公开(公告)号：US20250122136A1

公开(公告)日：2025-04-17

申请号：US18889319

申请日：2024-09-18

Applicant: Honeywell International Inc.

Inventor： Haiyou Wang ,  Gustavo Cerri ,  Jinhua Yao ,  Jennifer W. McClaine

IPC: C07C17/23 ,  B01J27/132 ,  C07C17/383

Abstract: The present disclosure provides a method for conversion of a mixture of high-boiling fluorinated components comprising 1,1,3,3-tetrachloro-1-fluoropropane (HCFC-241fa), 1,3,3-trichloro-1,1-difluoropropane (HCFC-242sfa), 1,1,3-trichloro-1,3-difluoropropane (HCFC-242fb), 3,3-dichloro-1,1,1-trifluoropropane (HCFC-243fa), 1,3-dichloro-1,1,3-trifluoropropane (HCFC-243fb), 3-chloro-1,1,1,3-tetrafluoropropane (HCFC-244fa), their isomers, and combinations thereof, to 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd). Heavy impurities, such as oligomers and other high boiling impurities, that are present may be purged during the process to prevent yield loss and reduction of catalyst efficacy.

公开(公告)号：US20240376032A1

公开(公告)日：2024-11-14

申请号：US18660212

申请日：2024-05-09

Applicant: Honeywell International Inc.

Inventor： Richard D. Horwath ,  Gustavo Cerri ,  Benson May ,  Haiyou Wang

IPC: C07C17/25 ,  B01J23/26 ,  C07C17/383

Abstract: A method for reducing 1,1,1,2,2-pentafluoropropane (HFC-245cb) in a trans-1,3,3,3-tetrafluoropropene (HFO-1234ze(E)) manufacturing process including catalyst conditioning, temperature reduction, and contact time reduction. The method includes dehydrofluorinating 1,1,1,3,3-pentafluoropropane (HFC-245fa) with a catalyst mixture to produce a product mixture with HFO-1234ze(E) and HFC-245cb, and either incorporating a conditioned catalyst, using a lower temperature for the dehydrofluorination, or reducing the contact time for the dehydrofluorination to reduce the formation of HFC-245cb.

公开(公告)号：US20230234903A1

公开(公告)日：2023-07-27

申请号：US18083238

申请日：2022-12-16

Applicant: Honeywell International Inc.

Inventor： Haiyou Wang ,  Gustavo Cerri ,  Jinhua Yao ,  Jennifer W. McClaine

IPC: C07C17/23 ,  B01J27/132 ,  C07C17/383

CPC classification number: C07C17/23 ,  B01J27/132 ,  C07C17/383

Abstract: The present disclosure provides a method for conversion of a mixture of high-boiling fluorinated components comprising 1,1,3,3-tetrachloro-1-fluoropropane (HCFC-241fa), 1,3,3-trichloro-1,1-difluoropropane (HCFC-242fa), 1,1,3-trichloro-1,3-difluoropropane (HCFC-242fb), 3,3-dichloro-1,1,1-trifluoropropane (HCFC-243fa), 1,3-dichloro-1,1,3-trifluoropropane (HCFC-243fb), 3-chloro-1,1,1,3-tetrafluoropropane (HCFC-244fa), their isomers, and combinations thereof, to 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd). Heavy impurities, such as oligomers and other high boiling impurities, that are present may be purged during the process to prevent yield loss and reduction of catalyst efficacy.

公开(公告)号：US20230174442A1

公开(公告)日：2023-06-08

申请号：US18071610

申请日：2022-11-29

Applicant: Honeywell International Inc.

Inventor： Haiyou Wang ,  Gustavo Cerri ,  Mitchel Cohn ,  Selma Bektesevic

IPC: C07C21/18 ,  C07C17/23 ,  C07C17/358 ,  C07C17/383

CPC classification number: C07C21/18 ,  C07C17/23 ,  C07C17/358 ,  C07C17/383

Abstract: The present disclosure provides high purity E-1,3,3,3-tetrafluoropropene (HFO-1234ze). More specifically, the present disclosure provides E-1,3,3,3-tetrafluoropropene (HFO-234ze) in at least 99.99% purity, containing less than 3 ppm 1,1,3,3,3-pentafluoropropene (HFO-1225zc). The present disclosure further provides a method of making high purity E-1,3,3,3-tetrafluoropropene (HFO-1234ze).

公开(公告)号：US20180194703A1

公开(公告)日：2018-07-12

申请号：US15850724

申请日：2017-12-21

Applicant: Honeywell International Inc.

Inventor： Yuon Chiu ,  Stephen A. Cottrell ,  Gustavo Cerri ,  Jennifer W. McClaine ,  Tao Wang ,  Rajiv Ratna Singh ,  Rajiv Banavali

IPC: C07C17/386 ,  C07C21/18 ,  C07C19/01 ,  B01D3/06 ,  B01D3/36

CPC classification number: C07C17/386 ,  B01D3/009 ,  B01D3/06 ,  B01D3/143 ,  B01D3/36 ,  B01D2257/2047 ,  B01D2257/70 ,  C01B7/196 ,  C07C17/38 ,  C07C17/383 ,  C07C19/01 ,  C07C21/18 ,  Y02P20/127

Abstract: The present disclosure provides separation processes for removing heavy organics that are formed in various production processes of HCFO-1233zd(E). Such separation processes allow for the recovery and/or separation of the heavy organics from reactants that are used to form HCFO-1233zd(E), including HF. Such separation or recovery processes may utilize various separation techniques (e.g., decanting, liquid-liquid separation, distillation, and flash distillation) and may also utilize the unique properties of azeotropic or azeotrope-like compositions. Recovery of the heavy organic that is substantially free from HF may allow for their use in subsequent manufacture processes or disposal.

公开(公告)号：US12116332B2

公开(公告)日：2024-10-15

申请号：US18071610

申请日：2022-11-29

Applicant: Honeywell International Inc.

Inventor： Haiyou Wang ,  Gustavo Cerri ,  Mitchel Cohn ,  Selma Bektesevic

IPC: C07C17/25 ,  C07C17/358 ,  C07C17/38 ,  C07C17/383 ,  C07C17/395 ,  C07C21/18

CPC classification number: C07C21/18 ,  C07C17/25 ,  C07C17/358 ,  C07C17/38 ,  C07C17/383 ,  C07C17/395 ,  C07C17/25 ,  C07C21/18 ,  C07C17/358 ,  C07C21/18 ,  C07C17/383 ,  C07C21/18 ,  C07C17/383 ,  C07C19/08

Abstract: The present disclosure provides high purity E-1,3,3,3-tetrafluoropropene (HFO-1234ze). More specifically, the present disclosure provides E-1,3,3,3-tetrafluoropropene (HFO-234ze) in at least 99.99% purity, containing less than 3 ppm 1,1,3,3,3-pentafluoropropene (HFO-1225zc). The present disclosure further provides a method of making high purity E-1,3,3,3-tetrafluoropropene (HFO-1234ze).

公开(公告)号：US20240018074A1

公开(公告)日：2024-01-18

申请号：US18218691

申请日：2023-07-06

Applicant: Honeywell International Inc.

Inventor： Richard D. Horwath ,  Haluk Kopkalli ,  Gustavo Cerri ,  Joshua Close ,  Daniel C. Merkel ,  Jennifer W. McClaine ,  Alex C. Fattore ,  Hang T. Pham ,  Carlos Navar ,  Justin Howard

IPC: C07C17/383 ,  C07C17/20 ,  B01D3/14

CPC classification number: C07C17/383 ,  C07C17/206 ,  B01D3/143

Abstract: Two methods for reducing CFC impurities and, in particular, CFC-114, in the HFO-1234ze(E) production process from the reaction of CFC-113 and HF. The first method involves subjecting an intermediate or recycle stream to separation and distillation to purge CFC-113 from the process. The second method involves operating the separation at a higher pressure avoids the formation of an azeotrope between CFC-113 and HFC-245fa. The CFC-113/HFC245fa azeotrope is discussed, as well as other optional processes for removal or mitigation of CFC-113 which include further separations that remove CFC-114 from the HFO-1234ze(E) product and/or CFC-113 from the HFC-245fa feed to produce an HFO-1234ze(E) product that is largely free from CFC-114 and other CFC impurities.

公开(公告)号：US20190352242A1

公开(公告)日：2019-11-21

申请号：US16529287

申请日：2019-08-01

Applicant: Honeywell International Inc.

Inventor： Yuon Chiu ,  Stephen A. Cottrell ,  Gustavo Cerri ,  Jennifer W. McClaine ,  Tao Wang ,  Rajiv Ratna Singh ,  Rajiv Banavali

IPC: C07C17/386 ,  B01D3/14 ,  B01D3/36 ,  C07C19/01 ,  C07C21/18 ,  C07C17/38 ,  B01D3/00 ,  C01B7/19 ,  C07C17/383 ,  B01D3/06

Abstract: The present disclosure provides separation processes for removing heavy organics that are formed in various production processes of HCFO-1233zd(E). Such separation processes allow for the recovery and/or separation of the heavy organics from reactants that are used to form HCFO-1233zd(E), including HF. Such separation or recovery processes may utilize various separation techniques (e.g., decanting, liquid-liquid separation, distillation, and flash distillation) and may also utilize the unique properties of azeotropic or azeotrope-like compositions. Recovery of the heavy organic that is substantially free from HF may allow for their use in subsequent manufacture processes or disposal.

公开(公告)号：US20190210944A1

公开(公告)日：2019-07-11

申请号：US15864730

申请日：2018-01-08

Applicant: Honeywell International Inc.

Inventor： Haiyou Wang ,  Terris Yang ,  Daniel C. Merkel ,  Haluk Kopkalli ,  Gustavo Cerri ,  Yuon Chiu ,  Richard D. Horwath

IPC: C07C17/25 ,  C07C17/386 ,  C07C17/395 ,  C07C21/18 ,  B01D3/00 ,  B01D3/36

CPC classification number: C07C17/25 ,  B01D3/002 ,  B01D3/36 ,  C07C17/386 ,  C07C17/395 ,  C07C21/18

Abstract: The present disclosure provides various manufacturing processes for the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf or 1234yf). Such methods may allow for the improved yields, more economical processes, and waste reduction in the production of 1234yf and subsequent processes.

公开(公告)号：US20190144364A1

公开(公告)日：2019-05-16

申请号：US16004567

申请日：2018-06-11

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Yuon Chiu ,  Stephen A. Cottrell ,  Hsueh Sung Tung ,  Haluk Kopkalli ,  Gustavo Cerri

IPC: C07C17/25 ,  C07C21/18 ,  C07C17/23 ,  B01J19/14 ,  B01J19/00 ,  C07C17/38 ,  C07C17/354 ,  B01J7/00

Abstract: A method for producing 1,1,1,2-tetrafluoropropene and/or 1,1,1,2,3-pentafluoropropene using a single set of four unit operations, the unit operations being (1) hydrogenation of a starting material comprising hexafluoropropene and optionally recycled 1,1,1,2,3-pentafluoropropene; (2) separation of the desired intermediate hydrofluoroalkane, such as 1,1,1,2,3,3-hexafluoropropane and/or 1,1,1,2,3-pentafluoropropane; (3) dehydrofluorination of the intermediate hydrofluoroalkane to produce the desired 1,1,1,2-tetrafluoropropene and/or 1,1,1,2,3-pentafluoropropene, followed by another separation to isolate the desired product and, optionally, recycle of the 1,1,1,2,3-pentafluoropropene.