination of HCFC-1233xf to HCFC-244bb in the liquid phase which is then followed by dehydrochlorination in liquid or vapor phase to produce HFO-1234yf. The vapor phase hydrofluorination is carried out at a higher pressure than the liquid phase hydrofluorination, thereby eliminating the need for compression and/or intermediate recovery. Also, any HCl generated from this reaction is fed to the liquid phase hydrofluorination section to promote agitation and mixing. This results in a more economical process from an initial capital and operating cost versus conducting the 3-steps sequentially.
摘要翻译： 公开了一种从TCP制造HFO-1234yf的方法，其包括在气相中将TCP（四氯丙烯）氢氟化为HCFC-1233xf，然后在液相中HCFC-1233xf氢氟化为HCFC-244bb的三个整合步骤 然后在液相或汽相中进行脱氯化氢以产生HFO-1234yf。 气相氢氟化在比液相氢氟化更高的压力下进行，从而不需要压缩和/或中间回收。 此外，将由该反应生成的任何HCl进料至液相氢氟化部分以促进搅拌和混合。 这导致了从初始资本和运营成本的更经济的过程，而不是依次执行3个步骤。
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公开(公告)号：US20110054226A1
公开(公告)日：2011-03-03
申请号：US12550909
申请日：2009-08-31
申请人： Haluk Kopkalli , Yuon Chiu , Orlando George Rodrigues , Gus Cerri , Hsueh Sung Tung , Stephen A. Cottrell
发明人： Haluk Kopkalli , Yuon Chiu , Orlando George Rodrigues , Gus Cerri , Hsueh Sung Tung , Stephen A. Cottrell
CPC分类号： B01J8/067 , B01J2208/00849 , B01J2208/00884 , C07C17/354 , C07C19/08
摘要： Disclosed is a process and apparatus for the catalytic hydrogenation of fluoroolefins to fluorocarbons where the reaction is carried out in a multi-tube shell and tube reactor. Reactions involving hydrogenation of fluoro-olefins are typically exothermic. In commercial processes where a fluoro-olefin C(n)H(2n−x)F(x) to C(n)H(2n−x|2)F(x) is hydrogenated (e.g. hexafluoropropylene to 236ea, 1225ye to 245eb, and the like), inadequate management or control of heat removal may induce excess hydrogenation, decomposition and hot spots resulting in reduced yields and potential safety issues. In the hydrogenation of fluoro-olefins, it is therefore necessary to control the reaction temperature as precisely as practical to overcome challenges associated with heat management and safety.
摘要翻译： 公开了将氟烯烃催化氢化成碳氟化合物的方法和装置，其中反应在多管壳管式反应器中进行。 涉及氟代烯烃氢化的反应通常是放热的。 在氟化烯烃C（n）H（2n-x）F（x）至C（n）H（2n-x | 2）F（x）被氢化（例如六氟丙烯至236ea，1225ye至245eb） ，等等），不充分的除热控制或控制可能引起过度的氢化，分解和热点，导致产量降低和潜在的安全问题。 在氟代烯烃的氢化中，因此需要精确地控制反应温度以克服与热管理和安全相关的挑战。
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17.发明授权公开(公告)号：US10112166B2
公开(公告)日：2018-10-30
申请号：US13471601
申请日：2012-05-15
IPC分类号： B03C5/00 , B01J8/10 , B01J8/00 , C07C17/275 , C07C17/278 , B03C1/033 , B01J23/745
摘要： Disclosed is a method for capturing and recycling iron catalyst used in the production of haloalkane compounds and more particularly, to an improved process for the manufacture of the compound 1,1,1,3,3-pentachloropropane (HCC-240fa), in which an electromagnetic separation unit (EMSU) is used to facilitate the reaction. When energized, the EMSU functions to remove all iron particles from the reactor effluent; when de-energized, the iron particles captured by the EMSU can be flushed back into the reactor for re-use in the continued production of HCC-240fa. The present invention is also useful in the manufacturing processes for other haloalkane compounds such as HCC-250 and HCC-360.
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18.发明申请METHOD FOR CAPTURING AND RECYCLING IRON CATALYST USED IN THE PRODUCTION OF HALOALKANE COMPOUNDS 审中-公开用于生产卤代烷化合物的铁电催化剂的回收和回收方法公开(公告)号：US20120305454A1
公开(公告)日：2012-12-06
申请号：US13471601
申请日：2012-05-15
IPC分类号： B03C1/00
CPC分类号： B01J8/10 , B01J8/005 , B01J8/0075 , B01J23/745 , B03C1/0335 , B03C5/00 , B03C2201/02 , B03C2201/18 , C07C17/275 , C07C17/278 , Y02P20/584 , C07C19/01
摘要： Disclosed is a method for capturing and recycling iron catalyst used in the production of haloalkane compounds and more particularly, to an improved process for the manufacture of the compound 1,1,1,3,3-pentachloropropane (HCC-240fa), in which an electromagnetic separation unit (EMSU) is used to facilitate the reaction. When energized, the EMSU functions to remove all iron particles from the reactor effluent; when de-energized, the iron particles captured by the EMSU can be flushed back into the reactor for re-use in the continued production of HCC-240fa. The present invention is also useful in the manufacturing processes for other haloalkane compounds such as HCC-250 and HCC-360.
摘要翻译： 公开了一种用于捕获和再循环用于制备卤代烷烃化合物的铁催化剂的方法，更具体地说，涉及制备化合物1,1,1,3,3-五氯丙烷（HCC-240fa）的改进方法，其中 使用电磁分离单元（EMSU）来促进反应。 当通电时，EMSU用于从反应器流出物中除去所有铁颗粒; 当断电时，由EMSU捕获的铁颗粒可以冲洗回反应器，以便在继续生产HCC-240fa时重新使用。 本发明也可用于其它卤代烷烃化合物如HCC-250和HCC-360的制备方法。
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公开(公告)号：US07214839B2
公开(公告)日：2007-05-08
申请号：US10444610
申请日：2003-05-23
IPC分类号： C07C17/00
CPC分类号： C07C17/21 , C07C17/206 , C07C19/08
摘要： A manufacturing process for making hydrofluorocarbons (HFCs), by reacting a hydrochlorocarbon and HF in a liquid phase catalytic reactor using a large mole ratio of HF to hydrochlorocarbon to minimize formation of high boiling by-products and improve HF consumption and hydrofluorocarbon yields.
摘要翻译： 通过使用大量摩尔比的HF与氢氯化碳在液相催化反应器中使氢氟烃和HF反应制备氢氟烃（HFCs）的制造方法，以最小化高沸点副产物的形成并改善HF消耗量和氢氟碳化合物产率。
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20.发明授权公开(公告)号：US09000240B2
公开(公告)日：2015-04-07
申请号：US13471565
申请日：2012-05-15
IPC分类号： C07C17/25 , C07C17/20 , C07C21/18 , C07C17/38 , C07C17/383
CPC分类号： C07C17/383 , C07C17/206 , C07C17/25 , C07C17/38 , C07C21/18 , Y02P20/125
摘要： The present invention is directed to processes for the production of 1233zd from 240fa and HF, with or without a catalyst, at a commercial scale. The 240fa and HF are fed to a reactor operating at high pressure. The resulting product stream comprising 1233zd, HCl, HF, and other byproducts is treated to one or more purification techniques including phase separation and one or more distillations to provide purified 1233zd, which meets commercial product specifications, i.e., having a GC purity of 99.5% or greater.
摘要翻译： 本发明涉及以商业规模从240fa和HF生产1233zd（有或没有催化剂）的方法。 将240fa和HF进料到在高压下操作的反应器。 将包含1233zd，HCl，HF和其他副产物的所得产物流处理成一种或多种纯化技术，包括相分离和一种或多种蒸馏以提供满足商业产品规格的纯化的1233zd，即GC纯度为99.5％ 或更大。
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