公开(公告)号：US20180057433A1

公开(公告)日：2018-03-01

申请号：US15252537

申请日：2016-08-31

Applicant: Honeywell International Inc.

Inventor： Daniel C. Merkel ,  Konstantin A. Pokrovski ,  Hsueh Sung Tung ,  Haiyou Wang ,  Ryan J. Hulse ,  Hang T. Pham

IPC: C07C17/35 ,  C07C17/21

CPC classification number: C07C17/35 ,  C07C17/04 ,  C07C17/206 ,  C07C17/21 ,  C07C17/25 ,  C07C21/04 ,  C07C21/18 ,  C07C19/08

Abstract: Azeotropic or azeotrope-like mixtures of 1,3,3-trichloro-3-fluoroprop-1-ene (HCFO-1231zd) and hydrogen fluoride (HF). Such compositions are useful as a feed stock or intermediate in the production of 1,1,1,3,3-pentafluoropropane (HFC-245fa),1-chloro-3,3,3-trifluoropropene (HCFO-1233zd), and 1,3,3,3-tetrafluoropropene (HFO-1234ze).

公开(公告)号：US09758450B2

公开(公告)日：2017-09-12

申请号：US15093970

申请日：2016-04-08

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Haiyou Wang ,  Selma Bektesevic ,  Daniel C. Merkel ,  Hsueh Sung Tung ,  Konstantin A. Pokrovski

IPC: C07C17/38 ,  C07C17/386 ,  C07C17/383 ,  C07C17/25 ,  C07C17/20 ,  C07C21/18 ,  C07C17/087 ,  C07C21/04 ,  C07C19/01 ,  C07C19/08 ,  C07C19/10

CPC classification number: C07C17/206 ,  C07C17/087 ,  C07C17/25 ,  C07C17/38 ,  C07C17/386 ,  C07C19/01 ,  C07C19/08 ,  C07C19/10 ,  C07C21/04 ,  C07C21/18 ,  Y02P20/125 ,  Y02P20/582

Abstract: The invention relates to a separation process whereby 2-chloro-3,3,3-trifluoropropene (1233xf) is separated from a mixture containing other fluorinated organics and high boiling materials such as dimers using azeotropes of HF formed by adding appropriate amounts to the mixture which facilitate separation by, e.g. distillation.

公开(公告)号：US20170247304A1

公开(公告)日：2017-08-31

申请号：US15587824

申请日：2017-05-05

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Konstantin A. Pokrovski ,  Daniel C. Merkel ,  Hsueh S. Tung

IPC: C07C17/358 ,  C07C5/22 ,  C07B35/08 ,  C07C21/18 ,  C07C17/007

CPC classification number: C07C17/358 ,  C07B35/08 ,  C07B2200/09 ,  C07C5/22 ,  C07C17/007 ,  C07C21/18

Abstract: Disclosed are processes for a high temperature isomerization reaction converting (E)-1-chloro-3,3,3-trifluoropropene to (Z)-1-chloro-3,3,3-trifluoropropene. In certain aspects of the invention, such a process includes contacting a feed stream with a heated surface, where the feed stream includes (E)-1-chloro-3,3,3-trifluoropropene or mixture of (E)-1-chloro-3,3,3-trifluoropropene with (Z)-1-chloro-3,3,3-trifluoropropene. The resulting product stream includes (Z)-1-chloro-3,3,3-trifluoropropene and (E)-1-chloro-3,3,3-trifluoropropene, where the ratio of (Z) isomer to (E) isomer in the product stream is higher than the ratio feed stream. The (E) and (Z) isomers in the product stream may be separated from one another.

公开(公告)号：US09731271B2

公开(公告)日：2017-08-15

申请号：US15136084

申请日：2016-04-22

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Haiyou Wang ,  Hsueh Sung Tung ,  Daniel C. Merkel

IPC: B01J20/18 ,  B01J20/34 ,  B01J20/20 ,  C07C17/38

CPC classification number: B01J20/18 ,  B01J20/20 ,  B01J20/345 ,  C07C7/12 ,  C07C17/38 ,  C07C21/18

Abstract: The invention provides for a method of regenerating a solid adsorbent, such as a molecular sieve or activated carbon, using stable fluorinated hydrocarbon compounds such as, for example, HFC-245cb (1,1,1,2,2-pentafluoropropane, as a regeneration fluid.

公开(公告)号：US09676687B2

公开(公告)日：2017-06-13

申请号：US15139778

申请日：2016-04-27

Applicant: Honeywell International, Inc.

Inventor： Daniel C. Merkel ,  Hsueh Sung Tung ,  Haiyou Wang ,  Haluk Kopkalli ,  Yuon Chiu

IPC: C07C17/25 ,  C07C17/20 ,  C07C21/18 ,  B01J19/24 ,  B01J4/00

CPC classification number: B01J19/24 ,  B01J4/002 ,  C07C17/206 ,  C07C17/25 ,  C07C21/18

Abstract: The invention relates to a process to prepare tetrahalopropenes, such as 2-chloro-3,3,3-trifluoropropene (1233xf). The process comprises atomizing a feed material, such as 1,1,2,3-tetrachloropropene (1230xa) and the like, and mixing it with superheated HF to form a vaporized composition of feed material and HF with substantially instantaneous contact with a vapor phase fluorination catalyst. The invention extends catalyst life and forestalls catalyst deactivation.

公开(公告)号：US09353028B2

公开(公告)日：2016-05-31

申请号：US14618500

申请日：2015-02-10

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Daniel C. Merkel ,  Barry Asher Mahler ,  Hsueh Sung Tung ,  Mario Joseph Nappa

IPC: C07C17/087 ,  C07C17/20 ,  B01J19/18 ,  C07C17/25

CPC classification number: C07C17/087 ,  B01J19/18 ,  B01J19/1868 ,  C07C17/20 ,  C07C17/206 ,  C07C17/25 ,  C07C19/10

Abstract: The present invention relates to a hydrofluorinating process which comprises reacting a fluoroolefin with hydrogen fluoride in the liquid phase in the presence of a hydrofluorination catalyst in the reaction zone of a reactor, said reactor comprised of a reactor body having a length to diameter ratio of about 2:1 or greater; a stirred reaction zone containing said hydrofluorination catalyst, which may be prepared in situ, at least one inlet for supplying said hydrogen fluoride and fluoroolefin to the reaction zone and at least one outlet for recovering said fluoroalkane, said stirrer disposed in the reaction zone and comprising a plurality of blades fixedly attached to shaft drivable by a motor, said blades extending from about the bottom of the reaction zone to about the top of the reaction zone and said shaft extending on a longitudinal axis from the bottom of the reactor to the top of the reactor, said stirrer being rotated at a speed sufficient to promote a swirling of the liquid to effect the occurrence of hydrofluorination reaction and minimize overfluorination. The present invention also relates to said hydrofluorination reactor.

Abstract translation: 本发明涉及一种氢氟化方法，其包括在反应器的反应区中在氟化氢催化剂存在下，在液相中使氟烯烃与氟化氢反应，所述反应器包括长径比为约 2：1或更大; 包含可以原位制备的所述氢氟化催化剂的搅拌反应区，至少一个用于将所述氟化氢和氟代烯烃供应到反应区的入口和用于回收所述氟烷烃的至少一个出口，所述搅拌器设置在反应区中并且包含 多个叶片固定地附接到由马达驱动的轴上，所述叶片从反应区域的底部延伸到反应区域的顶部，并且所述轴线在纵向轴线上从反应器底部延伸到顶部 反应器，所述搅拌器以足以促进液体旋转的速度旋转以实现氢氟化反应的发生并使过度氟化最小化。 本发明还涉及所述氢氟化反应器。

公开(公告)号：US09272969B2

公开(公告)日：2016-03-01

申请号：US13798250

申请日：2013-03-13

Applicant: Honeywell International Inc.

Inventor： Daniel C. Merkel ,  Konstantin A. Pokrovski ,  Hsueh Sung Tung ,  Haiyou Wang ,  Stephen A. Cottrell ,  Hang T. Pham

IPC: C07C19/10 ,  C23G1/02 ,  C23G5/028 ,  C11D7/08 ,  C11D7/50

CPC classification number: C07C19/10 ,  C09K5/044 ,  C11D7/08 ,  C11D7/5036 ,  C23G5/02809

Abstract: Provided are azeotropic or azeotrope-like mixtures of 1,3,3-trichloro-1,1-difluoro-propane (HCFC-242fa) and hydrogen fluoride. Such compositions are useful as a feed stock or intermediate in the production of HFC-245fa and HCFO-1233zd.

Abstract translation: 提供1,3,3-三氯-1,1-二氟 - 丙烷（HCFC-242fa）和氟化氢的共沸或类共沸混合物。 这样的组合物可用作生产HFC-245fa和HCFO-1233zd中的原料或中间体。

公开(公告)号：US09139499B2

公开(公告)日：2015-09-22

申请号：US14633551

申请日：2015-02-27

Applicant: Honeywell International Inc.

Inventor： Daniel C. Merkel ,  Hsueh Sung Tung ,  Konstantin A. Pokrovski ,  Hang T. Pham ,  Ryan Hulse

IPC: C07C17/383

CPC classification number: C07C17/383 ,  C07C19/01

Abstract: Provided are methods for forming azeotropic or azeotrope-like mixtures of 1,1,1,3,3-pentachloro-propane (240fa) and hydrogen fluoride. Such compositions are useful as an intermediate in the production of HFC-245fa and HCFO-1233zd.

Abstract translation: 提供了形成1,1,1,3,3-五氯丙烷（240fa）和氟化氢的共沸或类共沸混合物的方法。 这样的组合物可用作HFC-245fa和HCFO-1233zd生产中的中间体。

公开(公告)号：US20150152028A1

公开(公告)日：2015-06-04

申请号：US14604867

申请日：2015-01-26

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Robert C. Johnson ,  Daniel C. Merkel

IPC: C07C17/25 ,  C07C17/20 ,  C07C17/087

CPC classification number: C07C17/25 ,  C07C17/087 ,  C07C17/20 ,  C07C17/206 ,  C07C19/10 ,  C07C21/18

Abstract: The invention provides an improved process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) by reacting 2-chloro-3,3,3,-trifluoropropene (HCFO-1233xf) with hydrogen fluoride, in the presence of a fluorination catalyst, where by using 2-chloro-3,3,3,-trifluoropropene (HCFO-1233xf) of high purity, the need to add an oxidizing agent (typically chlorine) to keep the catalyst active can be avoided. The HCFC-244bb is then used as an intermediate in the production of 2,3,3,3-tetrafluoropropene-1 (HFO-1234yf).

Abstract translation: 本发明提供了通过2-氯-3,3,3-三氟丙烯（HCFO-1233xf）与氟化氢反应制备2-氯-1,1,1,2-四氟丙烷（HCFC-244bb）的改进方法， 氟化催化剂的存在，其中通过使用高纯度的2-氯-3,3,3-三氟丙烯（HCFO-1233xf），可以避免添加氧化剂（通常为氯）以保持催化剂活性的需要 。 然后将HCFC-244bb用作生产2,3,3,3-四氟丙烯-1（HFO-1234yf）的中间体。

公开(公告)号：US20150105595A1

公开(公告)日：2015-04-16

申请号：US14570283

申请日：2014-12-15

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Daniel C. Merkel ,  Hsueh S. Tung

IPC: C07C17/06

CPC classification number: C07C17/206 ,  C07C17/06 ,  C07C17/087 ,  C07C17/20 ,  C07C17/25 ,  C07C17/42 ,  C07C21/18

Abstract: The present invention relates to an improved method for manufacturing 2-chloro-3,3,3,-trifluoropropene (HCFC-1233xf) by reacting 1,1,2,3-tetrachloropropene, 1,1,1,2,3-pentachloropropane, and/or 2,3,3,3-tetrachloropropene with hydrogen fluoride, in a vapor phase reaction vessel in the presence of a vapor phase fluorination catalyst and stabilizer. HCFC-1233xf is an intermediate in the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf) which is a refrigerant with low global warming potential.

Abstract translation: 本发明涉及一种通过使1,1,2,3-四氯丙烯，1,1,1,2,3-五氯丙烷与1,1,3,3-四氯丙烯反应制备2-氯-3,3,3-三氟丙烯（HCFC-1233xf）的改进方法 ，和/或2,3,3,3-四氯丙烯与氟化氢在气相反应容器中在气相氟化催化剂和稳定剂存在下反应。 HCFC-1233xf是生产2,3,3,3-四氟丙烯（HFO-1234yf）的中间体，它是具有低全球变暖潜能的制冷剂。