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31. 发明授权

US08975454B2 Process for producing 2,3,3,3-tetrafluoropropene 有权
标题翻译：制备2,3,3,3-四氟丙烯的方法
公开(公告)号：US08975454B2
公开(公告)日：2015-03-10
申请号：US13281063
申请日：2011-10-25
申请人： Daniel C. Merkel , Konstantin A. Pokrovski , Hsueh S. Tung , Haiyou Wang
发明人： Daniel C. Merkel , Konstantin A. Pokrovski , Hsueh S. Tung , Haiyou Wang
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。

32. 发明申请

US20140316170A1 PROCESS FOR PRODUCING 2,3,3,3-TETRAFLUOROPROPENE 有权
标题翻译：生产2,3,3,3-四氯丙烯的方法
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
IPC分类号： C07C17/20 , C07C17/25 , C07C21/04
CPC分类号： C07C17/20 , C07C17/087 , C07C17/25 , C07C21/04 , C07C21/18 , C07C19/10
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。

33. 发明申请

US20140256996A1 PROCESS FOR PRODUCING 2,3,3,3-TETRAFLUOROPROPENE 审中-公开
标题翻译：生产2,3,3,3-四氯丙烯的方法
公开(公告)号：US20140256996A1
公开(公告)日：2014-09-11
申请号：US14355894
申请日：2012-11-02
申请人： Haiyou Wang , Hsueh Sung Tung , Selma Bektesevic , Daniel C. Merkel
发明人： Haiyou Wang , Hsueh Sung Tung , Selma Bektesevic , Daniel C. Merkel
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。

34. 发明授权

US08754271B2 Method for producing fluorinated organic compounds 有权
标题翻译：氟化有机化合物的制备方法
公开(公告)号：US08754271B2
公开(公告)日：2014-06-17
申请号：US13302849
申请日：2011-11-22
申请人： Sudip Mukhopadhyay , Hsueh S. Tung , Michael Van Der Puy , Daniel C. Merkel , Jing Ji Ma , Cheryl L. Bortz , Barbara A. Light , Steven D. Phillips , Rajesh K. Dubey
发明人： Sudip Mukhopadhyay , Hsueh S. Tung , Michael Van Der Puy , Daniel C. Merkel , Jing Ji Ma , Cheryl L. Bortz , Barbara A. Light , Steven D. Phillips , Rajesh K. Dubey
IPC分类号： C07C17/00 , C07C19/08 , C07C21/18 , C07C23/00 , C07C25/13
CPC分类号： C07C17/25 , C07C17/00 , C07C17/04 , C07C17/087 , C07C17/10 , C07C17/20 , C07C17/204 , C07C17/206 , C07C17/21 , C07C17/26 , C07C17/269 , C07C17/272 , C07C17/278 , C07C21/18 , C07C19/01 , C07C19/10 , C07C19/08 , C07C21/073 , C07C21/04
摘要： Disclosed are processes for the production of fluorinated olefins, preferably adapted to commercialization of CF3CF═CH2 (1234yf). Three steps may be used in preferred embodiments in which a feedstock such as CCl2═CClCH2Cl is fluorinated to synthesize a compound such as CF3CCl═CH2. The CF3CCl═CH2 is preferably converted to CF3CFClCH3 (244-isomer) using a SbCl5 as the catalyst which is then transformed selectively to 1234yf. For the first step, a mixture of Cr2O3 and FeCl3/C is preferably used as the catalyst to achieve high selectivity to CF3CCl═CH2 (96%). In the second step, SbCl5/C is preferably used as the selective catalyst for transforming 1233xf to 244-isomer, CF3CFClCH3. The intermediates are preferably isolated and purified by distillation and used in the next step without further purification, preferably to a purity level of greater than about 95%.
摘要翻译：公开了用于生产氟化烯烃的方法，优选适于CF 3CF≡CH2（1234yf）的商业化。优选的实施方案中可以使用三个步骤，其中诸如CCl 2 = CClCH 2 Cl的原料被氟化以合成诸如CF 3 CCl = CH 2的化合物。 CF 3 CCl = CH 2优选使用SbCl 5作为催化剂转化为CF 3 CFClCH 3（244-异构体），然后将其选择性地转化为1234yf。对于第一步，优选使用Cr 2 O 3和FeCl 3 / C的混合物作为催化剂以实现对CF 3 CCl = CH 2（96％）的高选择性。在第二步中，SbCl 5 / C优选用作用于将1233xf转化为244-异构体CF 3 CFClCH 3的选择性催化剂。中间体优选通过蒸馏分离和纯化，并用于下一步骤而不进一步纯化，优选纯度高于约95％。

35. 发明授权

US08648221B2 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
标题翻译：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
申请人： Daniel C. Merkel , Haiyou Wang , Konstantin A. Pokrovski , Hsueh Sung Tung , Ian Shankland
发明人： Daniel C. Merkel , Haiyou Wang , Konstantin A. Pokrovski , Hsueh Sung Tung , Ian Shankland
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。

36. 发明授权

US08519201B2 Process for separating hydrogen fluoride from organic feedstocks 有权
标题翻译：从有机原料中分离氟化氢的方法
公开(公告)号：US08519201B2
公开(公告)日：2013-08-27
申请号：US13423726
申请日：2012-03-19
申请人： Daniel C. Merkel , Konstantin A. Pokrovski , Hsueh S. Tung
发明人： Daniel C. Merkel , Konstantin A. Pokrovski , Hsueh S. Tung
IPC分类号： C07C17/38 , C07C17/00
CPC分类号： C07C17/383 , C07C17/087 , C07C17/25 , C07C19/10 , C07C21/18
摘要： Provided is a process for purifying an organic feedstock comprising (a) distilling a raw organic feedstock comprising hydrogen fluoride, 2-chloro-1,1,1,2-tetrafluoropropane, and 2-chloro-3,3,3-trifluoropropene to produce a first distillate stream comprising an azeotrope-like composition of 2-chloro-1,1,1,2-tetrafluoropropane, 2-chloro-3,3,3-trifluoropropene, and hydrogen fluoride, and a first bottoms stream rich in hydrogen fluoride; (b) cooling said first distillate stream to produce an intermediate composition comprising an organic layer rich in 2-chloro-1,1,1,2-tetrafluoropropane and 2-chloro-3,3,3-trifluoropropene, and an acid layer rich in hydrogen fluoride; and, optionally but preferably, (c) distilling said organic layer to produce a second distillate stream comprising an azeotrope-like composition of 2-chloro-1,1,1,2-tetrafluoropropane, 2-chloro-3,3,3-trifluoropropene, and hydrogen fluoride, and a second bottoms stream comprising a purified organic feedstock substantially free of hydrogen fluoride.
摘要翻译：提供了一种纯化有机原料的方法，其包括（a）蒸馏包含氟化氢，2-氯-1,1,1,2-四氟丙烷和2-氯-3,3,3-三氟丙烯的原始有机原料以产生包含2-氯-1,1,1,2-四氟丙烷，2-氯-3,3,3-三氟丙烯和氟化氢的类共沸组合物的第一蒸馏物流和富含氟化氢的第一塔底物流 ; （b）冷却所述第一馏出物流以产生包含富含2-氯-1,1,1,2-四氟丙烷和2-氯-3,3,3-三氟丙烯的有机层和富含酸层的中间组合物在氟化氢中; 和（c）蒸馏所述有机层以产生包含2-氯-1,1,1,2-四氟丙烷的共沸混合物组合物，2-氯-3,3,3-四氯丙烷的第二馏出物流，三氟丙烯和氟化氢，以及包含基本上不含氟化氢的纯化有机原料的第二塔底物流。

37. 发明授权

US08519200B1 Azeotropic compositions of 1,1,3,3-tetrachloro-1-fluoropropane and hydrogen fluoride 有权
标题翻译： 1,1,3,3-四氯-1-氟丙烷和氟化氢的共沸组合物
公开(公告)号：US08519200B1
公开(公告)日：2013-08-27
申请号：US13403011
申请日：2012-02-23
申请人： Daniel C. Merkel , Konstantin A. Pokrovski , Hang T. Pham , Hsueh Sung Tung , Ryan Hulse
发明人： Daniel C. Merkel , Konstantin A. Pokrovski , Hang T. Pham , Hsueh Sung Tung , Ryan Hulse
IPC分类号： C07C17/07 , C07C17/087 , C07C17/38 , B01F1/00 , C09K3/00 , C09K5/04 , C09K3/30 , C11D17/00
CPC分类号： C07C19/10 , C09K3/30 , C09K5/044 , C11D7/5045
摘要： Provided are azeotropic or azeotrope-like mixtures of 1,1,3,3-tetrachloro-1-fluoropropane (HCFC-241fa) and hydrogen fluoride. Such compositions are useful as an intermediate in the production of HFC-245fa and HCFO-1233zd.
摘要翻译：提供1,1,3,3-四氯-1-氟丙烷（HCFC-241fa）和氟化氢的共沸或类共沸混合物。这样的组合物可用作HFC-245fa和HCFO-1233zd生产中的中间体。

38. 发明授权

US08247624B2 Process for producing fluoropropenes 有权
标题翻译：制备氟丙烯的方法
公开(公告)号：US08247624B2
公开(公告)日：2012-08-21
申请号：US13226019
申请日：2011-09-06
申请人： Daniel C. Merkel , Rajiv R. Singh , Hsueh S. Tung
发明人： Daniel C. Merkel , Rajiv R. Singh , Hsueh S. Tung
IPC分类号： C07C17/00
CPC分类号： C07C21/18 , C07C17/206 , C07C17/25 , C07C19/10 , C07C19/08
摘要： Dehydrohalogenation processes for the preparation of fluoropropenes from corresponding halopropanes, in which the fluoropropenes have the formula CF3CY═CXNHP, wherein X and Y are independently hydrogen or a halogen selected from fluorine, chlorine, bromine and iodine; and N and P are independently integers equal to 0, 1 or 2, provided that (N+P)=2.
摘要翻译：用于从相应的卤代丙烷制备氟丙烯的脱卤化氢方法，其中氟丙烯具有式CF 3 C Y = C X N H P，其中X和Y独立地是氢或选自氟，氯，溴和碘的卤素; 并且N和P独立地为等于0,1或2的整数，条件是（N + P）= 2。

39. 发明申请

US20120056122A1 1,3,3,3-TETRAFLUOROPROPENE PROCESS AZEOTROPES WITH HF 有权
标题翻译：具有HF的1,3,3,3-四氯丙烯工艺AZEOTROPES
公开(公告)号：US20120056122A1
公开(公告)日：2012-03-08
申请号：US12875181
申请日：2010-09-03
申请人： Ryan Hulse , Hang T. Pham , Rajiv Ratna Singh , Daniel C. Merkel , Konstantin A. Pokrovski , Hsueh Sung Tung
发明人： Ryan Hulse , Hang T. Pham , Rajiv Ratna Singh , Daniel C. Merkel , Konstantin A. Pokrovski , Hsueh Sung Tung
IPC分类号： C09K5/04 , F25J3/00 , C09K3/00
CPC分类号： C07C21/18 , C01B7/191 , C07C17/38 , C07C19/08
摘要： The present invention pertains to azeotropic and azeotrope-like compositions of the following three blends: 1. Trans-1,3,3,3-tetrafluoropropene (HFO-1234ze(E)), cis-1,3,3,3-tetrafluoropropene (HFO-1234ze(Z)) and hydrogen fluoride (HF); 2. HFO-1234ze(E), 1,1,1,3,3-pentafluoropropane (HFC-245fa) and HF; and 3. HFO-1234ze(Z), HFC-245fa and HF. These azeotropic and azeotrope-like compositions are useful as intermediates in the production of HFO-1234ze(E).
摘要翻译：本发明涉及以下三种共混物的共沸和类共沸组合物：1.反式-1,3,3,3-四氟丙烯（HFO-1234ze（E）），顺式-1,3,3,3-四氟丙烯（HFO-1234ze（Z））和氟化氢（HF）; HFO-1234ze（E），1,1,1,3,3-五氟丙烷（HFC-245fa）和HF; 和HFO-1234ze（Z），HFC-245fa和HF。这些共沸和类共沸组合物可用作生产HFO-1234ze（E）的中间体。

40. 发明申请

US20110269999A1 PROCESS FOR DEHYDROHALOGENATION OF HALOGENATED ALKANES 审中-公开
标题翻译：脱氢烷基脱氢酶的方法
公开(公告)号：US20110269999A1
公开(公告)日：2011-11-03
申请号：US12770217
申请日：2010-04-29
申请人： George R. Cook , Haluk Kopkalli , Stephen A. Cottrell , Yuon Chiu , Peter Scheidle , Daniel C. Merkel
发明人： George R. Cook , Haluk Kopkalli , Stephen A. Cottrell , Yuon Chiu , Peter Scheidle , Daniel C. Merkel
IPC分类号： C07C21/18
CPC分类号： C07C17/23 , C07C17/25 , C07C21/18
摘要： A process for the manufacture of halogenated olefins in semi-batch mode by dehydrohalogenation of halogenated alkanes in the presence of an aqueous base such as KOH which simultaneously neutralizes the resulting hydrogen halide. During the process, aqueous base is continuously added to the haloalkane which results in better yields, lower by-product formation and safer/more controllable operation.
摘要翻译：一种通过卤化烷烃在碱性水溶液（如KOH）的存在下脱卤化氢同时中和所得卤化氢，以半间歇模式制造卤代烯烃的方法。在此过程中，将水性碱连续加入到卤代烷烃中，产生更好的产率，更低的副产物形成和更安全/更可控的操作。

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